药学学报

No.	Identification	Formula	Ion adduction	Error /10^-6	t_R /min	Measured mass (m/z)	Fragment ion (m/z)	Source
1	Isogosferol	C₁₆H₁₄O₅	[M+H]⁺	-2.2	72.88	287.091 4	147.042 9, 173.022 1, 202.395 0, 287.087 6	B
2	Oxypeucedanin hydrate^*	C₁₆H₁₆O₆	[M+H]⁺	-0.9	81.12	305.101 9	305.099 0, 203.031 0, 159.042 0, 147.042 2	B
3	Bergaptol	C₁₁H₆O₄	[M-H]^-	-0.3	83.18	201.019 3	117.036 1, 145.030 4, 173.024 5, 201.020 5	B
4	Oxypeucedanin^*	C₁₆H₁₄O₅	[M+H]⁺	-2.8	112.33	287.091 4	203.031 7, 147.042 1, 287.089 4, 202.396 2, 174.028 1	B
5	Isobyakangelicol	C₁₇H₁₆O₆	[M+H]⁺	-0.5	122.79	317.101 9	188.095 7, 203.030 8, 218.018 9, 233.041 9, 218.018 9	B
6	12-Hydroxystearic acid	C₁₈H₃₆O₃	[M-H]^-	0.9	88.69	299.300 5	257.265 0, 256.261 0	B
7	Cryptochlorogenic acid	C₁₆H₁₈O₉	[M-H]^-	0.8	48.71	353.087 8	191.057 3, 179.036 8, 173.047 0, 135.046 5, 353.089 3	C
8	Ferulic acid	C₁₀H₁₀O₄	[M-H]^-	0.3	51.56	193.050 6	134.040 8, 149.062 4, 178.025 3, 193.050 9	C
9	8-Hydroxypsoralen	C₁₁H₆O₄	[M+H]⁺	-1.4	72.06	203.033 8	203.032 2, 175.037 3, 147.042 5, 129.032 8	C
10	Senkyunolide J	C₁₂H₁₈O₄	[M+H]⁺	-2.5	61.89	227.127 7	227.127 8, 191.106 2, 153.053 4, 217.106 6	C
11	Senkyunolide I	C₁₂H₁₆O₄	[M+H]⁺	-0.5	66.64	225.094 0	207.100 0, 189.089 8, 179.106 1, 161.095 1, 247.093 9	C
12	Senkyunolide H	C₁₂H₁₆O₄	[M+H]⁺	-3.5	69.54	225.112 1	207.099 9, 189.089 4, 165.052 9	C
13	Ligustilide	C₁₂H₁₄O₂	[M+H]⁺	-1.1	104.23	191.106 6	119.084 1, 191.103 6, 173.095 9, 145.096 9, 115.055 5	C
14	Butylidenephthalide	C₁₂H₁₂O₂	[M+H]⁺	-1.5	104.81	189.091 0	171.079 7, 161.091 8, 153.066 4, 128.060 7, 133.027 1	C
15	Senkyunolide F	C₁₂H₁₄O₃	[M-H]^-	1.8	122.69	205.087 0	186.932 0, 161.097 7, 205.086 8, 106.043 8	C
16	Senkyunolide A	C₁₂H₁₆O₂	[M+H]⁺	0.3	125.98	193.104 2	179.070 9, 165.053 6, 163.075 4, 147.043 2, 187.074 6	C
17	Ligustrazine	C₈H₁₂N₂	[M+H]⁺	-2.0	13.07	137.107 0	103.059 1, 122.063 4	C
18	Tectochrysin	C₁₆H₁₂O₄	[M+H]⁺	-1.3	118.87	269.080 8	269.078 5, 237.052 7, 253.046 7, 118.040 0	F
19	Fraxidin	C₁₁H₁₀O₅	[M+H]⁺	-3.3	57.61	223.060 1	162.029 5, 190.024 1, 223.057 8, 208.034 7, 193.009 5	F
20	Prim-O-glucosylcimifugin^*	C₂₂H₂₈O₁₁	[M+H]⁺	-1.9	48.50	469.170 4	261.108 6, 290.111 6, 307.113 4, 307.114 5, 235.057 5	F
21	Cimifugin^*	C₁₆H₁₈O₆	[M+H]⁺	-0.9	57.06	307.117 6	221.041 5, 235.057 0, 259.056 9, 289.104 2, 177.052 2	F
22	5-O-Methylvisammioside	C₂₂H₂₈O₁₀	[M+H]⁺	-1.3	59.63	453.175 5	203.067 0, 219.061 5, 243.061 3, 245.113 6, 273.108 0	F
23	5-O-Methylvisamminol	C₁₆H₁₈O₅	[M+H]⁺	-0.7	73.29	291.122 7	205.047 9, 219.063 2, 243.062 8, 273.110 8, 189.052 5	F
24	Sec-O-Glucosylhamaudol	C₂₁H₂₆O₁₀	[M+H]⁺	-1.7	77.85	439.159 8	205.047 5, 259.094 2, 277.104 6, 217.047 0, 439.157 2	F
25	Vicenin-2	C₂₇H₃₀O₁₅	[M-H]^-	0.2	51.64	593.151 1	353.065 3, 383.078 3, 473.110 6, 593.152 0, 503.132 9	G
26	Vicenin-1	C₂₆H₂₈O₁₄	[M-H]^-	1.5	54.87	563.140 6	353.066 9, 383.079 5, 443.096 6, 473.110 9, 503.117 2	G
27	Schaftoside	C₂₆H₂₈O₁₄	[M-H]^-	0.8	55.87	563.140 6	353.065 5, 383.076 6, 443.097 0, 473.109 6, 503.117 5,	G
28	Isoschaftoside	C₂₆H₂₈O₁₄	[M-H]^-	0.7	56.28	563.140 6	353.067 5, 383.076 9, 443.099 1, 473.109 5	G
29	Liquiritigenin-7, 4-diglucoside	C₂₇H₃₂O₁₄	[M+H]⁺	-3.7	57.14	581.186 4	137.023 4, 257.079 2, 419.131 6, 581.185 4	G
30	Neoliquiritin	C₂₁H₂₂O₉	[M+H]⁺	-1.1	58.66	419.133 6	91.057 5, 137.021 9, 257.078 5	G
31	Liquiritin^*	C₂₁H₂₂O₉	[M+H]⁺	-1.7	59.31	419.133 6	119.049 0, 137.022 0, 147.042 6, 211.073 2, 239.068 7	G
32	Isoviolanthin	C₂₇H₃₀O₁₄	[M-H]^-	3.3	60.57	577.156 2	353.066 9, 383.078 1, 457.114 9, 577.158 7	G
33	Liquiritin apioside	C₂₆H₃₀O₁₃	[M-H]^-	2.0	61.08	549.161 3	255.064 7, 429.106 0, 549.164 2, 417.120 1	G
34	Isoliquiritigenin	C₁₅H₁₂O₄	[M+H]⁺	-1.0	61.63	257.080 8	137.021 8, 147.043 5, 242.058 4, 257.078 3	G
35	Liquiritigenin	C₁₅H₁₂O₄	[M+H]⁺	-1.1	62.30	257.080 8	119.049 1, 137.022 3, 147.042 4, 165.067 9, 211.073 3	G
36	Isoliquiritin apioside^*	C₂₆H₃₀O₁₃	[M-H]^-	2.2	64.18	549.161 3	255.066 5, 417.120 1, 429.117 6, 135.009 9	G
37	Choerospondin	C₂₁H₂₂O₁₀	[M-H]^-	1.2	70.92	433.114 0	271.026 4, 255.030 2, 151.004 6, 119.948 4	G
38	5, 7, 4′-Trihydroxyisoflavanone 7-O-glucoside	C₂₁H₂₂O₁₀	[M-H]^-	0.6	74.58	433.114 0	107.013 3, 151.004 5, 271.062 0, 433.114 3, 119.051 2	G
39	6″-O-Acetylliquiritin	C₂₃H₂₄O₁₀	[M-H]^-	-2.3	80.88	459.129 6	459.131 4, 255.066 9, 135.009 5, 119.051 2	G
40	Liguiritigenin-7-O-D-apiosyl-4′-O-D-glucoside	C₂₆H₃₀O₁₃	[M-H]^-	1.0	82.93	549.161 3	255.066 9, 429.104 6, 135.009 4, 119.050 9	G
41	Licorice glycoside C1	C₃₆H₃₈O₁₆	[M-H]^-	3.5	86.34	725.208 7	255.066 2, 531.152 4, 549.164 0	G
42	Licorice glycoside D2	C₃₅H₃₆O₁₅	[M-H]^-	2.9	87.90	695.198 1	255.066 7, 531.151 4, 549.161 6, 399.108 3, 145.029 7	G
43	Licochalcone B	C₁₆H₁₄O₅	[M-H]^-	0.7	92.59	285.076 8	150.033 0, 270.054 1, 149.025 4, 177.019 8	G
44	Licorice glycoside A	C₃₆H₃₈O₁₆	[M-H]^-	4.6	99.22	725.208 7	549.178 3, 531.154 9, 255.046 4, 193.051 4	G
45	1, 3-5-Ethoxy-benzenedicarboxylicacid	C₁₀H₁₀O₅	[M-H]^-	2.9	47.02	209.045 5	59.018 6, 93.036 7, 165.056 6, 119.050 7, 209.046 7	G
46	Licoricesaponin A3	C₄₈H₇₂O₂₁	[M-H]^-	4.2	98.61	984.449 3	821.397 7, 645.370 4, 351.058 3, 759.409 0	G
47	Uralsaponin F	C₄₄H₆₄O₁₉	[M-H]^-	3.4	103.37	895.396 9	351.057 1, 895.401 6	G
48	Licoricesaponin G2	C₄₂H₆₂O₁₇	[M+H]⁺	-2.1	118.16	839.405 9	451.318 2, 469.327 2, 487.338 2, 663.370 0	G
49	Licoricesaponin H2	C₄₂H₆₂O₁₆	[M+H]⁺	-3.8	121.84	823.411 0	453.332 2, 471.343 2, 647.373 5, 823.407 9	G
50	Melliferone	C₃₀H₄₄O₃	[M+H]⁺	-3.0	123.21	453.336 3	407.337 0, 435.334 2, 357.243 6, 303.198 8, 389.317 4	G
51	Ammonium glycyrrhizate^*	C₄₂H₆₅NO₁₆	[M+H]⁺	-3.8	124.53	840.434 7	453.322 5, 471.342 4, 647.375 2, 823.407 1	G
52	Cassiaside B	C₂₆H₃₀O₁₄	[M-H]^-	1.5	72.84	565.156 2	271.061 9, 565.157 2	G
53	Licocoumarone	C₂₀H₂₀O₅	[M+H]⁺	0.6	127.37	341.138 3	149.058 3, 285.073 7, 341.136 9, 300.097 3, 285.073 7	G
54	Gallic acid^*	C₇H₆O₅	[M-H]^-	2.9	24.23	169.014 2	125.025 3, 169.014 7, 97.031 1, 79.021 6	H1
55	Vitamin C	C₆H₈O₆	[M-H]^-	0.6	14.18	175.024 8	69.037 5, 87.046 9, 113.125 5, 157.014 6, 175.022 3	H1
56	Pratensein-7-O-glucoside	C₂₂H₂₂O₁₁	[M-H]^-	2.4	55.52	461.108 9	461.109 3, 299.056 1, 284.032 8	H2
57	Calycosin	C₁₆H₁₂O₅	[M+H]⁺	-1.6	57.12	285.075 7	137.022 0, 197.056 0, 213.051 7, 225.050 8, 253.046 7	H2
58	Calycosin 7-O-glucoside	C₂₂H₂₂O₁₀	[M-H]^-	1.6	72.35	445.114 0	239.076 1, 268.039 5, 283.062 3, 491.121 3	H2
59	Calycosin-7-O-β-D-(6″-acetyl)-glucoside	C₂₄H₂₄O₁₁	[M+H]⁺	-2.6	74.22	489.139 1	285.073 7, 489.138 4, 175.037 4, 229.083 5	H2
60	3′-Hydroxy-4′-methoxy isoflavone	C₁₆H₁₂O₄	[M-H]^-	2.5	75.14	267.066 2	251.035 6, 223.041 2, 195.046 6, 132.021 1, 165.057 5	H2
61	Isomucronulatol	C₁₇H₁₈O₅	[M+H]⁺	-1.6	80.48	303.122 7	303.146 3, 167.067 8, 133.069 3, 123.043 7, 161.056 7	H2
62	4′, 6-Dimethoxy-7-hydroxyisoflavone	C₁₇H₂₀O₅	[M+H]⁺	0.4	81.03	305.091 4	203.032 7, 175.037 8, 160.014 5, 188.008 6	H2
63	Astragaloside Ⅳ	C₄₁H₆₈O₁₄	[M+COOH]^-	4.8	103.39	830.458 0	783.457 7, 829.462 8, 784.461 2	H2
64	Astragaloside Ⅱ	C₄₃H₇₀O₁₅	[M+H]⁺	-0.6	112.78	827.478 7	827.474 5, 809.457 8, 647.410 1, 473.358 3, 455.349 3	H2
65	Isoastragaloside Ⅰ	C₄₅H₇₂O₁₆	[M+H]⁺	-1.4	124.00	870.471 2	653.399 5, 437.339 2, 419.328 8, 851.480 1, 689.421 3	H2
66	Raffinose	C₁₈H₃₂O₁₆	[M-H]^-	-2.3	5.39	503.161 7	503.162 1, 161.046 9, 179.055 8, 89.026 3, 101.025 6	H2
67	Homoorientin	C₂₁H₂₀O₁₁	[M+H]⁺	-2.6	56.41	449.107 8	329.063 4, 431.096 0, 449.105 8, 413.096 0, 353.064 6	X1
68	Hesperidin	C₂₈H₃₄O₁₅	[M-H]^-	2.6	70.79	609.182 4	301.072 0, 343.084 3, 269.045 0, 609.184 4, 383.115 1	X1
69	Danshensu	C₉H₁₀O₅	[M-H]^-	3.1	29.52	197.047 7	123.047 9, 135.047 2, 179.036 8, 197.047 7	X1
70	Salviaflaside	C₂₄H₂₆O₁₃	[M-H]^-	1.2	67.54	521.130 0	161.025 0, 359.077 4, 179.035 6, 323.077 0, 135.045 6	X1
71	Rosmarinic acid^*	C₁₈H₁₆O₈	[M-H]^-	1.4	79.31	359.077 2	135.046 0, 161.025 0, 179.046 5, 197.046 5, 359.078 9	X1
72	Gluconic acid	C₆H₁₂O₇	[M-H]^-	0.4	4.43	195.051 0	59.018 3, 75.012 1, 195.052 2, 129.021 6, 159.031 9	X1
73	Malic acid	C₄H₆O₅	[M-H]^-	2.9	6.54	133.014 2	71.017 0, 72.996 2, 115.004 8, 133.015 1, 59.017 3	X1
74	Eudesmin	C₂₂H₂₆O₆	[M+H]⁺	-1.4	70.75	387.180 2	369.168 1, 351.157 8, 339.158 0, 231.099 4, 189.089 3	X2
75	Denudatone	C₂₂H₂₆O₆	[M+H]⁺	-0.3	80.28	387.180 2	369.168 5, 351.157 9, 339.158 7, 231.099 2, 189.089 5	X2
76	Magnone A	C₂₂H₂₆O₇	[M+H]⁺	-0.8	93.46	403.175 1	385.162 4, 367.154 1, 265.105 7, 247.094 9, 217.084 3	X2
77	Magnone B	C₂₃H₂₈O₈	[M+H]⁺	-0.7	101.68	433.185 6	415.173 0, 397.162 8, 265.105 3, 247.097 4, 217.083 2	X2
78	epi-Magnolin A	C₂₃H₂₈O₇	[M+H]⁺	-2.5	117.25	417.190 7	399.178 8, 381.167 6, 369.167 1, 329.136 7, 261.110 3	X2
79	Yangambin	C₂₄H₃₀O₈	[M+H]⁺	-1.8	119.86	447.201 3	429.188 3, 411.177 7, 380.159 4, 358.138 7, 231.099 1	X2
80	Magnolin*	C₂₃H₂₈O₇	[M+H]⁺	-1.7	122.36	417.190 7	439.176 0, 254.092 5, 151.073 4, 108.995 0, 381.167 5	X2
81	Senkyunolide C	C₁₂H₁₂O₃	[M-H]^-	1.5	127.62	203.071 3	203.072 4, 173.025 0, 159.893 1, 145.030 2, 116.928 2	X2
82	Taxifolin-7-O-glucoside	C₂₁H₂₂O₁₂	[M-H]^-	0.4	55.43	465.103 8	303.051 4, 465.104 9, 285.039 1, 135.046 4, 166.999 1	Y
83	Eriodictyol-7-O-glucoside	C₂₁H₂₂O₁₁	[M-H]^-	0.3	62.52	449.108 9	135.045 6, 151.004 2, 175.004 7, 287.057 3, 449.110 2	Y
84	Isovitexin	C₂₁H₂₀O₁₀	[M-H]^-	2.2	62.76	431.098 3	431.099 4, 341.066 9, 311.057 5, 283.064 4	Y
85	Luteolin-7-O-rutinoside	C₂₇H₃₀O₁₆	[M-H]^-	2.2	65.29	609.151 1	285.041 3, 593.153 5	Y
86	Kaempferol-7-O-glucoside	C₂₁H₂₀O₁₁	[M-H]^-	0.9	67.62	447.093 2	447.093 7, 285.040 6, 284.032 7, 327.051 4	Y
87	Apigenin-7-O-rutinoside	C₂₇H₃₀O₁₄	[M-H]^-	1.4	71.54	577.156 2	269.046 3, 577.158 1, 311.064 7, 397.059 7	Y
88	5, 3′, 4′-Tetrahydroxy-dihydroflavone-7-O-glucoside	C₂₁H₂₂O₁₁	[M-H]^-	-0.6	73.36	449.108 9	287.057 4, 151.004 7, 107.015 3	Y
89	Diosmetin-7-O-glucoside	C₂₂H₂₂O₁₁	[M-H]^-	1.0	74.26	461.108 9	461.110 2, 299.057 6, 284.035 9	Y
90	Hesperetin 7-O-glucuronide	C₂₂H₂₂O₁₂	[M-H]^-	3.6	77.73	477.103 8	301.073 9, 113.026 7, 151.002 9, 175.024 9, 477.104 2	Y
91	Quercitrin	C₂₁H₂₀O₁₁	[M-H]^-	0.9	77.91	447.093 2	300.027 8, 301.036 2, 447.093 2, 271.062 2, 151.003 6	Y
92	Hesperetin	C₁₆H₁₄O₆	[M-H]^-	-0.4	79.15	301.071 7	301.072 8, 286.053 0, 164.929 1, 151.039 2	Y
93	Linarin^*	C₂₈H₃₂O₁₄	[M+H]⁺	-2.3	80.26	593.186 4	285.072 8, 447.125 3, 593.183 4	Y
94	Diosmetin 7-O-β-D-glucuronide	C₂₂H₂₀O₁₂	[M-H]^-	1.6	80.42	475.088 2	475.089 6, 299.056 3, 284.032 7, 113.026 1	Y
95	Apigenin 7-glucuronide	C₂₁H₁₈O₁₁	[M-H]^-	-0.8	81.05	445.077 4	269.046 2, 113.025 5, 175.026 0, 308.917 0, 194.906 5	Y
96	Luteolin-7-O-6″-acetylglucoside	C₂₃H₂₂O₁₂	[M-H]^-	2.1	84.19	489.103 8	285.040 9, 489.104 6, 284.034 5	Y
97	Caffeic acid-glucoside	C₁₅H₁₈O₉	[M-H]^-	2.0	44.04	341.087 8	281.068 0, 251.055 0, 221.047 4, 179.035 6, 161.026 3	Y
98	1-O-Caffeoylquinic acid	C₁₆H₁₈O₉	[M+H]⁺	-1.0	46.51	355.102 3	89.039 6, 107.048 6, 117.032 4, 135.043 0, 145.027 4	Y
99	p-Coumaroylquinic acid	C₁₆H₁₈O₈	[M-H]^-	0.6	56.02	337.092 8	93.036 8, 191.035 8, 147.046 7, 191.035 8, 163.041 0	Y
100	Methyl caffeate	C₁₀H₁₀O₄	[M-H]^-	3.4	66.45	193.050 6	133.030 4, 178.028 0, 193.051 2, 134.038 2, 149.062 1	Y
101	1, 3-Dicaffeoylquinic acid	C₂₅H₂₄O₁₂	[M-H]^-	0.6	76.56	515.119 5	515.119 9, 353.087 6, 191.056 5, 179.035 5, 173.046 4	Y
102	1, 5-Dicaffeoylquinic acid^*	C₂₅H₂₄O₁₂	[M-H]^-	1.0	78.14	515.119 5	515.120 8, 353.088 6, 191.056 7, 179.035 5, 173.047 5	Y
103	4, 5-Dicaffeoylquinic acid	C₂₅H₂₄O₁₂	[M-H]^-	0.5	82.19	515.119 5	515.122 3, 353.089 8, 191.057 2, 179.036 2, 173.046 9	Y
104	Quinic acid	C₇H₁₂O₆	[M-H]^-	1.0	5.17	191.056 1	191.055 6, 173.045 7, 127.041 5, 93.036 5, 87.011 4	Y
105	Benzoic acid	C₇H₆O₂	[M-H]^-	4.2	67.17	121.029 5	77.042 4, 121.030 9, 91.023 1, 92.028 7	Y
106	Methylparaben	C₈H₈O₃	[M-H]^-	4.8	43.69	151.040 0	108.023 5, 136.017 8, 151.041 0, 109.031 2	Y
107	Sucrose	C₁₂H₂₂O₁₁	[M+COOH]^-	0.3	4.64	387.113 3	387.113 4, 341.107 3, 179.056 0	B, C, H2, X1
108	5-Hydroxyl-8-methoxypsoralen	C₁₂H₈O₅	[M+H]⁺	-0.7	80.34	233.044 4	218.018 5, 190.023 8, 162.029 2, 134.035 1, 106.040 7	B, F
109	Byakangelicin	C₁₇H₁₈O₇	[M+H]⁺	-0.8	81.00	335.094 4	162.029 3, 238.993 5, 203.031 5, 254.016 9	B, F
110	Scopoletin	C₁₀H₈O₄	[M+H]⁺	-1.9	57.77	193.049 5	178.024 3, 161.023 6, 133.027 1, 137.058 0, 149.025 1	B, F, G
111	Nodakenin	C₂₀H₂₄O₉	[M+H]⁺	-2.9	57.86	409.149 3	247.095 0, 229.083 7, 201.087 4, 187.036 6, 175.037 4	B, F, H2
112	Caffeic acid	C₉H₈O₄	[M-H]^-	3.1	52.95	179.034 9	89.040 9, 107.052 4, 134.038 3, 135.045 7, 179.035 6	C, F, H2, X1, X2
113	Myristicin	C₁₁H₁₂O₃	[M+H]⁺	-2.2	38.26	193.085 9	193.083 9, 161.058 3, 133.065 3, 131.047 6, 115.054 0	C, F, X1, X2
114	Vanillic acid	C₈H₈O₄	[M-H]^-	3.4	28.37	167.034 9	108.023 6, 167.035 8, 123.046 5, 137.025 8	C, F, X1, X2, Y
115	Cosmosiin	C₂₁H₂₀O₁₀	[M-H]^-	0.4	74.75	431.098 3	269.046 3, 431.100 9, 268.039 1, 269.036 4, 311.059 3	C, H2, Y
116	3, 5-Dicaffeoylquinic acid	C₂₅H₂₄O₁₂	[M-H]^-	3.0	59.85	515.119 5	353.088 4, 191.056 9, 179.036 0, 135.046 2	C, H2, Y
117	Citric Acid	C₆H₈O₇	[M-H]^-	0.8	11.51	191.019 7	85.031 7, 87.011 0, 111.009 9, 129.024 2, 173.009 0	C, X1
118	Sinapic acid	C₁₁H₁₂O₅	[M-H]^-	2.3	61.51	223.061 2	223.061 3, 163.041 2, 133.065 3, 91.057 3, 117.072 0	C, X1, X2, Y
119	Chlorogenic acid	C₁₆H₁₈O₉	[M-H]^-	0.2	39.84	353.087 8	161.041 5, 135.046 1, 179.035 5, 191.056 3, 353.087 7	C, Y, H2, X1
120	Neochlorogenic acid	C₁₆H₁₈O₉	[M+H]⁺	-2.2	37.75	355.101 8	89.039 0, 117.033 1, 135.042 9, 145.026 8, 163.037 5	C, Y
121	Acteoside	C₂₉H₃₆O₁₅	[M-H]^-	0.5	69.05	623.198 1	161.025 6, 461.168 1, 623.199 8	F, G
122	Umbelliferone	C₉H₆O₃	[M+H]⁺	-2.4	46.13	163.038 7	135.042 4, 117.032 9, 89.039 0, 92.026 7, 107.049 8	F, X1, X2, Y
123	Baicalin	C₂₁H₁₈O₁₁	[M+H]⁺	-4.0	78.77	447.092 1	271.058 4, 447.089 6, 213.015 1, 228.037 7	F, Y
124	3, 4-Dicaffeoylquinic acid	C₂₅H₂₄O₁₂	[M-H]^-	0.6	78.60	515.119 5	515.118 4, 353.099 7, 191.057 1, 179.036 1	F, Y
125	Rutin^*	C₂₇H₃₀O₁₆	[M-H]^-	1.2	67.51	609.146 1	300.028 5, 301.035 3, 609.174 7, 463.088 4, 271.063 3	G, H1, H2, X1
126	Formononetin	C₁₆H₁₂O₄	[M+H]⁺	-1.0	73.02	269.080 8	118.040 4, 197.057 3, 226.059 2, 213.088 4, 237.053 7	G, H2
127	Ononin	C₂₂H₂₂O₉	[M+H]⁺	-1.4	73.05	431.133 6	254.055 1, 269.078 5, 270.081 3, 431.132 7, 432.136 2	G, H2
128	Naringenin-7-O-glucoside	C₂₁H₂₂O₁₀	[M-H]^-	0.5	65.90	433.134 0	120.056 3, 119.052 5, 151.004 2, 271.061 7, 433.113 8	G, Y
129	Kaempferol-3-rutinoside	C₂₇H₃₀O₁₅	[M-H]^-	3.4	72.74	593.151 1	593.154 6, 285.040 7, 284.034 2	G, Y
130	Chrysoeriol	C₁₆H₁₂O₆	[M-H]^-	1.9	84.95	299.056 1	227.035 5, 240.043 3, 299.056 7, 255.065 7	G, Y
131	Physcion	C₁₆H₁₂O₅	[M+H]⁺	-0.9	92.09	285.075 7	242.055 8, 270.050 4, 285.073 9, 196.048 8, 197.057 8	G, Y
132	Ellagic acid^*	C₁₄H₆O₈	[M-H]^-	1.2	69.75	300.998 9	229.992 0, 257.011 1, 300.999 5	H1, Y
133	Protocatechuic acid	C₇H₆O₄	[M-H]^-	3.7	35.00	153.019 3	108.023 4, 109.031 5, 153.020 5	X1, X2
134	p-Coumaric acid	C₉H₈O₃	[M-H]^-	3.6	66.18	163.040 0	93.036 7, 117.035 1, 119.051 8, 163.041 3, 91.056 9	X1, X2, Y
135	Cynaroside	C₂₁H₂₀O₁₁	[M-H]^-	0.5	76.21	447.093 2	284.032 8, 285.041 1, 327.050 9, 255.030 9, 227.053 5	X1, Y
136	Luteolin^*	C₁₅H₁₀O₆	[M-H]^-	0.1	103.92	285.040 6	285.040 9, 217.050 0, 199.040 1, 175.039 8, 151.004 6	X1, Y
137	Methyl vanillate	C₉H₁₀O₄	[M-H]^-	1.6	36.41	181.050 6	107.052 1, 135.046 5, 119.051 7, 163.040 8, 181.051 7	Y, X2

No.	Identification	Formula	Ion adduction	Error /10^-6	t_R /min	Measured mass (m/z)	Fragment ion (m/z)	Source
1	Isogosferol	C₁₆H₁₄O₅	[M+H]⁺	-2.2	72.88	287.091 4	147.042 9, 173.022 1, 202.395 0, 287.087 6	B
2	Oxypeucedanin hydrate^*	C₁₆H₁₆O₆	[M+H]⁺	-0.9	81.12	305.101 9	305.099 0, 203.031 0, 159.042 0, 147.042 2	B
3	Bergaptol	C₁₁H₆O₄	[M-H]^-	-0.3	83.18	201.019 3	117.036 1, 145.030 4, 173.024 5, 201.020 5	B
4	Oxypeucedanin^*	C₁₆H₁₄O₅	[M+H]⁺	-2.8	112.33	287.091 4	203.031 7, 147.042 1, 287.089 4, 202.396 2, 174.028 1	B
5	Isobyakangelicol	C₁₇H₁₆O₆	[M+H]⁺	-0.5	122.79	317.101 9	188.095 7, 203.030 8, 218.018 9, 233.041 9, 218.018 9	B
6	12-Hydroxystearic acid	C₁₈H₃₆O₃	[M-H]^-	0.9	88.69	299.300 5	257.265 0, 256.261 0	B
7	Cryptochlorogenic acid	C₁₆H₁₈O₉	[M-H]^-	0.8	48.71	353.087 8	191.057 3, 179.036 8, 173.047 0, 135.046 5, 353.089 3	C
8	Ferulic acid	C₁₀H₁₀O₄	[M-H]^-	0.3	51.56	193.050 6	134.040 8, 149.062 4, 178.025 3, 193.050 9	C
9	8-Hydroxypsoralen	C₁₁H₆O₄	[M+H]⁺	-1.4	72.06	203.033 8	203.032 2, 175.037 3, 147.042 5, 129.032 8	C
10	Senkyunolide J	C₁₂H₁₈O₄	[M+H]⁺	-2.5	61.89	227.127 7	227.127 8, 191.106 2, 153.053 4, 217.106 6	C
11	Senkyunolide I	C₁₂H₁₆O₄	[M+H]⁺	-0.5	66.64	225.094 0	207.100 0, 189.089 8, 179.106 1, 161.095 1, 247.093 9	C
12	Senkyunolide H	C₁₂H₁₆O₄	[M+H]⁺	-3.5	69.54	225.112 1	207.099 9, 189.089 4, 165.052 9	C
13	Ligustilide	C₁₂H₁₄O₂	[M+H]⁺	-1.1	104.23	191.106 6	119.084 1, 191.103 6, 173.095 9, 145.096 9, 115.055 5	C
14	Butylidenephthalide	C₁₂H₁₂O₂	[M+H]⁺	-1.5	104.81	189.091 0	171.079 7, 161.091 8, 153.066 4, 128.060 7, 133.027 1	C
15	Senkyunolide F	C₁₂H₁₄O₃	[M-H]^-	1.8	122.69	205.087 0	186.932 0, 161.097 7, 205.086 8, 106.043 8	C
16	Senkyunolide A	C₁₂H₁₆O₂	[M+H]⁺	0.3	125.98	193.104 2	179.070 9, 165.053 6, 163.075 4, 147.043 2, 187.074 6	C
17	Ligustrazine	C₈H₁₂N₂	[M+H]⁺	-2.0	13.07	137.107 0	103.059 1, 122.063 4	C
18	Tectochrysin	C₁₆H₁₂O₄	[M+H]⁺	-1.3	118.87	269.080 8	269.078 5, 237.052 7, 253.046 7, 118.040 0	F
19	Fraxidin	C₁₁H₁₀O₅	[M+H]⁺	-3.3	57.61	223.060 1	162.029 5, 190.024 1, 223.057 8, 208.034 7, 193.009 5	F
20	Prim-O-glucosylcimifugin^*	C₂₂H₂₈O₁₁	[M+H]⁺	-1.9	48.50	469.170 4	261.108 6, 290.111 6, 307.113 4, 307.114 5, 235.057 5	F
21	Cimifugin^*	C₁₆H₁₈O₆	[M+H]⁺	-0.9	57.06	307.117 6	221.041 5, 235.057 0, 259.056 9, 289.104 2, 177.052 2	F
22	5-O-Methylvisammioside	C₂₂H₂₈O₁₀	[M+H]⁺	-1.3	59.63	453.175 5	203.067 0, 219.061 5, 243.061 3, 245.113 6, 273.108 0	F
23	5-O-Methylvisamminol	C₁₆H₁₈O₅	[M+H]⁺	-0.7	73.29	291.122 7	205.047 9, 219.063 2, 243.062 8, 273.110 8, 189.052 5	F
24	Sec-O-Glucosylhamaudol	C₂₁H₂₆O₁₀	[M+H]⁺	-1.7	77.85	439.159 8	205.047 5, 259.094 2, 277.104 6, 217.047 0, 439.157 2	F
25	Vicenin-2	C₂₇H₃₀O₁₅	[M-H]^-	0.2	51.64	593.151 1	353.065 3, 383.078 3, 473.110 6, 593.152 0, 503.132 9	G
26	Vicenin-1	C₂₆H₂₈O₁₄	[M-H]^-	1.5	54.87	563.140 6	353.066 9, 383.079 5, 443.096 6, 473.110 9, 503.117 2	G
27	Schaftoside	C₂₆H₂₈O₁₄	[M-H]^-	0.8	55.87	563.140 6	353.065 5, 383.076 6, 443.097 0, 473.109 6, 503.117 5,	G
28	Isoschaftoside	C₂₆H₂₈O₁₄	[M-H]^-	0.7	56.28	563.140 6	353.067 5, 383.076 9, 443.099 1, 473.109 5	G
29	Liquiritigenin-7, 4-diglucoside	C₂₇H₃₂O₁₄	[M+H]⁺	-3.7	57.14	581.186 4	137.023 4, 257.079 2, 419.131 6, 581.185 4	G
30	Neoliquiritin	C₂₁H₂₂O₉	[M+H]⁺	-1.1	58.66	419.133 6	91.057 5, 137.021 9, 257.078 5	G
31	Liquiritin^*	C₂₁H₂₂O₉	[M+H]⁺	-1.7	59.31	419.133 6	119.049 0, 137.022 0, 147.042 6, 211.073 2, 239.068 7	G
32	Isoviolanthin	C₂₇H₃₀O₁₄	[M-H]^-	3.3	60.57	577.156 2	353.066 9, 383.078 1, 457.114 9, 577.158 7	G
33	Liquiritin apioside	C₂₆H₃₀O₁₃	[M-H]^-	2.0	61.08	549.161 3	255.064 7, 429.106 0, 549.164 2, 417.120 1	G
34	Isoliquiritigenin	C₁₅H₁₂O₄	[M+H]⁺	-1.0	61.63	257.080 8	137.021 8, 147.043 5, 242.058 4, 257.078 3	G
35	Liquiritigenin	C₁₅H₁₂O₄	[M+H]⁺	-1.1	62.30	257.080 8	119.049 1, 137.022 3, 147.042 4, 165.067 9, 211.073 3	G
36	Isoliquiritin apioside^*	C₂₆H₃₀O₁₃	[M-H]^-	2.2	64.18	549.161 3	255.066 5, 417.120 1, 429.117 6, 135.009 9	G
37	Choerospondin	C₂₁H₂₂O₁₀	[M-H]^-	1.2	70.92	433.114 0	271.026 4, 255.030 2, 151.004 6, 119.948 4	G
38	5, 7, 4′-Trihydroxyisoflavanone 7-O-glucoside	C₂₁H₂₂O₁₀	[M-H]^-	0.6	74.58	433.114 0	107.013 3, 151.004 5, 271.062 0, 433.114 3, 119.051 2	G
39	6″-O-Acetylliquiritin	C₂₃H₂₄O₁₀	[M-H]^-	-2.3	80.88	459.129 6	459.131 4, 255.066 9, 135.009 5, 119.051 2	G
40	Liguiritigenin-7-O-D-apiosyl-4′-O-D-glucoside	C₂₆H₃₀O₁₃	[M-H]^-	1.0	82.93	549.161 3	255.066 9, 429.104 6, 135.009 4, 119.050 9	G
41	Licorice glycoside C1	C₃₆H₃₈O₁₆	[M-H]^-	3.5	86.34	725.208 7	255.066 2, 531.152 4, 549.164 0	G
42	Licorice glycoside D2	C₃₅H₃₆O₁₅	[M-H]^-	2.9	87.90	695.198 1	255.066 7, 531.151 4, 549.161 6, 399.108 3, 145.029 7	G
43	Licochalcone B	C₁₆H₁₄O₅	[M-H]^-	0.7	92.59	285.076 8	150.033 0, 270.054 1, 149.025 4, 177.019 8	G
44	Licorice glycoside A	C₃₆H₃₈O₁₆	[M-H]^-	4.6	99.22	725.208 7	549.178 3, 531.154 9, 255.046 4, 193.051 4	G
45	1, 3-5-Ethoxy-benzenedicarboxylicacid	C₁₀H₁₀O₅	[M-H]^-	2.9	47.02	209.045 5	59.018 6, 93.036 7, 165.056 6, 119.050 7, 209.046 7	G
46	Licoricesaponin A3	C₄₈H₇₂O₂₁	[M-H]^-	4.2	98.61	984.449 3	821.397 7, 645.370 4, 351.058 3, 759.409 0	G
47	Uralsaponin F	C₄₄H₆₄O₁₉	[M-H]^-	3.4	103.37	895.396 9	351.057 1, 895.401 6	G
48	Licoricesaponin G2	C₄₂H₆₂O₁₇	[M+H]⁺	-2.1	118.16	839.405 9	451.318 2, 469.327 2, 487.338 2, 663.370 0	G
49	Licoricesaponin H2	C₄₂H₆₂O₁₆	[M+H]⁺	-3.8	121.84	823.411 0	453.332 2, 471.343 2, 647.373 5, 823.407 9	G
50	Melliferone	C₃₀H₄₄O₃	[M+H]⁺	-3.0	123.21	453.336 3	407.337 0, 435.334 2, 357.243 6, 303.198 8, 389.317 4	G
51	Ammonium glycyrrhizate^*	C₄₂H₆₅NO₁₆	[M+H]⁺	-3.8	124.53	840.434 7	453.322 5, 471.342 4, 647.375 2, 823.407 1	G
52	Cassiaside B	C₂₆H₃₀O₁₄	[M-H]^-	1.5	72.84	565.156 2	271.061 9, 565.157 2	G
53	Licocoumarone	C₂₀H₂₀O₅	[M+H]⁺	0.6	127.37	341.138 3	149.058 3, 285.073 7, 341.136 9, 300.097 3, 285.073 7	G
54	Gallic acid^*	C₇H₆O₅	[M-H]^-	2.9	24.23	169.014 2	125.025 3, 169.014 7, 97.031 1, 79.021 6	H1
55	Vitamin C	C₆H₈O₆	[M-H]^-	0.6	14.18	175.024 8	69.037 5, 87.046 9, 113.125 5, 157.014 6, 175.022 3	H1
56	Pratensein-7-O-glucoside	C₂₂H₂₂O₁₁	[M-H]^-	2.4	55.52	461.108 9	461.109 3, 299.056 1, 284.032 8	H2
57	Calycosin	C₁₆H₁₂O₅	[M+H]⁺	-1.6	57.12	285.075 7	137.022 0, 197.056 0, 213.051 7, 225.050 8, 253.046 7	H2
58	Calycosin 7-O-glucoside	C₂₂H₂₂O₁₀	[M-H]^-	1.6	72.35	445.114 0	239.076 1, 268.039 5, 283.062 3, 491.121 3	H2
59	Calycosin-7-O-β-D-(6″-acetyl)-glucoside	C₂₄H₂₄O₁₁	[M+H]⁺	-2.6	74.22	489.139 1	285.073 7, 489.138 4, 175.037 4, 229.083 5	H2
60	3′-Hydroxy-4′-methoxy isoflavone	C₁₆H₁₂O₄	[M-H]^-	2.5	75.14	267.066 2	251.035 6, 223.041 2, 195.046 6, 132.021 1, 165.057 5	H2
61	Isomucronulatol	C₁₇H₁₈O₅	[M+H]⁺	-1.6	80.48	303.122 7	303.146 3, 167.067 8, 133.069 3, 123.043 7, 161.056 7	H2
62	4′, 6-Dimethoxy-7-hydroxyisoflavone	C₁₇H₂₀O₅	[M+H]⁺	0.4	81.03	305.091 4	203.032 7, 175.037 8, 160.014 5, 188.008 6	H2
63	Astragaloside Ⅳ	C₄₁H₆₈O₁₄	[M+COOH]^-	4.8	103.39	830.458 0	783.457 7, 829.462 8, 784.461 2	H2
64	Astragaloside Ⅱ	C₄₃H₇₀O₁₅	[M+H]⁺	-0.6	112.78	827.478 7	827.474 5, 809.457 8, 647.410 1, 473.358 3, 455.349 3	H2
65	Isoastragaloside Ⅰ	C₄₅H₇₂O₁₆	[M+H]⁺	-1.4	124.00	870.471 2	653.399 5, 437.339 2, 419.328 8, 851.480 1, 689.421 3	H2
66	Raffinose	C₁₈H₃₂O₁₆	[M-H]^-	-2.3	5.39	503.161 7	503.162 1, 161.046 9, 179.055 8, 89.026 3, 101.025 6	H2
67	Homoorientin	C₂₁H₂₀O₁₁	[M+H]⁺	-2.6	56.41	449.107 8	329.063 4, 431.096 0, 449.105 8, 413.096 0, 353.064 6	X1
68	Hesperidin	C₂₈H₃₄O₁₅	[M-H]^-	2.6	70.79	609.182 4	301.072 0, 343.084 3, 269.045 0, 609.184 4, 383.115 1	X1
69	Danshensu	C₉H₁₀O₅	[M-H]^-	3.1	29.52	197.047 7	123.047 9, 135.047 2, 179.036 8, 197.047 7	X1
70	Salviaflaside	C₂₄H₂₆O₁₃	[M-H]^-	1.2	67.54	521.130 0	161.025 0, 359.077 4, 179.035 6, 323.077 0, 135.045 6	X1
71	Rosmarinic acid^*	C₁₈H₁₆O₈	[M-H]^-	1.4	79.31	359.077 2	135.046 0, 161.025 0, 179.046 5, 197.046 5, 359.078 9	X1
72	Gluconic acid	C₆H₁₂O₇	[M-H]^-	0.4	4.43	195.051 0	59.018 3, 75.012 1, 195.052 2, 129.021 6, 159.031 9	X1
73	Malic acid	C₄H₆O₅	[M-H]^-	2.9	6.54	133.014 2	71.017 0, 72.996 2, 115.004 8, 133.015 1, 59.017 3	X1
74	Eudesmin	C₂₂H₂₆O₆	[M+H]⁺	-1.4	70.75	387.180 2	369.168 1, 351.157 8, 339.158 0, 231.099 4, 189.089 3	X2
75	Denudatone	C₂₂H₂₆O₆	[M+H]⁺	-0.3	80.28	387.180 2	369.168 5, 351.157 9, 339.158 7, 231.099 2, 189.089 5	X2
76	Magnone A	C₂₂H₂₆O₇	[M+H]⁺	-0.8	93.46	403.175 1	385.162 4, 367.154 1, 265.105 7, 247.094 9, 217.084 3	X2
77	Magnone B	C₂₃H₂₈O₈	[M+H]⁺	-0.7	101.68	433.185 6	415.173 0, 397.162 8, 265.105 3, 247.097 4, 217.083 2	X2
78	epi-Magnolin A	C₂₃H₂₈O₇	[M+H]⁺	-2.5	117.25	417.190 7	399.178 8, 381.167 6, 369.167 1, 329.136 7, 261.110 3	X2
79	Yangambin	C₂₄H₃₀O₈	[M+H]⁺	-1.8	119.86	447.201 3	429.188 3, 411.177 7, 380.159 4, 358.138 7, 231.099 1	X2
80	Magnolin*	C₂₃H₂₈O₇	[M+H]⁺	-1.7	122.36	417.190 7	439.176 0, 254.092 5, 151.073 4, 108.995 0, 381.167 5	X2
81	Senkyunolide C	C₁₂H₁₂O₃	[M-H]^-	1.5	127.62	203.071 3	203.072 4, 173.025 0, 159.893 1, 145.030 2, 116.928 2	X2
82	Taxifolin-7-O-glucoside	C₂₁H₂₂O₁₂	[M-H]^-	0.4	55.43	465.103 8	303.051 4, 465.104 9, 285.039 1, 135.046 4, 166.999 1	Y
83	Eriodictyol-7-O-glucoside	C₂₁H₂₂O₁₁	[M-H]^-	0.3	62.52	449.108 9	135.045 6, 151.004 2, 175.004 7, 287.057 3, 449.110 2	Y
84	Isovitexin	C₂₁H₂₀O₁₀	[M-H]^-	2.2	62.76	431.098 3	431.099 4, 341.066 9, 311.057 5, 283.064 4	Y
85	Luteolin-7-O-rutinoside	C₂₇H₃₀O₁₆	[M-H]^-	2.2	65.29	609.151 1	285.041 3, 593.153 5	Y
86	Kaempferol-7-O-glucoside	C₂₁H₂₀O₁₁	[M-H]^-	0.9	67.62	447.093 2	447.093 7, 285.040 6, 284.032 7, 327.051 4	Y
87	Apigenin-7-O-rutinoside	C₂₇H₃₀O₁₄	[M-H]^-	1.4	71.54	577.156 2	269.046 3, 577.158 1, 311.064 7, 397.059 7	Y
88	5, 3′, 4′-Tetrahydroxy-dihydroflavone-7-O-glucoside	C₂₁H₂₂O₁₁	[M-H]^-	-0.6	73.36	449.108 9	287.057 4, 151.004 7, 107.015 3	Y
89	Diosmetin-7-O-glucoside	C₂₂H₂₂O₁₁	[M-H]^-	1.0	74.26	461.108 9	461.110 2, 299.057 6, 284.035 9	Y
90	Hesperetin 7-O-glucuronide	C₂₂H₂₂O₁₂	[M-H]^-	3.6	77.73	477.103 8	301.073 9, 113.026 7, 151.002 9, 175.024 9, 477.104 2	Y
91	Quercitrin	C₂₁H₂₀O₁₁	[M-H]^-	0.9	77.91	447.093 2	300.027 8, 301.036 2, 447.093 2, 271.062 2, 151.003 6	Y
92	Hesperetin	C₁₆H₁₄O₆	[M-H]^-	-0.4	79.15	301.071 7	301.072 8, 286.053 0, 164.929 1, 151.039 2	Y
93	Linarin^*	C₂₈H₃₂O₁₄	[M+H]⁺	-2.3	80.26	593.186 4	285.072 8, 447.125 3, 593.183 4	Y
94	Diosmetin 7-O-β-D-glucuronide	C₂₂H₂₀O₁₂	[M-H]^-	1.6	80.42	475.088 2	475.089 6, 299.056 3, 284.032 7, 113.026 1	Y
95	Apigenin 7-glucuronide	C₂₁H₁₈O₁₁	[M-H]^-	-0.8	81.05	445.077 4	269.046 2, 113.025 5, 175.026 0, 308.917 0, 194.906 5	Y
96	Luteolin-7-O-6″-acetylglucoside	C₂₃H₂₂O₁₂	[M-H]^-	2.1	84.19	489.103 8	285.040 9, 489.104 6, 284.034 5	Y
97	Caffeic acid-glucoside	C₁₅H₁₈O₉	[M-H]^-	2.0	44.04	341.087 8	281.068 0, 251.055 0, 221.047 4, 179.035 6, 161.026 3	Y
98	1-O-Caffeoylquinic acid	C₁₆H₁₈O₉	[M+H]⁺	-1.0	46.51	355.102 3	89.039 6, 107.048 6, 117.032 4, 135.043 0, 145.027 4	Y
99	p-Coumaroylquinic acid	C₁₆H₁₈O₈	[M-H]^-	0.6	56.02	337.092 8	93.036 8, 191.035 8, 147.046 7, 191.035 8, 163.041 0	Y
100	Methyl caffeate	C₁₀H₁₀O₄	[M-H]^-	3.4	66.45	193.050 6	133.030 4, 178.028 0, 193.051 2, 134.038 2, 149.062 1	Y
101	1, 3-Dicaffeoylquinic acid	C₂₅H₂₄O₁₂	[M-H]^-	0.6	76.56	515.119 5	515.119 9, 353.087 6, 191.056 5, 179.035 5, 173.046 4	Y
102	1, 5-Dicaffeoylquinic acid^*	C₂₅H₂₄O₁₂	[M-H]^-	1.0	78.14	515.119 5	515.120 8, 353.088 6, 191.056 7, 179.035 5, 173.047 5	Y
103	4, 5-Dicaffeoylquinic acid	C₂₅H₂₄O₁₂	[M-H]^-	0.5	82.19	515.119 5	515.122 3, 353.089 8, 191.057 2, 179.036 2, 173.046 9	Y
104	Quinic acid	C₇H₁₂O₆	[M-H]^-	1.0	5.17	191.056 1	191.055 6, 173.045 7, 127.041 5, 93.036 5, 87.011 4	Y
105	Benzoic acid	C₇H₆O₂	[M-H]^-	4.2	67.17	121.029 5	77.042 4, 121.030 9, 91.023 1, 92.028 7	Y
106	Methylparaben	C₈H₈O₃	[M-H]^-	4.8	43.69	151.040 0	108.023 5, 136.017 8, 151.041 0, 109.031 2	Y
107	Sucrose	C₁₂H₂₂O₁₁	[M+COOH]^-	0.3	4.64	387.113 3	387.113 4, 341.107 3, 179.056 0	B, C, H2, X1
108	5-Hydroxyl-8-methoxypsoralen	C₁₂H₈O₅	[M+H]⁺	-0.7	80.34	233.044 4	218.018 5, 190.023 8, 162.029 2, 134.035 1, 106.040 7	B, F
109	Byakangelicin	C₁₇H₁₈O₇	[M+H]⁺	-0.8	81.00	335.094 4	162.029 3, 238.993 5, 203.031 5, 254.016 9	B, F
110	Scopoletin	C₁₀H₈O₄	[M+H]⁺	-1.9	57.77	193.049 5	178.024 3, 161.023 6, 133.027 1, 137.058 0, 149.025 1	B, F, G
111	Nodakenin	C₂₀H₂₄O₉	[M+H]⁺	-2.9	57.86	409.149 3	247.095 0, 229.083 7, 201.087 4, 187.036 6, 175.037 4	B, F, H2
112	Caffeic acid	C₉H₈O₄	[M-H]^-	3.1	52.95	179.034 9	89.040 9, 107.052 4, 134.038 3, 135.045 7, 179.035 6	C, F, H2, X1, X2
113	Myristicin	C₁₁H₁₂O₃	[M+H]⁺	-2.2	38.26	193.085 9	193.083 9, 161.058 3, 133.065 3, 131.047 6, 115.054 0	C, F, X1, X2
114	Vanillic acid	C₈H₈O₄	[M-H]^-	3.4	28.37	167.034 9	108.023 6, 167.035 8, 123.046 5, 137.025 8	C, F, X1, X2, Y
115	Cosmosiin	C₂₁H₂₀O₁₀	[M-H]^-	0.4	74.75	431.098 3	269.046 3, 431.100 9, 268.039 1, 269.036 4, 311.059 3	C, H2, Y
116	3, 5-Dicaffeoylquinic acid	C₂₅H₂₄O₁₂	[M-H]^-	3.0	59.85	515.119 5	353.088 4, 191.056 9, 179.036 0, 135.046 2	C, H2, Y
117	Citric Acid	C₆H₈O₇	[M-H]^-	0.8	11.51	191.019 7	85.031 7, 87.011 0, 111.009 9, 129.024 2, 173.009 0	C, X1
118	Sinapic acid	C₁₁H₁₂O₅	[M-H]^-	2.3	61.51	223.061 2	223.061 3, 163.041 2, 133.065 3, 91.057 3, 117.072 0	C, X1, X2, Y
119	Chlorogenic acid	C₁₆H₁₈O₉	[M-H]^-	0.2	39.84	353.087 8	161.041 5, 135.046 1, 179.035 5, 191.056 3, 353.087 7	C, Y, H2, X1
120	Neochlorogenic acid	C₁₆H₁₈O₉	[M+H]⁺	-2.2	37.75	355.101 8	89.039 0, 117.033 1, 135.042 9, 145.026 8, 163.037 5	C, Y
121	Acteoside	C₂₉H₃₆O₁₅	[M-H]^-	0.5	69.05	623.198 1	161.025 6, 461.168 1, 623.199 8	F, G
122	Umbelliferone	C₉H₆O₃	[M+H]⁺	-2.4	46.13	163.038 7	135.042 4, 117.032 9, 89.039 0, 92.026 7, 107.049 8	F, X1, X2, Y
123	Baicalin	C₂₁H₁₈O₁₁	[M+H]⁺	-4.0	78.77	447.092 1	271.058 4, 447.089 6, 213.015 1, 228.037 7	F, Y
124	3, 4-Dicaffeoylquinic acid	C₂₅H₂₄O₁₂	[M-H]^-	0.6	78.60	515.119 5	515.118 4, 353.099 7, 191.057 1, 179.036 1	F, Y
125	Rutin^*	C₂₇H₃₀O₁₆	[M-H]^-	1.2	67.51	609.146 1	300.028 5, 301.035 3, 609.174 7, 463.088 4, 271.063 3	G, H1, H2, X1
126	Formononetin	C₁₆H₁₂O₄	[M+H]⁺	-1.0	73.02	269.080 8	118.040 4, 197.057 3, 226.059 2, 213.088 4, 237.053 7	G, H2
127	Ononin	C₂₂H₂₂O₉	[M+H]⁺	-1.4	73.05	431.133 6	254.055 1, 269.078 5, 270.081 3, 431.132 7, 432.136 2	G, H2
128	Naringenin-7-O-glucoside	C₂₁H₂₂O₁₀	[M-H]^-	0.5	65.90	433.134 0	120.056 3, 119.052 5, 151.004 2, 271.061 7, 433.113 8	G, Y
129	Kaempferol-3-rutinoside	C₂₇H₃₀O₁₅	[M-H]^-	3.4	72.74	593.151 1	593.154 6, 285.040 7, 284.034 2	G, Y
130	Chrysoeriol	C₁₆H₁₂O₆	[M-H]^-	1.9	84.95	299.056 1	227.035 5, 240.043 3, 299.056 7, 255.065 7	G, Y
131	Physcion	C₁₆H₁₂O₅	[M+H]⁺	-0.9	92.09	285.075 7	242.055 8, 270.050 4, 285.073 9, 196.048 8, 197.057 8	G, Y
132	Ellagic acid^*	C₁₄H₆O₈	[M-H]^-	1.2	69.75	300.998 9	229.992 0, 257.011 1, 300.999 5	H1, Y
133	Protocatechuic acid	C₇H₆O₄	[M-H]^-	3.7	35.00	153.019 3	108.023 4, 109.031 5, 153.020 5	X1, X2
134	p-Coumaric acid	C₉H₈O₃	[M-H]^-	3.6	66.18	163.040 0	93.036 7, 117.035 1, 119.051 8, 163.041 3, 91.056 9	X1, X2, Y
135	Cynaroside	C₂₁H₂₀O₁₁	[M-H]^-	0.5	76.21	447.093 2	284.032 8, 285.041 1, 327.050 9, 255.030 9, 227.053 5	X1, Y
136	Luteolin^*	C₁₅H₁₀O₆	[M-H]^-	0.1	103.92	285.040 6	285.040 9, 217.050 0, 199.040 1, 175.039 8, 151.004 6	X1, Y
137	Methyl vanillate	C₉H₁₀O₄	[M-H]^-	1.6	36.41	181.050 6	107.052 1, 135.046 5, 119.051 7, 163.040 8, 181.051 7	Y, X2

PubChem CID	Ingredient	Source	Degree
5280448	Calycosin	H2	7
503737	Liquiritin	G	3
114829	Liquiritigenin	G	11
5280378	Formononetin	H2, G	8
64982	Baicalin	F, Y	8
72281	Hesperetin	Y	9
5317025	Linarin	Y	14
5280666	Chrysoeriol	G, Y	3
5318999	Licochalcone B	G	9
5280445	Luteolin	X1, Y	13
73191	Nodakenin	H2, F, B	4
234823	Eudesmin	X2	3
148619	Isogosferol	B	2
6474640	1, 3-Dicaffeoylquinic acid	Y	8
5281855	Ellagic acid	H1, Y	7
441970	5-O-Methylvisamminol	F	7
503731	Licocoumarone	G	5
445858	Ferulic acid	C	11
5281792	Rosmarinic acid	X1	16
169234	Magnolin	X2	13
13943297	Astragaloside Ⅳ	H2	9
62074	Ammonium glycyrrhizate	G	5
14034912	prim-O-Glucosylcimifugin	F	15
21670038	5-O-Methylvisammioside	F	3
11521428	Senkyunolide I	C	13
10478277	sec-O-Glucosylhamaudol	F	5
5281954	Tectochrysin	F	9
370	Gallic acid	H1	12
44257307	Pratensein-7-O-glucoside	H2	3
9867450	Magnone B	X2	6
5280459	Quercitrin	Y	7
5280460	Scopoletin	B, F, G	3
8468	Vanillic acid	C, F, Y, X1, X2	9
5280704	Cosmosiin	C, Y, H2	8
92794	Naringenin-7-O-glucoside	Y, G	4
637542	p-Coumaric acid	Y, X1, X2	10
17536	Oxypeucedanin hydrate	B	6
160544	Oxypeucedanin	B	6
10211	Byakangelicin	B, F	3
689043	Caffeic acid	C, F, H2, X1, X2	26
6438919	Salviaflaside	X1	4
9798666	Cryptochlorogenic acid	C	5
5280633	Neochlorogenic acid	C, Y	6
1794427	Chlorogenic acid	C, Y, H2, X1	8
51666248	Neoliquiritin	G	3
14187172	Licoricesaponin A3	G	5
14891565	Licoricesaponin G2	G	11
14837471	Licoricesaponin H2	G	3
13996693	Astragaloside Ⅱ	H2	5
10076238	Liquiritin apioside	G	10
5280805	Rutin	G, H1, H2, X1	9
24121290	Senkyunolide J	C	3
5319022	Ligustilide	C	15
642376	Butylidenephthalide	C	6
11241196	Senkyunolide F	C	18
3085257	Senkyunolide A	C	1
638278	Isoliquiritigenin	G	1
5318267	Calycosin 7-O-glucoside	H2	3
10621	Hesperidin	X1	1

PubChem CID	Ingredient	Source	Degree
5280448	Calycosin	H2	7
503737	Liquiritin	G	3
114829	Liquiritigenin	G	11
5280378	Formononetin	H2, G	8
64982	Baicalin	F, Y	8
72281	Hesperetin	Y	9
5317025	Linarin	Y	14
5280666	Chrysoeriol	G, Y	3
5318999	Licochalcone B	G	9
5280445	Luteolin	X1, Y	13
73191	Nodakenin	H2, F, B	4
234823	Eudesmin	X2	3
148619	Isogosferol	B	2
6474640	1, 3-Dicaffeoylquinic acid	Y	8
5281855	Ellagic acid	H1, Y	7
441970	5-O-Methylvisamminol	F	7
503731	Licocoumarone	G	5
445858	Ferulic acid	C	11
5281792	Rosmarinic acid	X1	16
169234	Magnolin	X2	13
13943297	Astragaloside Ⅳ	H2	9
62074	Ammonium glycyrrhizate	G	5
14034912	prim-O-Glucosylcimifugin	F	15
21670038	5-O-Methylvisammioside	F	3
11521428	Senkyunolide I	C	13
10478277	sec-O-Glucosylhamaudol	F	5
5281954	Tectochrysin	F	9
370	Gallic acid	H1	12
44257307	Pratensein-7-O-glucoside	H2	3
9867450	Magnone B	X2	6
5280459	Quercitrin	Y	7
5280460	Scopoletin	B, F, G	3
8468	Vanillic acid	C, F, Y, X1, X2	9
5280704	Cosmosiin	C, Y, H2	8
92794	Naringenin-7-O-glucoside	Y, G	4
637542	p-Coumaric acid	Y, X1, X2	10
17536	Oxypeucedanin hydrate	B	6
160544	Oxypeucedanin	B	6
10211	Byakangelicin	B, F	3
689043	Caffeic acid	C, F, H2, X1, X2	26
6438919	Salviaflaside	X1	4
9798666	Cryptochlorogenic acid	C	5
5280633	Neochlorogenic acid	C, Y	6
1794427	Chlorogenic acid	C, Y, H2, X1	8
51666248	Neoliquiritin	G	3
14187172	Licoricesaponin A3	G	5
14891565	Licoricesaponin G2	G	11
14837471	Licoricesaponin H2	G	3
13996693	Astragaloside Ⅱ	H2	5
10076238	Liquiritin apioside	G	10
5280805	Rutin	G, H1, H2, X1	9
24121290	Senkyunolide J	C	3
5319022	Ligustilide	C	15
642376	Butylidenephthalide	C	6
11241196	Senkyunolide F	C	18
3085257	Senkyunolide A	C	1
638278	Isoliquiritigenin	G	1
5318267	Calycosin 7-O-glucoside	H2	3
10621	Hesperidin	X1	1

PubChem CID	Component	Binding energy/kcal·mol^-1
689043	Caffeic acid	-4.57	-5.88	-4.59	-4.97	-5.13
11241196	Senkyunolide F	-4.87	-6.16	-4.78	-5.03	-4.47
5281792	Rosmarinic acid	-4.27	-4.36	-3.9	-2.94	-4.36
5319022	Ligustilide	-3.85	-6.13	-5.81	-4.49	-5.18
14034912	prim-O-Glucosylcimifugin	-4.06	-5.64	-3.46	-2.92	-2.78
5317025	Linarin	-4.43	-4.44	-2.32	-2.65	-2.53
169234	Magnolin	-5.42	-6.44	-4.53	-5.2	-4.57
5280445	Luteolin	-3.49	-6.18	-4.73	-5.05	-4.83
11521428	Senkyunolide I	-4.05	-5.72	-4.37	-3.75	-4.3
370	Gallic acid	-3.82	-5.41	-3.8	-5.45	-4.31

PubChem CID	Component	Binding energy/kcal·mol^-1
689043	Caffeic acid	-4.57	-5.88	-4.59	-4.97	-5.13
11241196	Senkyunolide F	-4.87	-6.16	-4.78	-5.03	-4.47
5281792	Rosmarinic acid	-4.27	-4.36	-3.9	-2.94	-4.36
5319022	Ligustilide	-3.85	-6.13	-5.81	-4.49	-5.18
14034912	prim-O-Glucosylcimifugin	-4.06	-5.64	-3.46	-2.92	-2.78
5317025	Linarin	-4.43	-4.44	-2.32	-2.65	-2.53
169234	Magnolin	-5.42	-6.44	-4.53	-5.2	-4.57
5280445	Luteolin	-3.49	-6.18	-4.73	-5.05	-4.83
11521428	Senkyunolide I	-4.05	-5.72	-4.37	-3.75	-4.3
370	Gallic acid	-3.82	-5.41	-3.8	-5.45	-4.31

基于网络药理学的香菊制剂治疗鼻炎、鼻窦炎的药效物质基础研究

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李赛玉 , 张译文 , 杨盼盼 , 王欣然 , 邢露文 , 李清 ^*

药学学报 | 研究论文 2022,57(8): 2471-2483

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药学学报 | 研究论文 2022, 57(8): 2471-2483

基于网络药理学的香菊制剂治疗鼻炎、鼻窦炎的药效物质基础研究

全屏

李赛玉, 张译文, 杨盼盼, 王欣然, 邢露文, 李清^*

作者信息

沈阳药科大学药学院, 辽宁沈阳 110016

通讯作者:

*李清，Tel: 86-24-43510589, E-mail: lqyxm@hotmail.com

Study on the pharmacodynamic material basis of Xiangju Preparations in the treatment of rhinitis and sinusitis based on network pharmacology

Sai-yu LI, Yi-wen ZHANG, Pan-pan YANG, Xin-ran WANG, Lu-wen XING, Qing LI^*

Affiliations

School of Pharmacy, Shenyang Pharmaceutical University, Shenyang 110016, China

出版时间: 2022-08-12 doi: 10.16438/j.0513-4870.2022-0410

文章导航

摘要

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本研究拟通过构建“成分-靶点-通路”的多层次网络整合分析, 探讨香菊制剂(香菊片、香菊滴剂) 治疗鼻炎、鼻窦炎的药效物质及其作用机制。采用高效液相色谱-四级杆飞行时间质谱(HPLC-QTOF/MS) 技术首次鉴定出香菊制剂中137种化学成分, 对其中59种潜在活性成分进行网络药理学分析, 结果表明咖啡酸、洋川芎内酯F、迷迭香酸、藁本内酯、升麻素苷、蒙花苷、木兰脂素、木犀草素、洋川芎内酯I及没食子酸等10种成分可作用于肿瘤坏死因子(tumor necrosis factor, TNF)、白细胞介素1B (interleukin 1B, IL1B)、蛋白激酶B (protein kinase B, AKT1)、血管内皮生长因子A (vascular endothelial growth factor A, VEGFA)、信号传导及转录激活蛋白-3 (signal transducer and activator of transcription 3, STAT3) 等核心靶点, 通过调节晚期糖基化产物-晚期糖基化终末产物受体(advanced glycosylation end products-receptor of AGEs, AGE-RAGE)、TNF、核转录因子κB (nuclear factor kappa B, NF-κB)、环磷酸鸟苷-蛋白激酶G (cyclic guanosine monophosphate-protein kinase G, cGMP-PKG) 等信号通路进而治疗鼻炎、鼻窦炎。分子对接结果显示, 以上10种化学成分与5个关键靶点间均具有良好的结合性能, 说明这10种化学成分为香菊制剂潜在药效物质。综上, 本研究初步阐明了香菊制剂治疗鼻炎、鼻窦炎的药效物质及其作用机制, 为香菊制剂的临床应用提供了理论基础。

关键词

香菊制剂 / 高效液相色谱-四级杆飞行时间质谱 / 网络药理学 / 鼻炎 / 鼻窦炎

Abstract

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In order to clarify the pharmacodynamic substances and mechanism of Xiangju Preparations (Xiangju Tablets, Xiangju Drops) in the treatment of rhinitis and sinusitis, the multi-level network integration analysis of "ingredients-targets-pathways" was conducted. 137 chemical constituents were identified in Xiangju Preparations by high pressure liquid chromatography-quadrupole-time of flight mass spectrometry (HPLC-QTOF/MS) for the first time. Network pharmacology analysis was performed on 59 potential active components. The results of network pharmacology analysis demonstrated that the medicinal ingredients in Xiangju Preparations included caffeic acid, senkyunolide F, rosmarinic acid, ligustilide, prim-O-glucosylcimifugin, linarin, magnolin, luteolin, senkyunolide I and gallic acid. These ingredients act on the crucial targets of tumor necrosis factor (TNF), interleukin 1B (IL1B), protein kinase B (AKT1), vascular endothelial growth factor A (VEGFA), signal transducer and activator of transcription 3 (STAT3) and participate in the regulation of advanced glycosylation end products-receptor of AGEs (AGE-RAGE), TNF, nuclear factor kappa B (NF-κB), and cyclic guanosine monophosphate-protein kinase G (cGMP-PKG) signaling pathways to effectively treat rhinitis and sinusitis. The excellent binding performance between above 10 active components and 5 key target proteins was further confirmed by molecular docking, indicating that these 10 ingredients are pharmacodynamic substances of Xiangju preparations. In conclusion, this study preliminarily clarified the effective components and mechanism of Xiangju preparations in the treatment of rhinitis and sinusitis, and provided a theoretical basis for the clinical application of Xiangju preparations.

Key words

Xiangju preparation / HPLC-QTOF/MS / network pharmacology / rhinitis / sinusitis

引用本文

李赛玉, 张译文, 杨盼盼, 王欣然, 邢露文, 李清. 基于网络药理学的香菊制剂治疗鼻炎、鼻窦炎的药效物质基础研究. 药学学报, 2022 , 57 (8) : 2471 -2483 . DOI: 10.16438/j.0513-4870.2022-0410

Sai-yu LI, Yi-wen ZHANG, Pan-pan YANG, Xin-ran WANG, Lu-wen XING, Qing LI. Study on the pharmacodynamic material basis of Xiangju Preparations in the treatment of rhinitis and sinusitis based on network pharmacology[J]. Acta Pharmaceutica Sinica, 2022 , 57 (8) : 2471 -2483 . DOI: 10.16438/j.0513-4870.2022-0410

正文

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鼻炎、鼻窦炎均为临床上常见的鼻科疾病。在我国, 鼻炎和鼻窦炎的发病率持续上升, 严重影响了人民的生活质量^{[1, 2]}。目前, 临床上常用抗生素、抗组胺药和糖皮质激素等药物治疗鼻炎、鼻窦炎, 但该类药物疗效欠佳, 并伴有中枢神经系统抑制、心脏毒性等不良反应^{[3, 4]}。中药则因其安全性高、作用广泛等特点, 一直以来是研究的热点, 在治疗鼻部疾病方面具有较大的潜能。

香菊片和香菊滴剂(统称为香菊制剂) 是根据同一民间验方研制的不同剂型的中成药, 该方共由9味中药组成, 方中化香树果序活血化瘀, 为君药; 夏枯草和野菊花可去痰散结, 泻火消肿, 均为臣药; 川芎、白芷、辛夷、防风、黄芪、甘草益气扶正, 生肌托疮, 同为佐药; 甘草具有调和诸药的作用, 同时也是本方的使药。全方合用具有辛散祛风、清热解毒的功效, 对于鼻炎、鼻窦炎的治疗具有积极作用^{[5, 6]}。

目前, 香菊片已应用于临床治疗鼻炎、鼻窦炎, 但关于香菊片的研究主要集中在临床疗效方面^[7], 缺乏其有效成分及作用机制方面的研究, 阻碍了该药的进一步开发与应用。香菊滴剂与香菊片的提取工艺虽然相同, 但后续制备工艺的差异也会影响原有活性成分的种类和含量, 从而影响药物的质量和疗效。因此, 本研究采用高效液相色谱-四级杆飞行时间质谱(HPLC-QTOF/MS)技术与网络药理学方法相结合的综合策略, 预测了香菊制剂的药效物质, 探讨了香菊制剂治疗鼻炎、鼻窦炎的潜在作用机制, 以期为香菊制剂的临床应用和质量标准的提升提供理论依据。

材料与方法

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仪器 1260 Infinity Ⅱ型HPLC (美国安捷伦公司); QTOF-5600型MS (AB SCIEX公司); KQ-500DB超声波清洗器(昆山市超声仪器有限公司); MT-XS105分析天平(瑞士Mettler Toledo公司); MTAB135-S分析天平(日本岛津公司); TDZ4 WS型离心机(湖南湘仪实验室仪器开发有限公司)。

材料与试剂 香菊片(20210407)、香菊滴剂(20210407) 均由陕西香菊药业集团有限公司提供; 没食子酸(110831-201906)、升麻素苷(111522-201913)、甘草苷(111610-201908)、芦丁(100080-201811)、鞣花酸(111959-201903)、迷迭香酸(111871-202007)、蒙花苷(111528-201911)、木兰脂素(110882-201909)、甘草酸铵(110731-201720) 均购自中国食品药品检定研究院; 木犀草素(CHB201228)、升麻素(CHB170220)、芹糖异甘草苷(CHB201126) 均购自成都克洛玛生物科技有限公司; 水合氧化前胡素(P14O10F100115)、氧化前胡素(Y02N9S71244) 均购自上海源叶生物科技有限公司; 1, 5-二咖啡酰基奎宁酸(MUST-17022608) 购自成都曼思特生物科技有限公司; 甲醇(色谱纯, 美国Sigma-Aldrich公司); 乙腈(色谱纯, 美国Fisher有限公司); 甲酸(色谱纯, 天津市科密欧化学试剂有限公司); 纯净水(杭州娃哈哈有限公司)。

化学成分的鉴定

色谱条件色谱柱: Waters SymmetryShield^TM RP18 (150 mm × 4.6 mm, 3.5 μm); 流动相: 0.1%甲酸水溶液(A)-乙腈(B), 洗脱程序: 0~3 min, 100% A; 3~10 min, 100%~97% A; 10~15 min, 97%~95% A; 15~18 min, 95% A; 18~25 min, 95%~90% A; 25~30 min, 90%~88% A; 30~50 min, 88%~80% A; 50~70 min, 80%~73% A; 70~95 min, 73%~65% A; 95~110 min, 65%~60% A; 110~120 min, 60%~55% A; 120~125 min, 55%~5% A; 流速: 0.4 mL·min^-1; 柱温: 30 ℃; 进样量: 5 μL。

质谱条件离子源: 电喷雾离子源; 检测模式: 正、负离子检测; 离子喷雾电压为5 500 V和-4 500 V; 离子源温度: 550 ℃; 喷雾辅助气体: 氮气; 喷雾气压力: 50 psi (1 psi ≈ 6.9 kPa); 辅助加热气压力: 50 psi; 气帘气压力: 30 psi; TOF MS模式下扫描范围为m/z 50~1 500 Da; 去簇电压: 80 V (正离子)/-80 V (负离子); 碰撞能: 10 V (正离子)/-10 V (负离子); TOF MS/MS模式下扫描范围为m/z 50~1 500 Da; 去簇电压: 80 V (正离子)/-80 V (负离子); 碰撞能: 30 V (正离子)/-30 V (负离子)。

香菊片供试品溶液的制备取本品10片, 除去包衣, 研细, 取约2 g, 精密称定, 置具塞锥形瓶中, 精密加入甲醇20 mL, 称定重量, 超声30 min, 放冷, 再次称定重量, 用甲醇补足减失的重量, 摇匀, 离心(4 000 r·min^-1, 10 min), 取上清液, 过0.22 μm滤膜, 即得。

香菊滴剂供试品溶液的制备精密吸取本品2 mL, 置于20 mL量瓶中, 加甲醇适量, 超声30 min, 放冷, 甲醇定容至刻度, 摇匀, 离心(4 000 r·min^-1, 10 min), 取上清液, 过0.22 μm滤膜, 即得。

对照品溶液的制备分别取没食子酸、升麻素苷、甘草苷、芦丁、鞣花酸、迷迭香酸、蒙花苷、木兰脂素、甘草酸铵、木犀草素、升麻素、芹糖异甘草苷、水合氧化前胡素、氧化前胡素、1, 5-二咖啡酰基奎宁酸等15个对照品适量, 精密称定, 加甲醇溶解并定容, 配制成浓度均为30 μg·mL^-1的混合对照品溶液, 用于液质分析。

网络药理学分析 对鉴定的成分进行筛选, 满足以下任一情况即被纳入潜在活性成分: ① 《中华人民共和国药典》 2020年版中各味药材的指标性成分; ②口服生物利用度(oral bioavailability, OB) ≥ 30%且类药性(drug likeness, DL) ≥ 0.18的成分; ③文献^[8-27]报道的活性成分或含量较高的成分。利用TCMSP (http://tcmspw.com/tcmsp.php) 及Swiss Target Prediction (http://www.swisstarget prediction.ch/) 数据库获得成分靶点。在OMIM (https://omim.org/)、TTD (http://db.idrblab.net/ttd/) 和Genecards (https://www.genecards.org/) 数据库中以“Rhinitis”和“Sinusitis”为关键词建立疾病靶点数据库。借助Venny 2.1在线分析工具获得香菊制剂成分与疾病的交集靶点, 即为香菊制剂治疗鼻炎、鼻窦炎的关键靶点。随后通过String (https://string-db.org/) 数据库(限定物种为“Homo sapiens”) 分析关键靶蛋白间相互作用的关系网。利用Cluego插件对关键靶点进行通路富集分析, 最后采用Cytoscape软件构建“中药-成分-靶点”多层次网络图并进行拓扑学分析。

分子对接 从PDB (https://www1.rcsb.org/)数据库中获得受体蛋白3D结构, 利用PubChem (https://pubchem.ncbi.nlm.nih.gov/) 数据库获得配体成分的标准延迟格式文件(SDF), 并通过Chem 3D 17.1软件将其转化为分子结构记录格式(Mol2) 格式文件。设置合适的盒子中心与盒子格点参数, 将小分子配体可能结合的活性口袋位点包含, 使用Autodock分子对接模拟软件构建“受体-配体”结合模型并分析其结合性能。

结果

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1 化学成分鉴定

运用建立的液质联用分析方法进行分析。针对结构相似的成分(同一类的母核或者同系物) 可通过裂解生成相同子离子或发生相同中性丢失这一特点, 借助Peak View^® V.2.2软件中的中性丢失过滤和子离子过滤技术, 对结构相关性化合物进行筛查, 在保留的有效信息中进行化合物结构的比对和预测。通过与对照品或文献报道过的成分的色谱保留行为、精确分子量、裂解规律及碎片离子信息进行比对, 在两种香菊制剂中均初步鉴定出137种化合物, 包括55个黄酮类化合物, 39个苯丙素类化合物, 11个有机酸类化合物, 9个萜类化合物, 8个苯酞类化合物, 6个色原酮类化合物和9个其他类化合物, 所有化合物质量误差均小于5 ppm, 鉴定结果及成分信息见表 1。

2 香菊制剂治疗鼻炎、鼻窦炎的关键靶点分析

按照“网络药理学分析”方法中的筛选条件共得到59种潜在活性成分, 如表 2所示。通过TCMSP及Swiss Target Prediction数据库查找成分的作用靶点, 以Probability > 0为限定条件共获得567个成分靶点。利用OMIM、TTD和Genecards等数据库获得了362个与鼻炎、鼻窦炎均有关的疾病靶点。采用Venny 2.1在线分析工具将成分靶点与疾病靶点取交集, 获得了63个香菊制剂治疗鼻炎、鼻窦炎的关键靶点。

3 蛋白-蛋白相互作用(protein-protein interaction, PPI) 及作用通路分析

将63个关键靶点导入String数据库, 构建PPI网络图, 利用Cytoscape软件对分析结果进行可视化(图 1)。隐藏孤立靶点后该网络中共有62个节点, 601条边, 节点颜色和大小与度值有关。其中根据度值排名靠前的核心靶点有肿瘤坏死因子(tumor necrosis factor, TNF)、白细胞介素1B (interleukin 1B, IL1B)、蛋白激酶B (protein kinase B, AKT1)、血管内皮生长因子A (vascular endothelial growth factor A, VEGFA) 和信号传导及转录激活蛋白-3 (signal transducer and activator of transcription 3, STAT3)。利用Cluego插件对关键靶点进行通路富集分析, 以P < 0.01为筛选条件, 共富集到76条通路, 结果如图 2所示, 图中每个圆点代表一条通路, P值越小圆点越大, 由图可以得知关键靶点显著富集在晚期糖基化产物-晚期糖基化终末产物受体(advanced glycosylation end products-receptor of AGEs, AGE-RAGE)、TNF、核转录因子κB (nuclear factor kappa B, NF-κB) 和环磷酸鸟苷-蛋白激酶G (cyclic guanosine monophosphate/protein kinase G, cGMP-PKG) 等信号通路。

4 “中药-成分-靶点”网络图的构建

借助Cytoscape软件构建“中药-成分-靶点”网络图并进行拓扑学分析, 结果如图 3所示。度值(degree)是网络图分析中重要的拓扑学参数, 其值的大小与作用能力成正相关。各成分的度值结果见表 2, 排名前10位的活性成分分别为: 咖啡酸、洋川芎内酯F、迷迭香酸、藁本内酯、升麻素苷、蒙花苷、木兰脂素、木犀草素、洋川芎内酯I及没食子酸, 这些成分可能是香菊制剂治疗鼻炎、鼻窦炎的重要活性成分。

5 分子对接验证

对香菊制剂治疗鼻炎、鼻窦炎的度值靠前的10个重要活性成分与5个核心靶点进行分子对接验证。当结合能 < 0 kcal·mol^-1时, 配体与受体可自发产生相应的作用, 结合能 < 5 kcal·mol^-1时表明其结合性较好, 结合能越小, 配体与受体的结合越稳定。如表 3所示, 10个活性成分均可自发地与5种核心蛋白结合, 从而发挥生物活性。

讨论

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在本研究中, 应用HPLC-QTOF/MS技术, 初步鉴定了覆盖香菊制剂中9种中药材的137个化学成分。随后针对其中59个潜在活性成分进行系统的网络药理学研究, 从整体生物效应网络角度系统探讨了香菊制剂治疗鼻炎、鼻窦炎的药效物质基础及其作用机制。

本研究利用网络药理学的方法探讨了香菊制剂治疗鼻炎、鼻窦炎的作用机制。通过对香菊制剂治疗鼻炎、鼻窦炎的关键靶点进行PPI网络分析可以得知, TNF、IL1B、AKT1、VEGFA及STAT3等靶点在整个网络中具有较好的互作关系。这些核心靶点在鼻炎、鼻窦炎的发生发展过程中扮演着重要的角色。其中TNF、IL1B与STAT3均与炎症反应有关, 可通过促进炎症细胞浸润、活化并释放炎症介质参与鼻部炎症的发生^[28]。AKT1和VEGFA则在细胞凋亡、组织重塑和呼吸系统变应性炎症中起着关键作用^[29]。通路富集分析结果表明, 这些关键靶点主要富集在AGE-RAGE、TNF、NF-κB及cGMP-PKG等信号通路。据报道, AGE-RAGE信号通路与鼻部炎症疾病具有很强的相关性, 受体RAGE的表达能够反映疾病部位炎症发展程度, 与AGEs结合后可激活丝裂原活化蛋白激酶(mitogen-activated protein kinase, MAPK) 和NF-κB信号通路, 促进炎症细胞因子如TNF和IL1B的表达, 进而加重鼻窦黏膜形态病变和气道重塑, 导致鼻部炎症的发生^[30]。此外, 本研究还富集到了TNF、cGMP-PKG、Toll样受体(toll-like receptor, TLR) 及缺氧诱导因子1 (hypoxia inducible factor 1, HIF-1) 等重要信号通路, 这些通路与免疫调节和炎症反应有关, 可指示鼻部炎症的严重程度, 在鼻炎、鼻窦炎相关文献^{[31, 32]}中均有报道。因此可以推断香菊制剂可通过调节多条炎症、免疫相关通路协同发挥治疗鼻炎、鼻窦炎的作用机制。

通过进一步构建“中药-成分-靶点”网络, 有效预测并筛选了10个潜在药效物质, 分别为咖啡酸、洋川芎内酯F、迷迭香酸、藁本内酯、升麻素苷、蒙花苷、木兰脂素、木犀草素、洋川芎内酯I及没食子酸。其中, 咖啡酸可通过抑制AGEs的形成阻断AGEs-RAGE的正反馈回路, 降低TNF-α和IL1β的表达, 起到抗炎作用^[33]。蒙花苷、洋川芎内酯I、没食子酸、升麻素苷和木兰脂素等活性成分均能够抑制NF-κB信号通路, 下调促炎细胞因子(TNF-α、IL1β) 和炎症介质的表达来改善鼻部炎症症状及细胞炎症损伤^[34-38]。洋川芎内酯F和藁本内酯亦可作用于TNF信号通路发挥抗炎作用^[39]。木犀草素可通过调节AKT1和VEGFA等蛋白水平, 发挥抗炎、促进免疫应答等作用^[40]。迷迭香酸作为一种天然的抗氧化剂, 除了可通过增加活性氧的含量改善氧化应激反应及鼻黏膜损伤外^[41], 还可通过调节STAT3蛋白的水平上调促凋亡因子的表达^[42]。分子对接结果进一步验证了上述10个活性成分与核心靶点TNF、IL1B、AKT1、VEGFA、STAT3之间具有较好的结合性能, 说明了这10种化学成分是香菊制剂的主要药效物质。综上, 香菊制剂可通过多成分、多靶点及多通路来发挥治疗鼻炎、鼻窦炎的作用, 这也为香菊制剂的药效物质选择提供了依据。

本研究通过整合现代分析技术与生信手段, 构建了香菊制剂的“成分-靶点-通路”互作网络, 初步探讨了香菊制剂治疗鼻炎、鼻窦炎的作用机制及药效物质。研究结果为后续香菊制剂质量标准提升和作用机制深入研究提供了依据。

作者贡献: 李赛玉主要进行了本文的选题与设计、方法建立、实验数据处理、撰写文章等; 张译文对实验思路、文章撰写提供了指导; 杨盼盼在前期方法摸索及数据处理方面提供了帮助; 王欣然在样品制备及数据处理方面提供了帮助; 邢露文在前期文献调研提供了帮助; 李清对本文选题与设计、实验思路、方法建立及文章修改提供了宝贵意见。

利益冲突: 无任何利益冲突。

基金

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国家自然科学基金资助项目(81973464/H3203)
国家自然科学基金资助项目(8210142956/H3203)
辽宁省特聘教授项目(2017)
沈阳市中青年人才科技创新项目(RC190505)
辽宁省百千万人才计划(A-37)
辽宁省重点研发项目(2018)
辽宁省教育厅基本科研项目(青年项目)(LJKQZ2021033)
辽宁省博士科研启动基金项目(2021-BS-132)

参考文献

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2022年第57卷第8期

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doi: 10.16438/j.0513-4870.2022-0410

接收时间：2022-04-08
首发时间：2025-12-23
出版时间：2022-08-12

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收稿日期：2022-04-08
修回日期：2022-06-06

基金

国家自然科学基金资助项目(81973464/H3203)

国家自然科学基金资助项目(8210142956/H3203)

辽宁省特聘教授项目(2017)

沈阳市中青年人才科技创新项目(RC190505)

辽宁省百千万人才计划(A-37)

辽宁省重点研发项目(2018)

辽宁省教育厅基本科研项目(青年项目)(LJKQZ2021033)

辽宁省博士科研启动基金项目(2021-BS-132)

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沈阳药科大学药学院, 辽宁沈阳 110016

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*李清，Tel: 86-24-43510589, E-mail: lqyxm@hotmail.com

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2种不同金属材料的力学参数

科 Family	属数 Number of genus	种数 Number of species	占总种数比例 Percentage of total species (%)	属 Genus	种数 Number of species	占总种数比例 Percentage of total species (%)
鹅膏菌科Amanitaceae	2	11	5.26	鹅膏菌属 Amanita	10	4.78
小菇科 Mycenaceae	2	12	5.74	丝盖伞属 Inocybe	5	2.39
多孔菌科 Polyporaceae	8	14	6.70	蜡蘑属 Laccaria	5	2.39
红菇科 Russulaceae	3	23	11.00	小皮伞属 Marasmius	6	2.87
				小菇属 Mycena	11	5.26
				光柄菇属 Pluteus	5	2.39
				红菇属 Russula	17	8.13
				栓菌属 Trametes	5	2.39

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No.	Identification	Formula	Ion adduction	Error /10^-6	t_R /min	Measured mass (m/z)	Fragment ion (m/z)	Source
1	Isogosferol	C₁₆H₁₄O₅	[M+H]⁺	-2.2	72.88	287.091 4	147.042 9, 173.022 1, 202.395 0, 287.087 6	B
2	Oxypeucedanin hydrate^*	C₁₆H₁₆O₆	[M+H]⁺	-0.9	81.12	305.101 9	305.099 0, 203.031 0, 159.042 0, 147.042 2	B
3	Bergaptol	C₁₁H₆O₄	[M-H]^-	-0.3	83.18	201.019 3	117.036 1, 145.030 4, 173.024 5, 201.020 5	B
4	Oxypeucedanin^*	C₁₆H₁₄O₅	[M+H]⁺	-2.8	112.33	287.091 4	203.031 7, 147.042 1, 287.089 4, 202.396 2, 174.028 1	B
5	Isobyakangelicol	C₁₇H₁₆O₆	[M+H]⁺	-0.5	122.79	317.101 9	188.095 7, 203.030 8, 218.018 9, 233.041 9, 218.018 9	B
6	12-Hydroxystearic acid	C₁₈H₃₆O₃	[M-H]^-	0.9	88.69	299.300 5	257.265 0, 256.261 0	B
7	Cryptochlorogenic acid	C₁₆H₁₈O₉	[M-H]^-	0.8	48.71	353.087 8	191.057 3, 179.036 8, 173.047 0, 135.046 5, 353.089 3	C
8	Ferulic acid	C₁₀H₁₀O₄	[M-H]^-	0.3	51.56	193.050 6	134.040 8, 149.062 4, 178.025 3, 193.050 9	C
9	8-Hydroxypsoralen	C₁₁H₆O₄	[M+H]⁺	-1.4	72.06	203.033 8	203.032 2, 175.037 3, 147.042 5, 129.032 8	C
10	Senkyunolide J	C₁₂H₁₈O₄	[M+H]⁺	-2.5	61.89	227.127 7	227.127 8, 191.106 2, 153.053 4, 217.106 6	C
11	Senkyunolide I	C₁₂H₁₆O₄	[M+H]⁺	-0.5	66.64	225.094 0	207.100 0, 189.089 8, 179.106 1, 161.095 1, 247.093 9	C
12	Senkyunolide H	C₁₂H₁₆O₄	[M+H]⁺	-3.5	69.54	225.112 1	207.099 9, 189.089 4, 165.052 9	C
13	Ligustilide	C₁₂H₁₄O₂	[M+H]⁺	-1.1	104.23	191.106 6	119.084 1, 191.103 6, 173.095 9, 145.096 9, 115.055 5	C
14	Butylidenephthalide	C₁₂H₁₂O₂	[M+H]⁺	-1.5	104.81	189.091 0	171.079 7, 161.091 8, 153.066 4, 128.060 7, 133.027 1	C
15	Senkyunolide F	C₁₂H₁₄O₃	[M-H]^-	1.8	122.69	205.087 0	186.932 0, 161.097 7, 205.086 8, 106.043 8	C
16	Senkyunolide A	C₁₂H₁₆O₂	[M+H]⁺	0.3	125.98	193.104 2	179.070 9, 165.053 6, 163.075 4, 147.043 2, 187.074 6	C
17	Ligustrazine	C₈H₁₂N₂	[M+H]⁺	-2.0	13.07	137.107 0	103.059 1, 122.063 4	C
18	Tectochrysin	C₁₆H₁₂O₄	[M+H]⁺	-1.3	118.87	269.080 8	269.078 5, 237.052 7, 253.046 7, 118.040 0	F
19	Fraxidin	C₁₁H₁₀O₅	[M+H]⁺	-3.3	57.61	223.060 1	162.029 5, 190.024 1, 223.057 8, 208.034 7, 193.009 5	F
20	Prim-O-glucosylcimifugin^*	C₂₂H₂₈O₁₁	[M+H]⁺	-1.9	48.50	469.170 4	261.108 6, 290.111 6, 307.113 4, 307.114 5, 235.057 5	F
21	Cimifugin^*	C₁₆H₁₈O₆	[M+H]⁺	-0.9	57.06	307.117 6	221.041 5, 235.057 0, 259.056 9, 289.104 2, 177.052 2	F
22	5-O-Methylvisammioside	C₂₂H₂₈O₁₀	[M+H]⁺	-1.3	59.63	453.175 5	203.067 0, 219.061 5, 243.061 3, 245.113 6, 273.108 0	F
23	5-O-Methylvisamminol	C₁₆H₁₈O₅	[M+H]⁺	-0.7	73.29	291.122 7	205.047 9, 219.063 2, 243.062 8, 273.110 8, 189.052 5	F
24	Sec-O-Glucosylhamaudol	C₂₁H₂₆O₁₀	[M+H]⁺	-1.7	77.85	439.159 8	205.047 5, 259.094 2, 277.104 6, 217.047 0, 439.157 2	F
25	Vicenin-2	C₂₇H₃₀O₁₅	[M-H]^-	0.2	51.64	593.151 1	353.065 3, 383.078 3, 473.110 6, 593.152 0, 503.132 9	G
26	Vicenin-1	C₂₆H₂₈O₁₄	[M-H]^-	1.5	54.87	563.140 6	353.066 9, 383.079 5, 443.096 6, 473.110 9, 503.117 2	G
27	Schaftoside	C₂₆H₂₈O₁₄	[M-H]^-	0.8	55.87	563.140 6	353.065 5, 383.076 6, 443.097 0, 473.109 6, 503.117 5,	G
28	Isoschaftoside	C₂₆H₂₈O₁₄	[M-H]^-	0.7	56.28	563.140 6	353.067 5, 383.076 9, 443.099 1, 473.109 5	G
29	Liquiritigenin-7, 4-diglucoside	C₂₇H₃₂O₁₄	[M+H]⁺	-3.7	57.14	581.186 4	137.023 4, 257.079 2, 419.131 6, 581.185 4	G
30	Neoliquiritin	C₂₁H₂₂O₉	[M+H]⁺	-1.1	58.66	419.133 6	91.057 5, 137.021 9, 257.078 5	G
31	Liquiritin^*	C₂₁H₂₂O₉	[M+H]⁺	-1.7	59.31	419.133 6	119.049 0, 137.022 0, 147.042 6, 211.073 2, 239.068 7	G
32	Isoviolanthin	C₂₇H₃₀O₁₄	[M-H]^-	3.3	60.57	577.156 2	353.066 9, 383.078 1, 457.114 9, 577.158 7	G
33	Liquiritin apioside	C₂₆H₃₀O₁₃	[M-H]^-	2.0	61.08	549.161 3	255.064 7, 429.106 0, 549.164 2, 417.120 1	G
34	Isoliquiritigenin	C₁₅H₁₂O₄	[M+H]⁺	-1.0	61.63	257.080 8	137.021 8, 147.043 5, 242.058 4, 257.078 3	G
35	Liquiritigenin	C₁₅H₁₂O₄	[M+H]⁺	-1.1	62.30	257.080 8	119.049 1, 137.022 3, 147.042 4, 165.067 9, 211.073 3	G
36	Isoliquiritin apioside^*	C₂₆H₃₀O₁₃	[M-H]^-	2.2	64.18	549.161 3	255.066 5, 417.120 1, 429.117 6, 135.009 9	G
37	Choerospondin	C₂₁H₂₂O₁₀	[M-H]^-	1.2	70.92	433.114 0	271.026 4, 255.030 2, 151.004 6, 119.948 4	G
38	5, 7, 4′-Trihydroxyisoflavanone 7-O-glucoside	C₂₁H₂₂O₁₀	[M-H]^-	0.6	74.58	433.114 0	107.013 3, 151.004 5, 271.062 0, 433.114 3, 119.051 2	G
39	6″-O-Acetylliquiritin	C₂₃H₂₄O₁₀	[M-H]^-	-2.3	80.88	459.129 6	459.131 4, 255.066 9, 135.009 5, 119.051 2	G
40	Liguiritigenin-7-O-D-apiosyl-4′-O-D-glucoside	C₂₆H₃₀O₁₃	[M-H]^-	1.0	82.93	549.161 3	255.066 9, 429.104 6, 135.009 4, 119.050 9	G
41	Licorice glycoside C1	C₃₆H₃₈O₁₆	[M-H]^-	3.5	86.34	725.208 7	255.066 2, 531.152 4, 549.164 0	G
42	Licorice glycoside D2	C₃₅H₃₆O₁₅	[M-H]^-	2.9	87.90	695.198 1	255.066 7, 531.151 4, 549.161 6, 399.108 3, 145.029 7	G
43	Licochalcone B	C₁₆H₁₄O₅	[M-H]^-	0.7	92.59	285.076 8	150.033 0, 270.054 1, 149.025 4, 177.019 8	G
44	Licorice glycoside A	C₃₆H₃₈O₁₆	[M-H]^-	4.6	99.22	725.208 7	549.178 3, 531.154 9, 255.046 4, 193.051 4	G
45	1, 3-5-Ethoxy-benzenedicarboxylicacid	C₁₀H₁₀O₅	[M-H]^-	2.9	47.02	209.045 5	59.018 6, 93.036 7, 165.056 6, 119.050 7, 209.046 7	G
46	Licoricesaponin A3	C₄₈H₇₂O₂₁	[M-H]^-	4.2	98.61	984.449 3	821.397 7, 645.370 4, 351.058 3, 759.409 0	G
47	Uralsaponin F	C₄₄H₆₄O₁₉	[M-H]^-	3.4	103.37	895.396 9	351.057 1, 895.401 6	G
48	Licoricesaponin G2	C₄₂H₆₂O₁₇	[M+H]⁺	-2.1	118.16	839.405 9	451.318 2, 469.327 2, 487.338 2, 663.370 0	G
49	Licoricesaponin H2	C₄₂H₆₂O₁₆	[M+H]⁺	-3.8	121.84	823.411 0	453.332 2, 471.343 2, 647.373 5, 823.407 9	G
50	Melliferone	C₃₀H₄₄O₃	[M+H]⁺	-3.0	123.21	453.336 3	407.337 0, 435.334 2, 357.243 6, 303.198 8, 389.317 4	G
51	Ammonium glycyrrhizate^*	C₄₂H₆₅NO₁₆	[M+H]⁺	-3.8	124.53	840.434 7	453.322 5, 471.342 4, 647.375 2, 823.407 1	G
52	Cassiaside B	C₂₆H₃₀O₁₄	[M-H]^-	1.5	72.84	565.156 2	271.061 9, 565.157 2	G
53	Licocoumarone	C₂₀H₂₀O₅	[M+H]⁺	0.6	127.37	341.138 3	149.058 3, 285.073 7, 341.136 9, 300.097 3, 285.073 7	G
54	Gallic acid^*	C₇H₆O₅	[M-H]^-	2.9	24.23	169.014 2	125.025 3, 169.014 7, 97.031 1, 79.021 6	H1
55	Vitamin C	C₆H₈O₆	[M-H]^-	0.6	14.18	175.024 8	69.037 5, 87.046 9, 113.125 5, 157.014 6, 175.022 3	H1
56	Pratensein-7-O-glucoside	C₂₂H₂₂O₁₁	[M-H]^-	2.4	55.52	461.108 9	461.109 3, 299.056 1, 284.032 8	H2
57	Calycosin	C₁₆H₁₂O₅	[M+H]⁺	-1.6	57.12	285.075 7	137.022 0, 197.056 0, 213.051 7, 225.050 8, 253.046 7	H2
58	Calycosin 7-O-glucoside	C₂₂H₂₂O₁₀	[M-H]^-	1.6	72.35	445.114 0	239.076 1, 268.039 5, 283.062 3, 491.121 3	H2
59	Calycosin-7-O-β-D-(6″-acetyl)-glucoside	C₂₄H₂₄O₁₁	[M+H]⁺	-2.6	74.22	489.139 1	285.073 7, 489.138 4, 175.037 4, 229.083 5	H2
60	3′-Hydroxy-4′-methoxy isoflavone	C₁₆H₁₂O₄	[M-H]^-	2.5	75.14	267.066 2	251.035 6, 223.041 2, 195.046 6, 132.021 1, 165.057 5	H2
61	Isomucronulatol	C₁₇H₁₈O₅	[M+H]⁺	-1.6	80.48	303.122 7	303.146 3, 167.067 8, 133.069 3, 123.043 7, 161.056 7	H2
62	4′, 6-Dimethoxy-7-hydroxyisoflavone	C₁₇H₂₀O₅	[M+H]⁺	0.4	81.03	305.091 4	203.032 7, 175.037 8, 160.014 5, 188.008 6	H2
63	Astragaloside Ⅳ	C₄₁H₆₈O₁₄	[M+COOH]^-	4.8	103.39	830.458 0	783.457 7, 829.462 8, 784.461 2	H2
64	Astragaloside Ⅱ	C₄₃H₇₀O₁₅	[M+H]⁺	-0.6	112.78	827.478 7	827.474 5, 809.457 8, 647.410 1, 473.358 3, 455.349 3	H2
65	Isoastragaloside Ⅰ	C₄₅H₇₂O₁₆	[M+H]⁺	-1.4	124.00	870.471 2	653.399 5, 437.339 2, 419.328 8, 851.480 1, 689.421 3	H2
66	Raffinose	C₁₈H₃₂O₁₆	[M-H]^-	-2.3	5.39	503.161 7	503.162 1, 161.046 9, 179.055 8, 89.026 3, 101.025 6	H2
67	Homoorientin	C₂₁H₂₀O₁₁	[M+H]⁺	-2.6	56.41	449.107 8	329.063 4, 431.096 0, 449.105 8, 413.096 0, 353.064 6	X1
68	Hesperidin	C₂₈H₃₄O₁₅	[M-H]^-	2.6	70.79	609.182 4	301.072 0, 343.084 3, 269.045 0, 609.184 4, 383.115 1	X1
69	Danshensu	C₉H₁₀O₅	[M-H]^-	3.1	29.52	197.047 7	123.047 9, 135.047 2, 179.036 8, 197.047 7	X1
70	Salviaflaside	C₂₄H₂₆O₁₃	[M-H]^-	1.2	67.54	521.130 0	161.025 0, 359.077 4, 179.035 6, 323.077 0, 135.045 6	X1
71	Rosmarinic acid^*	C₁₈H₁₆O₈	[M-H]^-	1.4	79.31	359.077 2	135.046 0, 161.025 0, 179.046 5, 197.046 5, 359.078 9	X1
72	Gluconic acid	C₆H₁₂O₇	[M-H]^-	0.4	4.43	195.051 0	59.018 3, 75.012 1, 195.052 2, 129.021 6, 159.031 9	X1
73	Malic acid	C₄H₆O₅	[M-H]^-	2.9	6.54	133.014 2	71.017 0, 72.996 2, 115.004 8, 133.015 1, 59.017 3	X1
74	Eudesmin	C₂₂H₂₆O₆	[M+H]⁺	-1.4	70.75	387.180 2	369.168 1, 351.157 8, 339.158 0, 231.099 4, 189.089 3	X2
75	Denudatone	C₂₂H₂₆O₆	[M+H]⁺	-0.3	80.28	387.180 2	369.168 5, 351.157 9, 339.158 7, 231.099 2, 189.089 5	X2
76	Magnone A	C₂₂H₂₆O₇	[M+H]⁺	-0.8	93.46	403.175 1	385.162 4, 367.154 1, 265.105 7, 247.094 9, 217.084 3	X2
77	Magnone B	C₂₃H₂₈O₈	[M+H]⁺	-0.7	101.68	433.185 6	415.173 0, 397.162 8, 265.105 3, 247.097 4, 217.083 2	X2
78	epi-Magnolin A	C₂₃H₂₈O₇	[M+H]⁺	-2.5	117.25	417.190 7	399.178 8, 381.167 6, 369.167 1, 329.136 7, 261.110 3	X2
79	Yangambin	C₂₄H₃₀O₈	[M+H]⁺	-1.8	119.86	447.201 3	429.188 3, 411.177 7, 380.159 4, 358.138 7, 231.099 1	X2
80	Magnolin*	C₂₃H₂₈O₇	[M+H]⁺	-1.7	122.36	417.190 7	439.176 0, 254.092 5, 151.073 4, 108.995 0, 381.167 5	X2
81	Senkyunolide C	C₁₂H₁₂O₃	[M-H]^-	1.5	127.62	203.071 3	203.072 4, 173.025 0, 159.893 1, 145.030 2, 116.928 2	X2
82	Taxifolin-7-O-glucoside	C₂₁H₂₂O₁₂	[M-H]^-	0.4	55.43	465.103 8	303.051 4, 465.104 9, 285.039 1, 135.046 4, 166.999 1	Y
83	Eriodictyol-7-O-glucoside	C₂₁H₂₂O₁₁	[M-H]^-	0.3	62.52	449.108 9	135.045 6, 151.004 2, 175.004 7, 287.057 3, 449.110 2	Y
84	Isovitexin	C₂₁H₂₀O₁₀	[M-H]^-	2.2	62.76	431.098 3	431.099 4, 341.066 9, 311.057 5, 283.064 4	Y
85	Luteolin-7-O-rutinoside	C₂₇H₃₀O₁₆	[M-H]^-	2.2	65.29	609.151 1	285.041 3, 593.153 5	Y
86	Kaempferol-7-O-glucoside	C₂₁H₂₀O₁₁	[M-H]^-	0.9	67.62	447.093 2	447.093 7, 285.040 6, 284.032 7, 327.051 4	Y
87	Apigenin-7-O-rutinoside	C₂₇H₃₀O₁₄	[M-H]^-	1.4	71.54	577.156 2	269.046 3, 577.158 1, 311.064 7, 397.059 7	Y
88	5, 3′, 4′-Tetrahydroxy-dihydroflavone-7-O-glucoside	C₂₁H₂₂O₁₁	[M-H]^-	-0.6	73.36	449.108 9	287.057 4, 151.004 7, 107.015 3	Y
89	Diosmetin-7-O-glucoside	C₂₂H₂₂O₁₁	[M-H]^-	1.0	74.26	461.108 9	461.110 2, 299.057 6, 284.035 9	Y
90	Hesperetin 7-O-glucuronide	C₂₂H₂₂O₁₂	[M-H]^-	3.6	77.73	477.103 8	301.073 9, 113.026 7, 151.002 9, 175.024 9, 477.104 2	Y
91	Quercitrin	C₂₁H₂₀O₁₁	[M-H]^-	0.9	77.91	447.093 2	300.027 8, 301.036 2, 447.093 2, 271.062 2, 151.003 6	Y
92	Hesperetin	C₁₆H₁₄O₆	[M-H]^-	-0.4	79.15	301.071 7	301.072 8, 286.053 0, 164.929 1, 151.039 2	Y
93	Linarin^*	C₂₈H₃₂O₁₄	[M+H]⁺	-2.3	80.26	593.186 4	285.072 8, 447.125 3, 593.183 4	Y
94	Diosmetin 7-O-β-D-glucuronide	C₂₂H₂₀O₁₂	[M-H]^-	1.6	80.42	475.088 2	475.089 6, 299.056 3, 284.032 7, 113.026 1	Y
95	Apigenin 7-glucuronide	C₂₁H₁₈O₁₁	[M-H]^-	-0.8	81.05	445.077 4	269.046 2, 113.025 5, 175.026 0, 308.917 0, 194.906 5	Y
96	Luteolin-7-O-6″-acetylglucoside	C₂₃H₂₂O₁₂	[M-H]^-	2.1	84.19	489.103 8	285.040 9, 489.104 6, 284.034 5	Y
97	Caffeic acid-glucoside	C₁₅H₁₈O₉	[M-H]^-	2.0	44.04	341.087 8	281.068 0, 251.055 0, 221.047 4, 179.035 6, 161.026 3	Y
98	1-O-Caffeoylquinic acid	C₁₆H₁₈O₉	[M+H]⁺	-1.0	46.51	355.102 3	89.039 6, 107.048 6, 117.032 4, 135.043 0, 145.027 4	Y
99	p-Coumaroylquinic acid	C₁₆H₁₈O₈	[M-H]^-	0.6	56.02	337.092 8	93.036 8, 191.035 8, 147.046 7, 191.035 8, 163.041 0	Y
100	Methyl caffeate	C₁₀H₁₀O₄	[M-H]^-	3.4	66.45	193.050 6	133.030 4, 178.028 0, 193.051 2, 134.038 2, 149.062 1	Y
101	1, 3-Dicaffeoylquinic acid	C₂₅H₂₄O₁₂	[M-H]^-	0.6	76.56	515.119 5	515.119 9, 353.087 6, 191.056 5, 179.035 5, 173.046 4	Y
102	1, 5-Dicaffeoylquinic acid^*	C₂₅H₂₄O₁₂	[M-H]^-	1.0	78.14	515.119 5	515.120 8, 353.088 6, 191.056 7, 179.035 5, 173.047 5	Y
103	4, 5-Dicaffeoylquinic acid	C₂₅H₂₄O₁₂	[M-H]^-	0.5	82.19	515.119 5	515.122 3, 353.089 8, 191.057 2, 179.036 2, 173.046 9	Y
104	Quinic acid	C₇H₁₂O₆	[M-H]^-	1.0	5.17	191.056 1	191.055 6, 173.045 7, 127.041 5, 93.036 5, 87.011 4	Y
105	Benzoic acid	C₇H₆O₂	[M-H]^-	4.2	67.17	121.029 5	77.042 4, 121.030 9, 91.023 1, 92.028 7	Y
106	Methylparaben	C₈H₈O₃	[M-H]^-	4.8	43.69	151.040 0	108.023 5, 136.017 8, 151.041 0, 109.031 2	Y
107	Sucrose	C₁₂H₂₂O₁₁	[M+COOH]^-	0.3	4.64	387.113 3	387.113 4, 341.107 3, 179.056 0	B, C, H2, X1
108	5-Hydroxyl-8-methoxypsoralen	C₁₂H₈O₅	[M+H]⁺	-0.7	80.34	233.044 4	218.018 5, 190.023 8, 162.029 2, 134.035 1, 106.040 7	B, F
109	Byakangelicin	C₁₇H₁₈O₇	[M+H]⁺	-0.8	81.00	335.094 4	162.029 3, 238.993 5, 203.031 5, 254.016 9	B, F
110	Scopoletin	C₁₀H₈O₄	[M+H]⁺	-1.9	57.77	193.049 5	178.024 3, 161.023 6, 133.027 1, 137.058 0, 149.025 1	B, F, G
111	Nodakenin	C₂₀H₂₄O₉	[M+H]⁺	-2.9	57.86	409.149 3	247.095 0, 229.083 7, 201.087 4, 187.036 6, 175.037 4	B, F, H2
112	Caffeic acid	C₉H₈O₄	[M-H]^-	3.1	52.95	179.034 9	89.040 9, 107.052 4, 134.038 3, 135.045 7, 179.035 6	C, F, H2, X1, X2
113	Myristicin	C₁₁H₁₂O₃	[M+H]⁺	-2.2	38.26	193.085 9	193.083 9, 161.058 3, 133.065 3, 131.047 6, 115.054 0	C, F, X1, X2
114	Vanillic acid	C₈H₈O₄	[M-H]^-	3.4	28.37	167.034 9	108.023 6, 167.035 8, 123.046 5, 137.025 8	C, F, X1, X2, Y
115	Cosmosiin	C₂₁H₂₀O₁₀	[M-H]^-	0.4	74.75	431.098 3	269.046 3, 431.100 9, 268.039 1, 269.036 4, 311.059 3	C, H2, Y
116	3, 5-Dicaffeoylquinic acid	C₂₅H₂₄O₁₂	[M-H]^-	3.0	59.85	515.119 5	353.088 4, 191.056 9, 179.036 0, 135.046 2	C, H2, Y
117	Citric Acid	C₆H₈O₇	[M-H]^-	0.8	11.51	191.019 7	85.031 7, 87.011 0, 111.009 9, 129.024 2, 173.009 0	C, X1
118	Sinapic acid	C₁₁H₁₂O₅	[M-H]^-	2.3	61.51	223.061 2	223.061 3, 163.041 2, 133.065 3, 91.057 3, 117.072 0	C, X1, X2, Y
119	Chlorogenic acid	C₁₆H₁₈O₉	[M-H]^-	0.2	39.84	353.087 8	161.041 5, 135.046 1, 179.035 5, 191.056 3, 353.087 7	C, Y, H2, X1
120	Neochlorogenic acid	C₁₆H₁₈O₉	[M+H]⁺	-2.2	37.75	355.101 8	89.039 0, 117.033 1, 135.042 9, 145.026 8, 163.037 5	C, Y
121	Acteoside	C₂₉H₃₆O₁₅	[M-H]^-	0.5	69.05	623.198 1	161.025 6, 461.168 1, 623.199 8	F, G
122	Umbelliferone	C₉H₆O₃	[M+H]⁺	-2.4	46.13	163.038 7	135.042 4, 117.032 9, 89.039 0, 92.026 7, 107.049 8	F, X1, X2, Y
123	Baicalin	C₂₁H₁₈O₁₁	[M+H]⁺	-4.0	78.77	447.092 1	271.058 4, 447.089 6, 213.015 1, 228.037 7	F, Y
124	3, 4-Dicaffeoylquinic acid	C₂₅H₂₄O₁₂	[M-H]^-	0.6	78.60	515.119 5	515.118 4, 353.099 7, 191.057 1, 179.036 1	F, Y
125	Rutin^*	C₂₇H₃₀O₁₆	[M-H]^-	1.2	67.51	609.146 1	300.028 5, 301.035 3, 609.174 7, 463.088 4, 271.063 3	G, H1, H2, X1
126	Formononetin	C₁₆H₁₂O₄	[M+H]⁺	-1.0	73.02	269.080 8	118.040 4, 197.057 3, 226.059 2, 213.088 4, 237.053 7	G, H2
127	Ononin	C₂₂H₂₂O₉	[M+H]⁺	-1.4	73.05	431.133 6	254.055 1, 269.078 5, 270.081 3, 431.132 7, 432.136 2	G, H2
128	Naringenin-7-O-glucoside	C₂₁H₂₂O₁₀	[M-H]^-	0.5	65.90	433.134 0	120.056 3, 119.052 5, 151.004 2, 271.061 7, 433.113 8	G, Y
129	Kaempferol-3-rutinoside	C₂₇H₃₀O₁₅	[M-H]^-	3.4	72.74	593.151 1	593.154 6, 285.040 7, 284.034 2	G, Y
130	Chrysoeriol	C₁₆H₁₂O₆	[M-H]^-	1.9	84.95	299.056 1	227.035 5, 240.043 3, 299.056 7, 255.065 7	G, Y
131	Physcion	C₁₆H₁₂O₅	[M+H]⁺	-0.9	92.09	285.075 7	242.055 8, 270.050 4, 285.073 9, 196.048 8, 197.057 8	G, Y
132	Ellagic acid^*	C₁₄H₆O₈	[M-H]^-	1.2	69.75	300.998 9	229.992 0, 257.011 1, 300.999 5	H1, Y
133	Protocatechuic acid	C₇H₆O₄	[M-H]^-	3.7	35.00	153.019 3	108.023 4, 109.031 5, 153.020 5	X1, X2
134	p-Coumaric acid	C₉H₈O₃	[M-H]^-	3.6	66.18	163.040 0	93.036 7, 117.035 1, 119.051 8, 163.041 3, 91.056 9	X1, X2, Y
135	Cynaroside	C₂₁H₂₀O₁₁	[M-H]^-	0.5	76.21	447.093 2	284.032 8, 285.041 1, 327.050 9, 255.030 9, 227.053 5	X1, Y
136	Luteolin^*	C₁₅H₁₀O₆	[M-H]^-	0.1	103.92	285.040 6	285.040 9, 217.050 0, 199.040 1, 175.039 8, 151.004 6	X1, Y
137	Methyl vanillate	C₉H₁₀O₄	[M-H]^-	1.6	36.41	181.050 6	107.052 1, 135.046 5, 119.051 7, 163.040 8, 181.051 7	Y, X2

No.

Identification

Formula

Ion adduction

Error /10^-6

t_R /min

Measured
mass (m/z)

Fragment ion (m/z)

Source

Isogosferol

C₁₆H₁₄O₅

[M+H]⁺

-2.2

72.88

287.091 4

147.042 9, 173.022 1, 202.395 0, 287.087 6

Oxypeucedanin hydrate^*

C₁₆H₁₆O₆

[M+H]⁺

-0.9

81.12

305.101 9

305.099 0, 203.031 0, 159.042 0, 147.042 2

Bergaptol

C₁₁H₆O₄

[M-H]^-

-0.3

83.18

201.019 3

117.036 1, 145.030 4, 173.024 5, 201.020 5

Oxypeucedanin^*

C₁₆H₁₄O₅

[M+H]⁺

-2.8

112.33

287.091 4

203.031 7, 147.042 1, 287.089 4, 202.396 2, 174.028 1

Isobyakangelicol

C₁₇H₁₆O₆

[M+H]⁺

-0.5

122.79

317.101 9

188.095 7, 203.030 8, 218.018 9, 233.041 9, 218.018 9

12-Hydroxystearic acid

C₁₈H₃₆O₃

[M-H]^-

0.9

88.69

299.300 5

257.265 0, 256.261 0

Cryptochlorogenic acid

C₁₆H₁₈O₉

[M-H]^-

0.8

48.71

353.087 8

191.057 3, 179.036 8, 173.047 0, 135.046 5, 353.089 3

Ferulic acid

C₁₀H₁₀O₄

[M-H]^-

0.3

51.56

193.050 6

134.040 8, 149.062 4, 178.025 3, 193.050 9

8-Hydroxypsoralen

C₁₁H₆O₄

[M+H]⁺

-1.4

72.06

203.033 8

203.032 2, 175.037 3, 147.042 5, 129.032 8

Senkyunolide J

C₁₂H₁₈O₄

[M+H]⁺

-2.5

61.89

227.127 7

227.127 8, 191.106 2, 153.053 4, 217.106 6

Senkyunolide I

C₁₂H₁₆O₄

[M+H]⁺

-0.5

66.64

225.094 0

207.100 0, 189.089 8, 179.106 1, 161.095 1, 247.093 9

Senkyunolide H

C₁₂H₁₆O₄

[M+H]⁺

-3.5

69.54

225.112 1

207.099 9, 189.089 4, 165.052 9

Ligustilide

C₁₂H₁₄O₂

[M+H]⁺

-1.1

104.23

191.106 6

119.084 1, 191.103 6, 173.095 9, 145.096 9, 115.055 5

Butylidenephthalide

C₁₂H₁₂O₂

[M+H]⁺

-1.5

104.81

189.091 0

171.079 7, 161.091 8, 153.066 4, 128.060 7, 133.027 1

Senkyunolide F

C₁₂H₁₄O₃

[M-H]^-

1.8

122.69

205.087 0

186.932 0, 161.097 7, 205.086 8, 106.043 8

Senkyunolide A

C₁₂H₁₆O₂

[M+H]⁺

0.3

125.98

193.104 2

179.070 9, 165.053 6, 163.075 4, 147.043 2, 187.074 6

Ligustrazine

C₈H₁₂N₂

[M+H]⁺

-2.0

13.07

137.107 0

103.059 1, 122.063 4

Tectochrysin

C₁₆H₁₂O₄

[M+H]⁺

-1.3

118.87

269.080 8

269.078 5, 237.052 7, 253.046 7, 118.040 0

Fraxidin

C₁₁H₁₀O₅

[M+H]⁺

-3.3

57.61

223.060 1

162.029 5, 190.024 1, 223.057 8, 208.034 7, 193.009 5

Prim-O-glucosylcimifugin^*

C₂₂H₂₈O₁₁

[M+H]⁺

-1.9

48.50

469.170 4

261.108 6, 290.111 6, 307.113 4, 307.114 5, 235.057 5

Cimifugin^*

C₁₆H₁₈O₆

[M+H]⁺

-0.9

57.06

307.117 6

221.041 5, 235.057 0, 259.056 9, 289.104 2, 177.052 2

5-O-Methylvisammioside

C₂₂H₂₈O₁₀

[M+H]⁺

-1.3

59.63

453.175 5

203.067 0, 219.061 5, 243.061 3, 245.113 6, 273.108 0

5-O-Methylvisamminol

C₁₆H₁₈O₅

[M+H]⁺

-0.7

73.29

291.122 7

205.047 9, 219.063 2, 243.062 8, 273.110 8, 189.052 5

Sec-O-Glucosylhamaudol

C₂₁H₂₆O₁₀

[M+H]⁺

-1.7

77.85

439.159 8

205.047 5, 259.094 2, 277.104 6, 217.047 0, 439.157 2

Vicenin-2

C₂₇H₃₀O₁₅

[M-H]^-

0.2

51.64

593.151 1

353.065 3, 383.078 3, 473.110 6, 593.152 0, 503.132 9

Vicenin-1

C₂₆H₂₈O₁₄

[M-H]^-

1.5

54.87

563.140 6

353.066 9, 383.079 5, 443.096 6, 473.110 9, 503.117 2

Schaftoside

C₂₆H₂₈O₁₄

[M-H]^-

0.8

55.87

563.140 6

353.065 5, 383.076 6, 443.097 0, 473.109 6, 503.117 5,

Isoschaftoside

C₂₆H₂₈O₁₄

[M-H]^-

0.7

56.28

563.140 6

353.067 5, 383.076 9, 443.099 1, 473.109 5

Liquiritigenin-7, 4-diglucoside

C₂₇H₃₂O₁₄

[M+H]⁺

-3.7

57.14

581.186 4

137.023 4, 257.079 2, 419.131 6, 581.185 4

Neoliquiritin

C₂₁H₂₂O₉

[M+H]⁺

-1.1

58.66

419.133 6

91.057 5, 137.021 9, 257.078 5

Liquiritin^*

C₂₁H₂₂O₉

[M+H]⁺

-1.7

59.31

419.133 6

119.049 0, 137.022 0, 147.042 6, 211.073 2, 239.068 7

Isoviolanthin

C₂₇H₃₀O₁₄

[M-H]^-

3.3

60.57

577.156 2

353.066 9, 383.078 1, 457.114 9, 577.158 7

Liquiritin apioside

C₂₆H₃₀O₁₃

[M-H]^-

2.0

61.08

549.161 3

255.064 7, 429.106 0, 549.164 2, 417.120 1

Isoliquiritigenin

C₁₅H₁₂O₄

[M+H]⁺

-1.0

61.63

257.080 8

137.021 8, 147.043 5, 242.058 4, 257.078 3

Liquiritigenin

C₁₅H₁₂O₄

[M+H]⁺

-1.1

62.30

257.080 8

119.049 1, 137.022 3, 147.042 4, 165.067 9, 211.073 3

Isoliquiritin apioside^*

C₂₆H₃₀O₁₃

[M-H]^-

2.2

64.18

549.161 3

255.066 5, 417.120 1, 429.117 6, 135.009 9

Choerospondin

C₂₁H₂₂O₁₀

[M-H]^-

1.2

70.92

433.114 0

271.026 4, 255.030 2, 151.004 6, 119.948 4

5, 7, 4′-Trihydroxyisoflavanone 7-O-glucoside

C₂₁H₂₂O₁₀

[M-H]^-

0.6

74.58

433.114 0

107.013 3, 151.004 5, 271.062 0, 433.114 3, 119.051 2

6″-O-Acetylliquiritin

C₂₃H₂₄O₁₀

[M-H]^-

-2.3

80.88

459.129 6

459.131 4, 255.066 9, 135.009 5, 119.051 2

Liguiritigenin-7-O-D-apiosyl-4′-O-D-glucoside

C₂₆H₃₀O₁₃

[M-H]^-

1.0

82.93

549.161 3

255.066 9, 429.104 6, 135.009 4, 119.050 9

Licorice glycoside C1

C₃₆H₃₈O₁₆

[M-H]^-

3.5

86.34

725.208 7

255.066 2, 531.152 4, 549.164 0

Licorice glycoside D2

C₃₅H₃₆O₁₅

[M-H]^-

2.9

87.90

695.198 1

255.066 7, 531.151 4, 549.161 6, 399.108 3, 145.029 7

Licochalcone B

C₁₆H₁₄O₅

[M-H]^-

0.7

92.59

285.076 8

150.033 0, 270.054 1, 149.025 4, 177.019 8

Licorice glycoside A

C₃₆H₃₈O₁₆

[M-H]^-

4.6

99.22

725.208 7

549.178 3, 531.154 9, 255.046 4, 193.051 4

1, 3-5-Ethoxy-benzenedicarboxylicacid

C₁₀H₁₀O₅

[M-H]^-

2.9

47.02

209.045 5

59.018 6, 93.036 7, 165.056 6, 119.050 7, 209.046 7

Licoricesaponin A3

C₄₈H₇₂O₂₁

[M-H]^-

4.2

98.61

984.449 3

821.397 7, 645.370 4, 351.058 3, 759.409 0

Uralsaponin F

C₄₄H₆₄O₁₉

[M-H]^-

3.4

103.37

895.396 9

351.057 1, 895.401 6

Licoricesaponin G2

C₄₂H₆₂O₁₇

[M+H]⁺

-2.1

118.16

839.405 9

451.318 2, 469.327 2, 487.338 2, 663.370 0

Licoricesaponin H2

C₄₂H₆₂O₁₆

[M+H]⁺

-3.8

121.84

823.411 0

453.332 2, 471.343 2, 647.373 5, 823.407 9

Melliferone

C₃₀H₄₄O₃

[M+H]⁺

-3.0

123.21

453.336 3

407.337 0, 435.334 2, 357.243 6, 303.198 8, 389.317 4

Ammonium glycyrrhizate^*

C₄₂H₆₅NO₁₆

[M+H]⁺

-3.8

124.53

840.434 7

453.322 5, 471.342 4, 647.375 2, 823.407 1

Cassiaside B

C₂₆H₃₀O₁₄

[M-H]^-

1.5

72.84

565.156 2

271.061 9, 565.157 2

Licocoumarone

C₂₀H₂₀O₅

[M+H]⁺

0.6

127.37

341.138 3

149.058 3, 285.073 7, 341.136 9, 300.097 3, 285.073 7

Gallic acid^*

C₇H₆O₅

[M-H]^-

2.9

24.23

169.014 2

125.025 3, 169.014 7, 97.031 1, 79.021 6

Vitamin C

C₆H₈O₆

[M-H]^-

0.6

14.18

175.024 8

69.037 5, 87.046 9, 113.125 5, 157.014 6, 175.022 3

Pratensein-7-O-glucoside

C₂₂H₂₂O₁₁

[M-H]^-

2.4

55.52

461.108 9

461.109 3, 299.056 1, 284.032 8

Calycosin

C₁₆H₁₂O₅

[M+H]⁺

-1.6

57.12

285.075 7

137.022 0, 197.056 0, 213.051 7, 225.050 8, 253.046 7

Calycosin 7-O-glucoside

C₂₂H₂₂O₁₀

[M-H]^-

1.6

72.35

445.114 0

239.076 1, 268.039 5, 283.062 3, 491.121 3

Calycosin-7-O-β-D-(6″-acetyl)-glucoside

C₂₄H₂₄O₁₁

[M+H]⁺

-2.6

74.22

489.139 1

285.073 7, 489.138 4, 175.037 4, 229.083 5

3′-Hydroxy-4′-methoxy isoflavone

C₁₆H₁₂O₄

[M-H]^-

2.5

75.14

267.066 2

251.035 6, 223.041 2, 195.046 6, 132.021 1, 165.057 5

Isomucronulatol

C₁₇H₁₈O₅

[M+H]⁺

-1.6

80.48

303.122 7

303.146 3, 167.067 8, 133.069 3, 123.043 7, 161.056 7

4′, 6-Dimethoxy-7-hydroxyisoflavone

C₁₇H₂₀O₅

[M+H]⁺

0.4

81.03

305.091 4

203.032 7, 175.037 8, 160.014 5, 188.008 6

Astragaloside Ⅳ

C₄₁H₆₈O₁₄

[M+COOH]^-

4.8

103.39

830.458 0

783.457 7, 829.462 8, 784.461 2

Astragaloside Ⅱ

C₄₃H₇₀O₁₅

[M+H]⁺

-0.6

112.78

827.478 7

827.474 5, 809.457 8, 647.410 1, 473.358 3, 455.349 3

Isoastragaloside Ⅰ

C₄₅H₇₂O₁₆

[M+H]⁺

-1.4

124.00

870.471 2

653.399 5, 437.339 2, 419.328 8, 851.480 1, 689.421 3

Raffinose

C₁₈H₃₂O₁₆

[M-H]^-

-2.3

5.39

503.161 7

503.162 1, 161.046 9, 179.055 8, 89.026 3, 101.025 6

Homoorientin

C₂₁H₂₀O₁₁

[M+H]⁺

-2.6

56.41

449.107 8

329.063 4, 431.096 0, 449.105 8, 413.096 0, 353.064 6

Hesperidin

C₂₈H₃₄O₁₅

[M-H]^-

2.6

70.79

609.182 4

301.072 0, 343.084 3, 269.045 0, 609.184 4, 383.115 1

Danshensu

C₉H₁₀O₅

[M-H]^-

3.1

29.52

197.047 7

123.047 9, 135.047 2, 179.036 8, 197.047 7

Salviaflaside

C₂₄H₂₆O₁₃

[M-H]^-

1.2

67.54

521.130 0

161.025 0, 359.077 4, 179.035 6, 323.077 0, 135.045 6

Rosmarinic acid^*

C₁₈H₁₆O₈

[M-H]^-

1.4

79.31

359.077 2

135.046 0, 161.025 0, 179.046 5, 197.046 5, 359.078 9

Gluconic acid

C₆H₁₂O₇

[M-H]^-

0.4

4.43

195.051 0

59.018 3, 75.012 1, 195.052 2, 129.021 6, 159.031 9

Malic acid

C₄H₆O₅

[M-H]^-

2.9

6.54

133.014 2

71.017 0, 72.996 2, 115.004 8, 133.015 1, 59.017 3

Eudesmin

C₂₂H₂₆O₆

[M+H]⁺

-1.4

70.75

387.180 2

369.168 1, 351.157 8, 339.158 0, 231.099 4, 189.089 3

Denudatone

C₂₂H₂₆O₆

[M+H]⁺

-0.3

80.28

387.180 2

369.168 5, 351.157 9, 339.158 7, 231.099 2, 189.089 5

Magnone A

C₂₂H₂₆O₇

[M+H]⁺

-0.8

93.46

403.175 1

385.162 4, 367.154 1, 265.105 7, 247.094 9, 217.084 3

Magnone B

C₂₃H₂₈O₈

[M+H]⁺

-0.7

101.68

433.185 6

415.173 0, 397.162 8, 265.105 3, 247.097 4, 217.083 2

epi-Magnolin A

C₂₃H₂₈O₇

[M+H]⁺

-2.5

117.25

417.190 7

399.178 8, 381.167 6, 369.167 1, 329.136 7, 261.110 3

Yangambin

C₂₄H₃₀O₈

[M+H]⁺

-1.8

119.86

447.201 3

429.188 3, 411.177 7, 380.159 4, 358.138 7, 231.099 1

Magnolin*

C₂₃H₂₈O₇

[M+H]⁺

-1.7

122.36

417.190 7

439.176 0, 254.092 5, 151.073 4, 108.995 0, 381.167 5

Senkyunolide C

C₁₂H₁₂O₃

[M-H]^-

1.5

127.62

203.071 3

203.072 4, 173.025 0, 159.893 1, 145.030 2, 116.928 2

Taxifolin-7-O-glucoside

C₂₁H₂₂O₁₂

[M-H]^-

0.4

55.43

465.103 8

303.051 4, 465.104 9, 285.039 1, 135.046 4, 166.999 1

Eriodictyol-7-O-glucoside

C₂₁H₂₂O₁₁

[M-H]^-

0.3

62.52

449.108 9

135.045 6, 151.004 2, 175.004 7, 287.057 3, 449.110 2

Isovitexin

C₂₁H₂₀O₁₀

[M-H]^-

2.2

62.76

431.098 3

431.099 4, 341.066 9, 311.057 5, 283.064 4

Luteolin-7-O-rutinoside

C₂₇H₃₀O₁₆

[M-H]^-

2.2

65.29

609.151 1

285.041 3, 593.153 5

Kaempferol-7-O-glucoside

C₂₁H₂₀O₁₁

[M-H]^-

0.9

67.62

447.093 2

447.093 7, 285.040 6, 284.032 7, 327.051 4

Apigenin-7-O-rutinoside

C₂₇H₃₀O₁₄

[M-H]^-

1.4

71.54

577.156 2

269.046 3, 577.158 1, 311.064 7, 397.059 7

5, 3′, 4′-Tetrahydroxy-dihydroflavone-7-O-glucoside

C₂₁H₂₂O₁₁

[M-H]^-

-0.6

73.36

449.108 9

287.057 4, 151.004 7, 107.015 3

Diosmetin-7-O-glucoside

C₂₂H₂₂O₁₁

[M-H]^-

1.0

74.26

461.108 9

461.110 2, 299.057 6, 284.035 9

Hesperetin 7-O-glucuronide

C₂₂H₂₂O₁₂

[M-H]^-

3.6

77.73

477.103 8

301.073 9, 113.026 7, 151.002 9, 175.024 9, 477.104 2

Quercitrin

C₂₁H₂₀O₁₁

[M-H]^-

0.9

77.91

447.093 2

300.027 8, 301.036 2, 447.093 2, 271.062 2, 151.003 6

Hesperetin

C₁₆H₁₄O₆

[M-H]^-

-0.4

79.15

301.071 7

301.072 8, 286.053 0, 164.929 1, 151.039 2

Linarin^*

C₂₈H₃₂O₁₄

[M+H]⁺

-2.3

80.26

593.186 4

285.072 8, 447.125 3, 593.183 4

Diosmetin 7-O-β-D-glucuronide

C₂₂H₂₀O₁₂

[M-H]^-

1.6

80.42

475.088 2

475.089 6, 299.056 3, 284.032 7, 113.026 1

Apigenin 7-glucuronide

C₂₁H₁₈O₁₁

[M-H]^-

-0.8

81.05

445.077 4

269.046 2, 113.025 5, 175.026 0, 308.917 0, 194.906 5

Luteolin-7-O-6″-acetylglucoside

C₂₃H₂₂O₁₂

[M-H]^-

2.1

84.19

489.103 8

285.040 9, 489.104 6, 284.034 5

Caffeic acid-glucoside

C₁₅H₁₈O₉

[M-H]^-

2.0

44.04

341.087 8

281.068 0, 251.055 0, 221.047 4, 179.035 6, 161.026 3

1-O-Caffeoylquinic acid

C₁₆H₁₈O₉

[M+H]⁺

-1.0

46.51

355.102 3

89.039 6, 107.048 6, 117.032 4, 135.043 0, 145.027 4

p-Coumaroylquinic acid

C₁₆H₁₈O₈

[M-H]^-

0.6

56.02

337.092 8

93.036 8, 191.035 8, 147.046 7, 191.035 8, 163.041 0

100

Methyl caffeate

C₁₀H₁₀O₄

[M-H]^-

3.4

66.45

193.050 6

133.030 4, 178.028 0, 193.051 2, 134.038 2, 149.062 1

101

1, 3-Dicaffeoylquinic acid

C₂₅H₂₄O₁₂

[M-H]^-

0.6

76.56

515.119 5

515.119 9, 353.087 6, 191.056 5, 179.035 5, 173.046 4

102

1, 5-Dicaffeoylquinic acid^*

C₂₅H₂₄O₁₂

[M-H]^-

1.0

78.14

515.119 5

515.120 8, 353.088 6, 191.056 7, 179.035 5, 173.047 5

103

4, 5-Dicaffeoylquinic acid

C₂₅H₂₄O₁₂

[M-H]^-

0.5

82.19

515.119 5

515.122 3, 353.089 8, 191.057 2, 179.036 2, 173.046 9

104

Quinic acid

C₇H₁₂O₆

[M-H]^-

1.0

5.17

191.056 1

191.055 6, 173.045 7, 127.041 5, 93.036 5, 87.011 4

105

Benzoic acid

C₇H₆O₂

[M-H]^-

4.2

67.17

121.029 5

77.042 4, 121.030 9, 91.023 1, 92.028 7

106

Methylparaben

C₈H₈O₃

[M-H]^-

4.8

43.69

151.040 0

108.023 5, 136.017 8, 151.041 0, 109.031 2

107

Sucrose

C₁₂H₂₂O₁₁

[M+COOH]^-

0.3

4.64

387.113 3

387.113 4, 341.107 3, 179.056 0

B, C, H2, X1

108

5-Hydroxyl-8-methoxypsoralen

C₁₂H₈O₅

[M+H]⁺

-0.7

80.34

233.044 4

218.018 5, 190.023 8, 162.029 2, 134.035 1, 106.040 7

B, F

109

Byakangelicin

C₁₇H₁₈O₇

[M+H]⁺

-0.8

81.00

335.094 4

162.029 3, 238.993 5, 203.031 5, 254.016 9

B, F

110

Scopoletin

C₁₀H₈O₄

[M+H]⁺

-1.9

57.77

193.049 5

178.024 3, 161.023 6, 133.027 1, 137.058 0, 149.025 1

B, F, G

111

Nodakenin

C₂₀H₂₄O₉

[M+H]⁺

-2.9

57.86

409.149 3

247.095 0, 229.083 7, 201.087 4, 187.036 6, 175.037 4

B, F, H2

112

Caffeic acid

C₉H₈O₄

[M-H]^-

3.1

52.95

179.034 9

89.040 9, 107.052 4, 134.038 3, 135.045 7, 179.035 6

C, F, H2, X1, X2

113

Myristicin

C₁₁H₁₂O₃

[M+H]⁺

-2.2

38.26

193.085 9

193.083 9, 161.058 3, 133.065 3, 131.047 6, 115.054 0

C, F, X1, X2

114

Vanillic acid

C₈H₈O₄

[M-H]^-

3.4

28.37

167.034 9

108.023 6, 167.035 8, 123.046 5, 137.025 8

C, F, X1, X2, Y

115

Cosmosiin

C₂₁H₂₀O₁₀

[M-H]^-

0.4

74.75

431.098 3

269.046 3, 431.100 9, 268.039 1, 269.036 4, 311.059 3

C, H2, Y

116

3, 5-Dicaffeoylquinic acid

C₂₅H₂₄O₁₂

[M-H]^-

3.0

59.85

515.119 5

353.088 4, 191.056 9, 179.036 0, 135.046 2

C, H2, Y

117

Citric Acid

C₆H₈O₇

[M-H]^-

0.8

11.51

191.019 7

85.031 7, 87.011 0, 111.009 9, 129.024 2, 173.009 0

C, X1

118

Sinapic acid

C₁₁H₁₂O₅

[M-H]^-

2.3

61.51

223.061 2

223.061 3, 163.041 2, 133.065 3, 91.057 3, 117.072 0

C, X1, X2, Y

119

Chlorogenic acid

C₁₆H₁₈O₉

[M-H]^-

0.2

39.84

353.087 8

161.041 5, 135.046 1, 179.035 5, 191.056 3, 353.087 7

C, Y, H2, X1

120

Neochlorogenic acid

C₁₆H₁₈O₉

[M+H]⁺

-2.2

37.75

355.101 8

89.039 0, 117.033 1, 135.042 9, 145.026 8, 163.037 5

C, Y

121

Acteoside

C₂₉H₃₆O₁₅

[M-H]^-

0.5

69.05

623.198 1

161.025 6, 461.168 1, 623.199 8

F, G

122

Umbelliferone

C₉H₆O₃

[M+H]⁺

-2.4

46.13

163.038 7

135.042 4, 117.032 9, 89.039 0, 92.026 7, 107.049 8

F, X1, X2, Y

123

Baicalin

C₂₁H₁₈O₁₁

[M+H]⁺

-4.0

78.77

447.092 1

271.058 4, 447.089 6, 213.015 1, 228.037 7

F, Y

124

3, 4-Dicaffeoylquinic acid

C₂₅H₂₄O₁₂

[M-H]^-

0.6

78.60

515.119 5

515.118 4, 353.099 7, 191.057 1, 179.036 1

F, Y

125

Rutin^*

C₂₇H₃₀O₁₆

[M-H]^-

1.2

67.51

609.146 1

300.028 5, 301.035 3, 609.174 7, 463.088 4, 271.063 3

G, H1, H2, X1

126

Formononetin

C₁₆H₁₂O₄

[M+H]⁺

-1.0

73.02

269.080 8

118.040 4, 197.057 3, 226.059 2, 213.088 4, 237.053 7

G, H2

127

Ononin

C₂₂H₂₂O₉

[M+H]⁺

-1.4

73.05

431.133 6

254.055 1, 269.078 5, 270.081 3, 431.132 7, 432.136 2

G, H2

128

Naringenin-7-O-glucoside

C₂₁H₂₂O₁₀

[M-H]^-

0.5

65.90

433.134 0

120.056 3, 119.052 5, 151.004 2, 271.061 7, 433.113 8

G, Y

129

Kaempferol-3-rutinoside

C₂₇H₃₀O₁₅

[M-H]^-

3.4

72.74

593.151 1

593.154 6, 285.040 7, 284.034 2

G, Y

130

Chrysoeriol

C₁₆H₁₂O₆

[M-H]^-

1.9

84.95

299.056 1

227.035 5, 240.043 3, 299.056 7, 255.065 7

G, Y

131

Physcion

C₁₆H₁₂O₅

[M+H]⁺

-0.9

92.09

285.075 7

242.055 8, 270.050 4, 285.073 9, 196.048 8, 197.057 8

G, Y

132

Ellagic acid^*

C₁₄H₆O₈

[M-H]^-

1.2

69.75

300.998 9

229.992 0, 257.011 1, 300.999 5

H1, Y

133

Protocatechuic acid

C₇H₆O₄

[M-H]^-

3.7

35.00

153.019 3

108.023 4, 109.031 5, 153.020 5

X1, X2

134

p-Coumaric acid

C₉H₈O₃

[M-H]^-

3.6

66.18

163.040 0

93.036 7, 117.035 1, 119.051 8, 163.041 3, 91.056 9

X1, X2, Y

135

Cynaroside

C₂₁H₂₀O₁₁

[M-H]^-

0.5

76.21

447.093 2

284.032 8, 285.041 1, 327.050 9, 255.030 9, 227.053 5

X1, Y

136

Luteolin^*

C₁₅H₁₀O₆

[M-H]^-

0.1

103.92

285.040 6

285.040 9, 217.050 0, 199.040 1, 175.039 8, 151.004 6

X1, Y

137

Methyl vanillate

C₉H₁₀O₄

[M-H]^-

1.6

36.41

181.050 6

107.052 1, 135.046 5, 119.051 7, 163.040 8, 181.051 7

Y, X2

PubChem CID	Ingredient	Source	Degree
5280448	Calycosin	H2	7
503737	Liquiritin	G	3
114829	Liquiritigenin	G	11
5280378	Formononetin	H2, G	8
64982	Baicalin	F, Y	8
72281	Hesperetin	Y	9
5317025	Linarin	Y	14
5280666	Chrysoeriol	G, Y	3
5318999	Licochalcone B	G	9
5280445	Luteolin	X1, Y	13
73191	Nodakenin	H2, F, B	4
234823	Eudesmin	X2	3
148619	Isogosferol	B	2
6474640	1, 3-Dicaffeoylquinic acid	Y	8
5281855	Ellagic acid	H1, Y	7
441970	5-O-Methylvisamminol	F	7
503731	Licocoumarone	G	5
445858	Ferulic acid	C	11
5281792	Rosmarinic acid	X1	16
169234	Magnolin	X2	13
13943297	Astragaloside Ⅳ	H2	9
62074	Ammonium glycyrrhizate	G	5
14034912	prim-O-Glucosylcimifugin	F	15
21670038	5-O-Methylvisammioside	F	3
11521428	Senkyunolide I	C	13
10478277	sec-O-Glucosylhamaudol	F	5
5281954	Tectochrysin	F	9
370	Gallic acid	H1	12
44257307	Pratensein-7-O-glucoside	H2	3
9867450	Magnone B	X2	6
5280459	Quercitrin	Y	7
5280460	Scopoletin	B, F, G	3
8468	Vanillic acid	C, F, Y, X1, X2	9
5280704	Cosmosiin	C, Y, H2	8
92794	Naringenin-7-O-glucoside	Y, G	4
637542	p-Coumaric acid	Y, X1, X2	10
17536	Oxypeucedanin hydrate	B	6
160544	Oxypeucedanin	B	6
10211	Byakangelicin	B, F	3
689043	Caffeic acid	C, F, H2, X1, X2	26
6438919	Salviaflaside	X1	4
9798666	Cryptochlorogenic acid	C	5
5280633	Neochlorogenic acid	C, Y	6
1794427	Chlorogenic acid	C, Y, H2, X1	8
51666248	Neoliquiritin	G	3
14187172	Licoricesaponin A3	G	5
14891565	Licoricesaponin G2	G	11
14837471	Licoricesaponin H2	G	3
13996693	Astragaloside Ⅱ	H2	5
10076238	Liquiritin apioside	G	10
5280805	Rutin	G, H1, H2, X1	9
24121290	Senkyunolide J	C	3
5319022	Ligustilide	C	15
642376	Butylidenephthalide	C	6
11241196	Senkyunolide F	C	18
3085257	Senkyunolide A	C	1
638278	Isoliquiritigenin	G	1
5318267	Calycosin 7-O-glucoside	H2	3
10621	Hesperidin	X1	1

PubChem CID

Ingredient

Source

Degree

5280448

Calycosin

503737

Liquiritin

114829

Liquiritigenin

5280378

Formononetin

H2, G

64982

Baicalin

F, Y

72281

Hesperetin

5317025

Linarin

5280666

Chrysoeriol

G, Y

5318999

Licochalcone B

5280445

Luteolin

X1, Y

73191

Nodakenin

H2, F, B

234823

Eudesmin

148619

Isogosferol

6474640

1, 3-Dicaffeoylquinic acid

5281855

Ellagic acid

H1, Y

441970

5-O-Methylvisamminol

503731

Licocoumarone

445858

Ferulic acid

5281792

Rosmarinic acid

169234

Magnolin

13943297

Astragaloside Ⅳ

62074

Ammonium glycyrrhizate

14034912

prim-O-Glucosylcimifugin

21670038

5-O-Methylvisammioside

11521428

Senkyunolide I

10478277

sec-O-Glucosylhamaudol

5281954

Tectochrysin

370

Gallic acid

44257307

Pratensein-7-O-glucoside

9867450

Magnone B

5280459

Quercitrin

5280460

Scopoletin

B, F, G

8468

Vanillic acid

C, F, Y, X1, X2

5280704

Cosmosiin

C, Y, H2

92794

Naringenin-7-O-glucoside

Y, G

637542

p-Coumaric acid

Y, X1, X2

17536

Oxypeucedanin hydrate

160544

Oxypeucedanin

10211

Byakangelicin

B, F

689043

Caffeic acid

C, F, H2, X1, X2

6438919

Salviaflaside

9798666

Cryptochlorogenic acid

5280633

Neochlorogenic acid

C, Y

1794427

Chlorogenic acid

C, Y, H2, X1

51666248

Neoliquiritin

14187172

Licoricesaponin A3

14891565

Licoricesaponin G2

14837471

Licoricesaponin H2

13996693

Astragaloside Ⅱ

10076238

Liquiritin apioside

5280805

Rutin

G, H1, H2, X1

24121290

Senkyunolide J

5319022

Ligustilide

642376

Butylidenephthalide

11241196

Senkyunolide F

3085257

Senkyunolide A

638278

Isoliquiritigenin

5318267

Calycosin 7-O-glucoside

10621

Hesperidin

PubChem CID	Component	Binding energy/kcal·mol^-1
689043	Caffeic acid	-4.57	-5.88	-4.59	-4.97	-5.13
11241196	Senkyunolide F	-4.87	-6.16	-4.78	-5.03	-4.47
5281792	Rosmarinic acid	-4.27	-4.36	-3.9	-2.94	-4.36
5319022	Ligustilide	-3.85	-6.13	-5.81	-4.49	-5.18
14034912	prim-O-Glucosylcimifugin	-4.06	-5.64	-3.46	-2.92	-2.78
5317025	Linarin	-4.43	-4.44	-2.32	-2.65	-2.53
169234	Magnolin	-5.42	-6.44	-4.53	-5.2	-4.57
5280445	Luteolin	-3.49	-6.18	-4.73	-5.05	-4.83
11521428	Senkyunolide I	-4.05	-5.72	-4.37	-3.75	-4.3
370	Gallic acid	-3.82	-5.41	-3.8	-5.45	-4.31

PubChem CID

Component

Binding energy/kcal·mol^-1

TNF

IL1B

AKT1

VEGFA

STAT3

689043

Caffeic acid

-4.57

-5.88

-4.59

-4.97

-5.13

11241196

Senkyunolide F

-4.87

-6.16

-4.78

-5.03

-4.47

5281792

Rosmarinic acid

-4.27

-4.36

-3.9

-2.94

-4.36

5319022

Ligustilide

-3.85

-6.13

-5.81

-4.49

-5.18

14034912

prim-O-Glucosylcimifugin

-4.06

-5.64

-3.46

-2.92

-2.78

5317025

Linarin

-4.43

-4.44

-2.32

-2.65

-2.53

169234

Magnolin

-5.42

-6.44

-4.53

-5.2

-4.57

5280445

Luteolin

-3.49

-6.18

-4.73

-5.05

-4.83

11521428

Senkyunolide I

-4.05

-5.72

-4.37

-3.75

-4.3

370

Gallic acid

-3.82

-5.41

-3.8

-5.45

-4.31