药学学报

No.	Compound name	Formula	M_r/Da	CAS No.
1	4-Methoxycinnamic acid	C₁₀H₁₀O₃	178.063 0	830-09-1
2	3-Hydroxy-4-methoxycinnamic acid	C₁₀H₁₀O₄	194.057 9	537-73-5
3	Ferulic acid	C₁₀H₁₀O₄	194.057 9	1135-24-6
4	Ethylenediaminetetraacetic acid	C₁₀H₁₆N₂O₈	292.090 7	60-00-4
5	Lunatinin	C₁₃H₁₄O₅	250.084 1	69364-81-4
6	Daidzein	C₁₅H₁₀O₄	254.057 9	486-66-8
7	Genistein	C₁₅H₁₀O₅	270.052 8	446-72-0
8	Cianidanol	C₁₅H₁₄O₆	290.079 0	154-23-4
9	Osthole	C₁₅H₁₆O₃	244.109 9	484-12-8
10	Glycitein	C₁₆H₁₂O₅	284.068 5	40957-83-3
11	Chlorogenic acid	C₁₆H₁₈O₉	354.095 1	327-97-9
12	ML-236C	C₁₈H₂₆O₃	290.188 2	58889-18-2
13	ML-236A	C₁₈H₂₆O₄	306.183 1	58889-19-3
14	Linoleic acid	C₁₈H₃₂O₂	280.240 2	60-33-3
15	Folic acid	C₁₉H₁₉N₇O₆	441.139 7	59-30-3
16	Monacolin Q	C₁₉H₂₂O₂	282.162 0	1879038-89-7
17	α, β-Hydromonacolin Q	C₁₉H₂₄O₃	300.172 5	118045-32-2
18	Dehydromonacolin L	C₁₉H₂₆O₂	286.193 3	1355394-52-3
19	Dehydromonacolin J	C₁₉H₂₆O₃	302.188 2	1355394-51-2
20	Dehydromonacolin MV2	C₁₉H₂₆O₅	334.178 0	-
21	α, β-Dehydrodihydromonacolin L	C₁₉H₂₈O₂	288.208 9	531523-94-1
22	Monacolin R	C₁₉H₂₈O₃	304.203 8	1879038-90-0
23	Monacolin L	C₁₉H₂₈O₃	304.203 8	79394-47-1
24	Monacolin J	C₁₉H₂₈O₄	320.198 8	79952-42-4
25	Dihydromonacolin L	C₁₉H₃₀O₃	306.219 5	86827-77-2
26	3α-Hydroxy-3, 5-dihydromonacolin L	C₁₉H₃₀O₄	322.214 4	119786-66-2
27	Sterculic acid	C₁₉H₃₄O₂	294.255 9	738-87-4
28	Monacolin L acid methyl ester	C₂₀H₃₂O₄	336.230 1	312710-94-4
29	Monalbidin N5	C₂₀H₃₂O₅	352.225 0	2769120-20-7
30	Rubropunctatine	C₂₁H₂₂O₅	354.146 7	514-67-0
31	Rubropunctamine	C₂₁H₂₃NO₄	353.162 7	514-66-9
32	Monascin	C₂₁H₂₆O₅	358.178 0	21516-68-7
33	Dehydromonacolin N	C₂₁H₂₈O₄	344.198 8	1355394-50-1
34	6-α-O-Ethyl-4, 6-dihydromonacoline L	C₂₁H₃₄O₄	350.245 7	-
35	Monacolin T	C₂₁H₃₆O₅	368.256 3	-
36	Monacolin N1	C₂₂H₃₄O₆	394.235 5	-
37	Monacolin U	C₂₂H₃₈O₅	382.271 9	-
38	Rotiorinol A	C₂₃H₂₆O₅	382.178 0	901309-41-9
39	Monascorubrin	C₂₃H₂₆O₅	382.178 0	13283-90-4
40	Monascorubramin	C₂₃H₂₇NO₄	381.194 0	3627-51-8
41	Robustadial A	C₂₃H₃₀O₅	386.209 3	88130-99-8
42	Mevastatin	C₂₃H₃₄O₅	390.240 6	73573-88-3
43	Monacolin M	C₂₃H₃₄O₆	406.235 5	106909-04-0
44	Dehydromonacolin K	C₂₄H₃₄O₄	386.245 7	109273-98-5
45	Monacolin X	C₂₄H₃₄O₆	418.235 5	96497-73-3
46	α, β-Dehydrodihydromonacolin K	C₂₄H₃₆O₄	388.261 4	312710-92-2
47	Monacolin K	C₂₄H₃₆O₅	404.256 3	75330-75-5
48	Dihydromonacolin K	C₂₄H₃₈O₅	406.271 9	77517-29-4
49	Dehydromonacolin MV	C₂₄H₃₈O₅	406.271 9	935846-59-6
50	Lovastatin acid	C₂₄H₃₈O₆	422.266 8	77550-67-5
51	Monacolin S	C₂₄H₃₈O₇	438.261 8	-
52	Monacolin K methyl ester	C₂₅H₄₀O₆	436.282 5	77934-80-6
53	Monacolin K ethyl ester	C₂₆H₄₂O₆	450.298 1	77517-31-8
54	Ergosterol	C₂₈H₄₄O	396.339 2	57-87-4
55	Stigmasterin	C₂₉H₄₈O	412.370 5	83-48-7
56	Oxalic acid	C₂H₂O₄	89.995 3	144-62-7
57	Acetic acid	C₂H₄O₂	60.021 1	64-19-7
58	Glycolic acid	C₂H₄O₃	76.016 0	79-14-1
59	β-Glycyrrhetinic acid	C₃₀H₄₆O₄	470.339 6	471-53-4
60	Oleanolic acid	C₃₀H₄₈O₃	456.360 3	508-02-1
61	Ursolic acid	C₃₀H₄₈O₃	456.360 3	77-52-1
62	Pyruvic acid	C₃H₄O₃	88.016 0	127-17-3
63	Malonic acid	C₃H₄O₄	104.011 0	141-82-2
64	Propionic acid	C₃H₆O₂	74.036 8	29102
65	Lactic acid	C₃H₆O₃	90.031 7	50-21-5
66	Maleic acid	C₄H₄O₄	116.011 0	110-16-7
67	Fumaric acid	C₄H₄O₄	116.011 0	110-17-8
68	Succinic acid	C₄H₆O₄	118.026 6	110-15-6
69	Malic acid	C₄H₆O₅	134.021 5	6915-15-7
70	Tartaric acid	C₄H₆O₆	150.016 4	526-83-0
71	Butyric acid	C₄H₈O₂	88.052 4	107-92-6
72	4-Aminobutyric acid	C₄H₉NO₂	103.063 3	20791
73	D-Glucuronic acid	C₆H₁₀O₇	194.042 7	1700908
74	Nicotinic acid	C₆H₅NO₂	123.032 0	59-67-6
75	Sorbic acid	C₆H₈O₂	112.052 4	110-44-1
76	Citric acid	C₆H₈O₇	192.027 0	77-92-9
77	Shikimic acid	C₇H₁₀O₅	174.052 8	138-59-0
78	Quinic acid	C₇H₁₂O₆	192.063 4	77-95-2
79	Benzoic acid	C₇H₆O₂	122.036 8	65-85-0
80	4-Hydroxybenzoic acid	C₇H₆O₃	138.031 7	99-96-7
81	Salicylic acid	C₇H₆O₃	138.031 7	69-72-7
82	2, 4-Dihydroxybenzoic acid	C₇H₆O₄	154.026 6	89-86-1
83	Protocatechuic acid	C₇H₆O₄	154.026 6	99-50-3
84	Gallic acid	C₇H₆O₅	170.021 5	149-91-7
85	2-Methoxybenzoic acid	C₈H₈O₃	152.047 3	529-75-9
86	Vanillic acid	C₈H₈O₄	168.042 3	121-34-6
87	3-(4-Hydroxyphenyl)propionic acid	C₉H₁₀O₃	166.063 0	501-97-3
88	Syringic acid	C₉H₁₀O₅	198.052 8	530-57-4
89	Cinnamic acid	C₉H₈O₂	148.052 4	621-82-9
90	trans-Cinnamic acid	C₉H₈O₂	148.052 4	140-10-3
91	Caffeic acid	C₉H₈O₄	180.042 3	331-39-5
92	Formic acid	CH₂O₂	46.005 5	64-18-6
93	Sulfamic acid	H₃NO₃S	96.983 4	5329-14-6
94	Sucrose	C₁₂H₂₄O₁₂	360.310 0	5989-81-1
95	Fructose	C₆H₁₂O₆	180.160 0	7660-25-5
96	Glucose	C₆H₁₂O₆	180.160 0	50-99-7
97	Xylose	C₅H₁₀O₅	150.130 0	58-86-6
98	Maltose	C₁₂H₂₂O₁₁	342.300 0	69-79-4
99	Monacolin O	C₂₅H₄₀O₈	468.580 0	-
100	Monacolin N	C₁₉H₂₈O₃	304.420 0	-
101	Monasscusic acid A	C₁₅H₂₂O₂	234.161 9	-

No.	Compound name	Formula	M_r/Da	CAS No.
1	4-Methoxycinnamic acid	C₁₀H₁₀O₃	178.063 0	830-09-1
2	3-Hydroxy-4-methoxycinnamic acid	C₁₀H₁₀O₄	194.057 9	537-73-5
3	Ferulic acid	C₁₀H₁₀O₄	194.057 9	1135-24-6
4	Ethylenediaminetetraacetic acid	C₁₀H₁₆N₂O₈	292.090 7	60-00-4
5	Lunatinin	C₁₃H₁₄O₅	250.084 1	69364-81-4
6	Daidzein	C₁₅H₁₀O₄	254.057 9	486-66-8
7	Genistein	C₁₅H₁₀O₅	270.052 8	446-72-0
8	Cianidanol	C₁₅H₁₄O₆	290.079 0	154-23-4
9	Osthole	C₁₅H₁₆O₃	244.109 9	484-12-8
10	Glycitein	C₁₆H₁₂O₅	284.068 5	40957-83-3
11	Chlorogenic acid	C₁₆H₁₈O₉	354.095 1	327-97-9
12	ML-236C	C₁₈H₂₆O₃	290.188 2	58889-18-2
13	ML-236A	C₁₈H₂₆O₄	306.183 1	58889-19-3
14	Linoleic acid	C₁₈H₃₂O₂	280.240 2	60-33-3
15	Folic acid	C₁₉H₁₉N₇O₆	441.139 7	59-30-3
16	Monacolin Q	C₁₉H₂₂O₂	282.162 0	1879038-89-7
17	α, β-Hydromonacolin Q	C₁₉H₂₄O₃	300.172 5	118045-32-2
18	Dehydromonacolin L	C₁₉H₂₆O₂	286.193 3	1355394-52-3
19	Dehydromonacolin J	C₁₉H₂₆O₃	302.188 2	1355394-51-2
20	Dehydromonacolin MV2	C₁₉H₂₆O₅	334.178 0	-
21	α, β-Dehydrodihydromonacolin L	C₁₉H₂₈O₂	288.208 9	531523-94-1
22	Monacolin R	C₁₉H₂₈O₃	304.203 8	1879038-90-0
23	Monacolin L	C₁₉H₂₈O₃	304.203 8	79394-47-1
24	Monacolin J	C₁₉H₂₈O₄	320.198 8	79952-42-4
25	Dihydromonacolin L	C₁₉H₃₀O₃	306.219 5	86827-77-2
26	3α-Hydroxy-3, 5-dihydromonacolin L	C₁₉H₃₀O₄	322.214 4	119786-66-2
27	Sterculic acid	C₁₉H₃₄O₂	294.255 9	738-87-4
28	Monacolin L acid methyl ester	C₂₀H₃₂O₄	336.230 1	312710-94-4
29	Monalbidin N5	C₂₀H₃₂O₅	352.225 0	2769120-20-7
30	Rubropunctatine	C₂₁H₂₂O₅	354.146 7	514-67-0
31	Rubropunctamine	C₂₁H₂₃NO₄	353.162 7	514-66-9
32	Monascin	C₂₁H₂₆O₅	358.178 0	21516-68-7
33	Dehydromonacolin N	C₂₁H₂₈O₄	344.198 8	1355394-50-1
34	6-α-O-Ethyl-4, 6-dihydromonacoline L	C₂₁H₃₄O₄	350.245 7	-
35	Monacolin T	C₂₁H₃₆O₅	368.256 3	-
36	Monacolin N1	C₂₂H₃₄O₆	394.235 5	-
37	Monacolin U	C₂₂H₃₈O₅	382.271 9	-
38	Rotiorinol A	C₂₃H₂₆O₅	382.178 0	901309-41-9
39	Monascorubrin	C₂₃H₂₆O₅	382.178 0	13283-90-4
40	Monascorubramin	C₂₃H₂₇NO₄	381.194 0	3627-51-8
41	Robustadial A	C₂₃H₃₀O₅	386.209 3	88130-99-8
42	Mevastatin	C₂₃H₃₄O₅	390.240 6	73573-88-3
43	Monacolin M	C₂₃H₃₄O₆	406.235 5	106909-04-0
44	Dehydromonacolin K	C₂₄H₃₄O₄	386.245 7	109273-98-5
45	Monacolin X	C₂₄H₃₄O₆	418.235 5	96497-73-3
46	α, β-Dehydrodihydromonacolin K	C₂₄H₃₆O₄	388.261 4	312710-92-2
47	Monacolin K	C₂₄H₃₆O₅	404.256 3	75330-75-5
48	Dihydromonacolin K	C₂₄H₃₈O₅	406.271 9	77517-29-4
49	Dehydromonacolin MV	C₂₄H₃₈O₅	406.271 9	935846-59-6
50	Lovastatin acid	C₂₄H₃₈O₆	422.266 8	77550-67-5
51	Monacolin S	C₂₄H₃₈O₇	438.261 8	-
52	Monacolin K methyl ester	C₂₅H₄₀O₆	436.282 5	77934-80-6
53	Monacolin K ethyl ester	C₂₆H₄₂O₆	450.298 1	77517-31-8
54	Ergosterol	C₂₈H₄₄O	396.339 2	57-87-4
55	Stigmasterin	C₂₉H₄₈O	412.370 5	83-48-7
56	Oxalic acid	C₂H₂O₄	89.995 3	144-62-7
57	Acetic acid	C₂H₄O₂	60.021 1	64-19-7
58	Glycolic acid	C₂H₄O₃	76.016 0	79-14-1
59	β-Glycyrrhetinic acid	C₃₀H₄₆O₄	470.339 6	471-53-4
60	Oleanolic acid	C₃₀H₄₈O₃	456.360 3	508-02-1
61	Ursolic acid	C₃₀H₄₈O₃	456.360 3	77-52-1
62	Pyruvic acid	C₃H₄O₃	88.016 0	127-17-3
63	Malonic acid	C₃H₄O₄	104.011 0	141-82-2
64	Propionic acid	C₃H₆O₂	74.036 8	29102
65	Lactic acid	C₃H₆O₃	90.031 7	50-21-5
66	Maleic acid	C₄H₄O₄	116.011 0	110-16-7
67	Fumaric acid	C₄H₄O₄	116.011 0	110-17-8
68	Succinic acid	C₄H₆O₄	118.026 6	110-15-6
69	Malic acid	C₄H₆O₅	134.021 5	6915-15-7
70	Tartaric acid	C₄H₆O₆	150.016 4	526-83-0
71	Butyric acid	C₄H₈O₂	88.052 4	107-92-6
72	4-Aminobutyric acid	C₄H₉NO₂	103.063 3	20791
73	D-Glucuronic acid	C₆H₁₀O₇	194.042 7	1700908
74	Nicotinic acid	C₆H₅NO₂	123.032 0	59-67-6
75	Sorbic acid	C₆H₈O₂	112.052 4	110-44-1
76	Citric acid	C₆H₈O₇	192.027 0	77-92-9
77	Shikimic acid	C₇H₁₀O₅	174.052 8	138-59-0
78	Quinic acid	C₇H₁₂O₆	192.063 4	77-95-2
79	Benzoic acid	C₇H₆O₂	122.036 8	65-85-0
80	4-Hydroxybenzoic acid	C₇H₆O₃	138.031 7	99-96-7
81	Salicylic acid	C₇H₆O₃	138.031 7	69-72-7
82	2, 4-Dihydroxybenzoic acid	C₇H₆O₄	154.026 6	89-86-1
83	Protocatechuic acid	C₇H₆O₄	154.026 6	99-50-3
84	Gallic acid	C₇H₆O₅	170.021 5	149-91-7
85	2-Methoxybenzoic acid	C₈H₈O₃	152.047 3	529-75-9
86	Vanillic acid	C₈H₈O₄	168.042 3	121-34-6
87	3-(4-Hydroxyphenyl)propionic acid	C₉H₁₀O₃	166.063 0	501-97-3
88	Syringic acid	C₉H₁₀O₅	198.052 8	530-57-4
89	Cinnamic acid	C₉H₈O₂	148.052 4	621-82-9
90	trans-Cinnamic acid	C₉H₈O₂	148.052 4	140-10-3
91	Caffeic acid	C₉H₈O₄	180.042 3	331-39-5
92	Formic acid	CH₂O₂	46.005 5	64-18-6
93	Sulfamic acid	H₃NO₃S	96.983 4	5329-14-6
94	Sucrose	C₁₂H₂₄O₁₂	360.310 0	5989-81-1
95	Fructose	C₆H₁₂O₆	180.160 0	7660-25-5
96	Glucose	C₆H₁₂O₆	180.160 0	50-99-7
97	Xylose	C₅H₁₀O₅	150.130 0	58-86-6
98	Maltose	C₁₂H₂₂O₁₁	342.300 0	69-79-4
99	Monacolin O	C₂₅H₄₀O₈	468.580 0	-
100	Monacolin N	C₁₉H₂₈O₃	304.420 0	-
101	Monasscusic acid A	C₁₅H₂₂O₂	234.161 9	-

Peak No.	Compound name	t_R /min	Formula	Diff /×10^-6	Molecular ion m/z	Fragment ion MS²	Peak area
1	D-Glucuronic acid	2.63	C₆H₁₀O₇	-5.8	193.048 4	157.036 5, 134.046 9, 123.055 9, 114.020 7, 113.025 0, 110.034 3, 89.029 1	876	14 289	14 823	13 659
2	Maltose	2.65	C₁₂H₂₂O₁₁	-1.9	365.093 0	325.124 8, 296.077 0, 258.123 7, 184.080 2, 104.122 8, 86.111 6	102 373	1 364 014	1 190 990	1 383 216
3	Tartaric acid	2.65	C₄H₆O₆	-2.6	149.021 9	134.047 0, 96.968 8, 78.958 6, 85.029 1, 72.992 6, 67.015 9	9 535	20 282	20 178	18 919
4	4-Aminobutyric acid	2.69	C₄H₉NO₂	-4.2	102.055 6	71.013 3, 88.039 9, 74.024 4, 70.029 2, 59.013 2	-	14 237	14 464	11 983
5	Lactic acid	2.77	C₃H₆O₃	-7.4	89.023 8	55.018 3, 59.013 2, 71.013 3, 73.029 0	-	103 584	103 842	101 214
6	Xylose	2.81	C₅H₁₀O₅	-2.1	149.045 2	132.030 3, 119.034 8, 113.025 0, 101.024 2, 89.024 0, 83.013 1, 75.008 3, 71.013 2	-	26 364	28 224	27 332
7	Fructose	2.86	C₆H₁₂O₆	-1.2	179.055 9	132.030 3, 119.034 8, 113.025 0, 101.024 2, 89.024 0, 83.013 1, 75.008 3, 71.013 3	-	303 427	269 437	278 251
8	Glycolic acid	2.87	C₂H₄O₃	-9.5	75.008 1	59.013 2	-	17 441	16 973	15 684
9	5-O-Acetyl-α-L-arabinofuranose	2.95	C₇H₁₂O₆	-1.7	191.055 8	157.036 5, 134.047 0, 113.025 0, 123.055 9, 85.029 1, 75.008 3, 69.034 0, 57.033 9	-	79 455	97 701	81 799
10	Malic acid DL	3.28	C₄H₆O₅	-1.6	133.014 0	115.003 5, 102.055 6, 88.039 9, 70.029 3	-	346 299	342 945	332 019
11	Fumaric acid	3.28	C₄H₄O₄	-2.6	115.003 4	82.029 4	-	163 580	162 341	156 966
12	Malonic acid	3.78	C₃H₄O₄	-3.8	103.003 3	88.040 0, 71.013 2, 59.013 2	-	3 624	3 747	3 565
13	Citric acid	4.14	C₆H₈O₇	-0.3	191.019 7	173.007 7, 111.008 3, 96.957 3, 87.006 1	-	417 662	400 554	381 029
14	Succinic acid	4.56	C₄H₆O₄	-4.9	117.018 8	73.029 0	-	8 229	9 050	8 548
15	Maleic acid	4.7	C₄H₄O₄	-2.7	115.003 4	98.007 1, 71.013 3	-	16 245	17 853	16 797
16	trans-Cinnamic acid	5.68	C₉H₈O₂	-7.9	147.044 0	71.013 4	-	6 002	3 256	3 443
17	Shikimic acid	6.11	C₇H₁₀O₅	0.2	173.058 9	127.050 9, 96.961 6, 111.019 5, 113.029 1, 78.958 7, 78.958 7, 87.008 4, 71.013 4	661	8 158	8 267	7 705
18	Salicylic acid	11.76	C₇H₆O₃	-2.8	137.024 0	122.061 0	-	7 245	8 321	8 538
19	Vanillic acid	11.79	C₈H₈O₄	-0.5	169.056 5	123.045 2, 137.063 8, 102.949 2		20 219	23 920	20 665
20	3-(4-Hydroxyphenyl) propionic acid	12.24	C₉H₁₀O₃	-1.6	165.055 5	129.066 1, 73.028 2	-	52 745	52 355	46 612
21	Quinic acid	12.25	C₇H₁₂O₆	-27.4	193.065 4	70.080 0, 129.118 6, 145.066 0	-	25 389	26 591	23 342
22	Syringic acid	13	C₉H₁₀O₅	-2.8	197.045 0	153.060 9, 163.077 5, 130.050 3, 121.028 9	-	44 036	37 359	34 663
23	Pulchellalactam	13.75	C₉H₁₃NO	-1.7	174.092 0	110.039 9, 84.060 9	10 090	95 996	84 544	79 336
24	Protocatechuic acid	14.08	C₇H₆O₄	-0.6	153.019 2	135.961 1, 109.029 1, 91.018 4	-	652 767	584 749	510 170
25	Gallic acid	14.11	C₇H₆O₅	-1.2	169.014 0	153.019 7, 109.029 1	-	64 772	61 014	52 139
26	Benzoic acid	14.22	C₇H₆O₂	-2.4	121.029 2	162.019 8, 164.072 5, 145.062 2, 94.029 8, 59.013 4	-	10 418	8 838	8 154
27	Caffeic acid	14.99	C₉H₈O₄	-1.8	179.048 2		974	9 173	11 599	10 338
28	Ferulic acid	16.12	C₁₀H₁₀O₄	-1.2	193.050 4	161.060 2, 131.042 2, 89.024 1	-	45 429	40 217	36 787
29	3-Hydroxy-4-methoxycinnamic acid	18.26	C₁₀H₁₀O₄	-2.8	193.050 1	145.029 2, 122.063 3	-	9 994	10 030	9 656
30	Catechin	18.46	C₁₅H₁₄O₆	-1.5	289.071 3	147.081 4, 137.061 1	-	24 113	38 921	30 167
31	2, 4-Dihydroxybenzoic acid	19.44	C₇H₆O₄	-0.2	153.019 3	107.049 9	-	36 817	31 217	29 701
32	Monacolin Q	19.9	C₁₉H₂₂O₂	5.9	283.152 4	259.151 4, 215.123 3, 171.096 1, 143.064 3, 105.049 4, 93.049 3	104 933	-	-	-
33	Daidzein	20.06	C₁₅H₁₀O₄	0.1	253.030 0	132.021 9, 91.018 8, 77.039 3, 135.008 8, 131.049 6	485 135	3 899 368	3 637 921	3 410 499
34	4-Hydroxybenzoic acid	20.08	C₇H₆O₃	-1.8	137.024 2	103.055 1, 93.034 3	-	35 229	25 782	25 822
35	4-Methoxycinnamic acid	20.12	C₁₀H₁₀O₃	-3.5	177.055 1	162.021 8, 159.044 6, 131.049 4, 107.049 8	-	4 600	4 371	4 419
36	Glycitein	20.38	C₁₆H₁₂O₅	-0.7	283.061 2	268.037 8, 265.071 7, 175.039 5, 162.021 8, 149.060 7, 137.024 3, 93.034 3	614 625	356 303	328 875	285 907
37	α, β-Hydromonacolin Q	20.56	C₁₉H₂₄O₃	-4.8	301.163 4	241.139 9, 215.123 1, 165.049 3, 143.064 3, 105.049 4, 81.049 9	507 276	13 591	11 730	10 033
38	2-Methoxybenzoic acid	21.77	C₈H₈O₃	-1.4	151.039 9	101.060 5, 137.061 0	-	18 145	18 832	16 522
39	Lunatinin	22.5	C₁₃H₁₄O₅	-0.3	249.056 0	205.050 1, 204.042 3, 137.060 7, 159.044 5, 177.128 2, 190.026 7	89 570	1 050 002	1 170 119	1 094 398
40	Genistein	23.27	C₁₅H₁₀O₅	0	271.072 8	253.064 6, 243.079 4, 215.084 4, 153.035 7, 91.069 9	597 519	5 677 178	5 477 400	5 122 723
41	Monalbidin N5	23.97	C₂₀H₃₂O₅	-8.9	351.214 7	211.122 7, 311.170 4, 139.112 7, 171.102 4, 183.138 9, 209.118 2, 229.144 2	29 915	268 816	233 721	210 265
42	Dehydromonacolin MV2	24.37	C₁₉H₂₆O₅	-0.3	333.153 9	171.102 3, 173.059 6, 139.112 7, 121.029 5, 155.081 9, 111.045 0, 211.096 4	22 166	170 082	175 682	142 503
43	Monacolin J	24.99	C₁₉H₂₈O₄	9.8	321.190 1		223 355	-	-	-
44	3α-Hydroxy-3, 5-dihydromonacolin L	25.61	C₁₉H₃₀O₄	-9.5	345.189 7	283.119 8, 227.160 2, 185.112 2, 157.080 2, 143.064 2, 105.049 3, 91.034 3	152 093	31 338	30 256	27 547
45	Dehydromonacolin N	26.46	C₂₁H₂₈O₄	-1.3	343.191 0	83.013 6, 296.104 5, 319.191 1, 326.139 8, 237.090 4, 213.090 3, 113.096 9	1 365 850	1 321 654	1 463 439	1 313 218
46	Monacolin T	27.5	C₂₁H₃₆O₅	-0.7	367.220 4	352.155 6, 323.201 0, 295.097 3, 251.106 9, 227.201 3, 183.012 1, 112.985 5	132 055	-	-	-
47	Monacolin S	28.06	C₂₄H₃₈O₇	-2.2	437.244 8	213.135 5, 195.125 5, 143.101 4, 128.078 5, 67.068 9	65 233	245 056	230 630	198 961
48	Rubropunctamine	28.69	C₂₁H₂₃NO₄	0	352.155 4	337.131 2, 313.143 3, 294.077 5, 250.088 3, 239.060 0, 226.087 5, 199.073 1	137 026	137 203	203 083	186 753
49	Chlorogenic acid	30.3	C₁₆H₁₈O₉	3.1	353.088 9	150.128 9, 107.050 0, 66.034 3, 311.169 2, 222.080 6, 198.0922, 163.0760	-	47 138	25 006	28 293
50	Monacolin N1	30.78	C₂₂H₃₄O₆	-1.2	393.227 8	295.1720, 281.2481, 213.0903, 313.1796, 231.0653, 252.993 1, 197.058 9	-	39 731	37 186	32 854
51	Dehydromonacolin J	31.92	C₁₉H₂₆O₃	-0.3	303.179 5	249.145 2, 225.144 4, 91.034 4, 143.064 5	258 407	115 817	110 511	92 830
52	Monacolin R	32.67	C₁₉H₂₈O₃	-4.6	305.194 7	275.113 8, 257.102 6, 197.112 0	113 422	36 067	31 032	29 334
53	Monacolin X	32.79	C₂₄H₃₄O₆	0.1	441.216 7	325.189 4, 243.188 6, 403.219 8, 315.116 7, 225.178 6, 223.162 9	577 296	4 013 873	3 995 584	3 589 582
54	Monacolin K methyl ester	33.16	C₂₅H₄₀O₆	9.9	459.289 8	360.214 4, 261.141 9, 233.145 8	1 734 009	-	-	-
55	Monacolin M	33.41	C₂₃H₃₄O₆	-1.2	429.215 4	382.190 7, 310.164 3, 195.096 3	37 702	71 415	75 500	63 236
56	Monascorubramin	33.47	C₂₃H₂₇NO₄	-1.7	380.172 5	180.066 5, 113.096 9, 146.965 2, 215.107 0, 199.075 2, 231.065 9, 354.168 7	11 464	57 424	95 696	89 002
57	Monascorubrin	34.84	C₂₃H₂₆O₅	18.2	383.171 1	271.219 0, 215.122 1, 69.048 3, 159.132 8, 187.127 5, 201.106 1	1 648 252	1 009 430	1 500 822	1 409 028
58	Lovastatin acid	35.38	C₂₄H₃₈O₆	-0.5	421.264 0	319.187 0, 101.060 5, 85.0291 5	6 802 308	14 892 602	14 881 085	14 144 736
59	Monacolin L	36.54	C₁₉H₂₈O₃	27.9	305.195 3	227.160 0, 145.080 2	227 410	268 411		217 457
60	Mevastatin	36.89	C₂₃H₃₄O₅	19.6	413.220 3	337.185 1, 325.189 5, 220.052 5, 169.117 1, 143.101 6, 59.045 3	543 206	1 929 575	1 735 687	1 582 262
61	Monasscusic acid A	37.48	C₁₅H₂₂O₂	-0.7	233.133 2	183.012 3, 130.087 1, 101.024 2, 89.024 3, 209.117 9, 172.098 0, 161.045 9, 119.035 2	58 068	417 441	401 220	362 604
62	Rubropunctatine	37.86	C₂₁H₂₂O₅	4.3	355.174 5	287.183 6, 241.176 8, 217.102 7, 315.179 9	1 345 094	10 773	3 568	8 197
63	Monascin	38.33	C₂₁H₂₆O₅	-1.5	359.172 1	215.122 8, 187.125 4, 184.085 6, 159.134 2	7 532 339	2 762 643	5 381 906	5 173 440
64	Sterculic acid	38.56	C₁₉H₃₄O₂	2.5	293.249 3	279.232 9, 112.985 5, 83.013 0, 233.154 4	-	4 336	9 954	4 039
65	Dehydromonacolin MV	38.64	C₂₄H₃₈O₅	0	407.283 9	352.325 8, 262.234 5, 293.196 0, 319.180 8	262 691	-	-	-
66	Monacolin K	38.98	C₂₄H₃₆O₅	17.7	427.235 7	325.189 5, 275.145 6, 201.179 1, 81.085 1, 373.244 1, 309.189 7	10 949 357	2 569 933	2 367 384	2 153 723
67	ML-236A	39.34	C₁₈H₂₆O₄	0	307.203 2	263.225 1, 163.127 0, 104.086 1, 189.143 4	79 969	-	-	-
68	ML-236C	39.87	C₁₈H₂₆O₃	-6.6	313.175 3	239.251 6, 171.096 6, 95.101 5, 71.100 4	-	82 594	116 386	102 528
69	Monacolin U	40.22	C₂₂H₃₈O₅	-6.2	405.263 4	343.198 3, 275.145 6, 239.251 4, 67.068 9, 313.285 9, 331.295 7, 303.210 0	10 721	10 063	11 225	11 940
70	Dihydromonacolin L	41.54	C₁₉H₃₀O₃	-1.4	305.193 6	183.012 2, 253.253 8, 119.050 5, 96.960 3, 59.013 3, 171.103 2	15 005	232 651	272 294	256 969
71	Oleanolic acid	41.56	C₃₀H₄₈O₃	-1.1	455.352 6	255.233 1, 421.259 5, 339.200 5, 101.060 6, 370.166 0, 150.988 9	-	5 379	4 266	5 520
72	Monacolin K ethyl ester	42.01	C₂₆H₄₂O₆	11.3	473.264 7	184.089 5, 104.122 9, 86.111 9, 125.016 1, 225.178 4, 339.300 5	45 804	8 625 390	8 994 605	8 377 235
73	Dihydromonacolin K	42.9	C₂₄H₃₈O₅	4.5	429.251 9	327.204 7, 227.194 2, 145.117 3, 105.085 8, 73.061 6, 388.347 7, 287.213 5, 269.203 5	5 339 528	11 652 522	10 612 139	12 123 037
74	Robustadial A	43.03	C₂₃H₃₀O₅	-0.9	385.201 7	339.201 4, 303.103 1, 311.166 6, 209.118 1, 150.989 0, 119.050 0, 263.105 8, 299.258 3	905 113	240 302	478 813	494 002
75	Dehydromonacolin K	44	C₂₄H₃₄O₄	0.1	409.224 4	307.175 5, 207.129 1, 155.100 6, 143.101 3	5 243 291	12 547 357	11 949 148	11 768 099
76	Stigmasterin	44.61	C₂₉H₄₈O	7.8	413.365 3	388.347 8, 276.282 2, 184.089 5, 146.998 5, 73.061 7	12 845	18 652	60 728	34 148
77	Linoleic acid	44.75	C₁₈H₃₂O₂	0.5	279.213 9	237.149 5, 139.076 6, 84.938 7	2 703 347	11 519 718	11 277 397	10 979 486
78	Rotiorinol A	44.99	C₂₃H₂₆O₅	9	381.174 2	281.248 5, 183.012 3, 171.006 5, 96.966 7, 139.076 5, 255.233 0, 325.183 9, 364.170 5	-	732 997	644 250	612 424
79	6-α-O-Ethyl-4, 6-dihydromonacoline L	45.11	C₂₁H₃₄O₄	-6.4	349.236 2	183.012 3, 171.006 5, 152.995 9, 78.958 7, 96.966 7, 119.050 0, 151.076 4, 231.066 3	-	246 598	231 563	222 912
80	Ursolic acid	45.41	C₃₀H₄₈O₃	0.2	455.353 2	281.248 5, 411.206 8, 352.155 5, 325.183 6, 253.091 4, 163.112 7	-	22 599	22 305	22 527
81	Ergosterol	46.8	C₂₈H₄₄O	3.8	419.330 1	352.350 8, 313.191 3, 247.162 3, 67.068 9, 173.148 4, 157.117 2	-	15 471	11 298	11 257
82	α, β-Dehydrodihydromonacolin K	50.87	C₂₄H₃₆O₄	19.8	411.258 7	331.185 3, 287.213 8, 201.179 4, 145.117 4, 309.194 2, 241.209 7, 131.101 8	-	5 260 974	4 310 157	4 252 835

Peak No.	Compound name	t_R /min	Formula	Diff /×10^-6	Molecular ion m/z	Fragment ion MS²	Peak area
1	D-Glucuronic acid	2.63	C₆H₁₀O₇	-5.8	193.048 4	157.036 5, 134.046 9, 123.055 9, 114.020 7, 113.025 0, 110.034 3, 89.029 1	876	14 289	14 823	13 659
2	Maltose	2.65	C₁₂H₂₂O₁₁	-1.9	365.093 0	325.124 8, 296.077 0, 258.123 7, 184.080 2, 104.122 8, 86.111 6	102 373	1 364 014	1 190 990	1 383 216
3	Tartaric acid	2.65	C₄H₆O₆	-2.6	149.021 9	134.047 0, 96.968 8, 78.958 6, 85.029 1, 72.992 6, 67.015 9	9 535	20 282	20 178	18 919
4	4-Aminobutyric acid	2.69	C₄H₉NO₂	-4.2	102.055 6	71.013 3, 88.039 9, 74.024 4, 70.029 2, 59.013 2	-	14 237	14 464	11 983
5	Lactic acid	2.77	C₃H₆O₃	-7.4	89.023 8	55.018 3, 59.013 2, 71.013 3, 73.029 0	-	103 584	103 842	101 214
6	Xylose	2.81	C₅H₁₀O₅	-2.1	149.045 2	132.030 3, 119.034 8, 113.025 0, 101.024 2, 89.024 0, 83.013 1, 75.008 3, 71.013 2	-	26 364	28 224	27 332
7	Fructose	2.86	C₆H₁₂O₆	-1.2	179.055 9	132.030 3, 119.034 8, 113.025 0, 101.024 2, 89.024 0, 83.013 1, 75.008 3, 71.013 3	-	303 427	269 437	278 251
8	Glycolic acid	2.87	C₂H₄O₃	-9.5	75.008 1	59.013 2	-	17 441	16 973	15 684
9	5-O-Acetyl-α-L-arabinofuranose	2.95	C₇H₁₂O₆	-1.7	191.055 8	157.036 5, 134.047 0, 113.025 0, 123.055 9, 85.029 1, 75.008 3, 69.034 0, 57.033 9	-	79 455	97 701	81 799
10	Malic acid DL	3.28	C₄H₆O₅	-1.6	133.014 0	115.003 5, 102.055 6, 88.039 9, 70.029 3	-	346 299	342 945	332 019
11	Fumaric acid	3.28	C₄H₄O₄	-2.6	115.003 4	82.029 4	-	163 580	162 341	156 966
12	Malonic acid	3.78	C₃H₄O₄	-3.8	103.003 3	88.040 0, 71.013 2, 59.013 2	-	3 624	3 747	3 565
13	Citric acid	4.14	C₆H₈O₇	-0.3	191.019 7	173.007 7, 111.008 3, 96.957 3, 87.006 1	-	417 662	400 554	381 029
14	Succinic acid	4.56	C₄H₆O₄	-4.9	117.018 8	73.029 0	-	8 229	9 050	8 548
15	Maleic acid	4.7	C₄H₄O₄	-2.7	115.003 4	98.007 1, 71.013 3	-	16 245	17 853	16 797
16	trans-Cinnamic acid	5.68	C₉H₈O₂	-7.9	147.044 0	71.013 4	-	6 002	3 256	3 443
17	Shikimic acid	6.11	C₇H₁₀O₅	0.2	173.058 9	127.050 9, 96.961 6, 111.019 5, 113.029 1, 78.958 7, 78.958 7, 87.008 4, 71.013 4	661	8 158	8 267	7 705
18	Salicylic acid	11.76	C₇H₆O₃	-2.8	137.024 0	122.061 0	-	7 245	8 321	8 538
19	Vanillic acid	11.79	C₈H₈O₄	-0.5	169.056 5	123.045 2, 137.063 8, 102.949 2		20 219	23 920	20 665
20	3-(4-Hydroxyphenyl) propionic acid	12.24	C₉H₁₀O₃	-1.6	165.055 5	129.066 1, 73.028 2	-	52 745	52 355	46 612
21	Quinic acid	12.25	C₇H₁₂O₆	-27.4	193.065 4	70.080 0, 129.118 6, 145.066 0	-	25 389	26 591	23 342
22	Syringic acid	13	C₉H₁₀O₅	-2.8	197.045 0	153.060 9, 163.077 5, 130.050 3, 121.028 9	-	44 036	37 359	34 663
23	Pulchellalactam	13.75	C₉H₁₃NO	-1.7	174.092 0	110.039 9, 84.060 9	10 090	95 996	84 544	79 336
24	Protocatechuic acid	14.08	C₇H₆O₄	-0.6	153.019 2	135.961 1, 109.029 1, 91.018 4	-	652 767	584 749	510 170
25	Gallic acid	14.11	C₇H₆O₅	-1.2	169.014 0	153.019 7, 109.029 1	-	64 772	61 014	52 139
26	Benzoic acid	14.22	C₇H₆O₂	-2.4	121.029 2	162.019 8, 164.072 5, 145.062 2, 94.029 8, 59.013 4	-	10 418	8 838	8 154
27	Caffeic acid	14.99	C₉H₈O₄	-1.8	179.048 2		974	9 173	11 599	10 338
28	Ferulic acid	16.12	C₁₀H₁₀O₄	-1.2	193.050 4	161.060 2, 131.042 2, 89.024 1	-	45 429	40 217	36 787
29	3-Hydroxy-4-methoxycinnamic acid	18.26	C₁₀H₁₀O₄	-2.8	193.050 1	145.029 2, 122.063 3	-	9 994	10 030	9 656
30	Catechin	18.46	C₁₅H₁₄O₆	-1.5	289.071 3	147.081 4, 137.061 1	-	24 113	38 921	30 167
31	2, 4-Dihydroxybenzoic acid	19.44	C₇H₆O₄	-0.2	153.019 3	107.049 9	-	36 817	31 217	29 701
32	Monacolin Q	19.9	C₁₉H₂₂O₂	5.9	283.152 4	259.151 4, 215.123 3, 171.096 1, 143.064 3, 105.049 4, 93.049 3	104 933	-	-	-
33	Daidzein	20.06	C₁₅H₁₀O₄	0.1	253.030 0	132.021 9, 91.018 8, 77.039 3, 135.008 8, 131.049 6	485 135	3 899 368	3 637 921	3 410 499
34	4-Hydroxybenzoic acid	20.08	C₇H₆O₃	-1.8	137.024 2	103.055 1, 93.034 3	-	35 229	25 782	25 822
35	4-Methoxycinnamic acid	20.12	C₁₀H₁₀O₃	-3.5	177.055 1	162.021 8, 159.044 6, 131.049 4, 107.049 8	-	4 600	4 371	4 419
36	Glycitein	20.38	C₁₆H₁₂O₅	-0.7	283.061 2	268.037 8, 265.071 7, 175.039 5, 162.021 8, 149.060 7, 137.024 3, 93.034 3	614 625	356 303	328 875	285 907
37	α, β-Hydromonacolin Q	20.56	C₁₉H₂₄O₃	-4.8	301.163 4	241.139 9, 215.123 1, 165.049 3, 143.064 3, 105.049 4, 81.049 9	507 276	13 591	11 730	10 033
38	2-Methoxybenzoic acid	21.77	C₈H₈O₃	-1.4	151.039 9	101.060 5, 137.061 0	-	18 145	18 832	16 522
39	Lunatinin	22.5	C₁₃H₁₄O₅	-0.3	249.056 0	205.050 1, 204.042 3, 137.060 7, 159.044 5, 177.128 2, 190.026 7	89 570	1 050 002	1 170 119	1 094 398
40	Genistein	23.27	C₁₅H₁₀O₅	0	271.072 8	253.064 6, 243.079 4, 215.084 4, 153.035 7, 91.069 9	597 519	5 677 178	5 477 400	5 122 723
41	Monalbidin N5	23.97	C₂₀H₃₂O₅	-8.9	351.214 7	211.122 7, 311.170 4, 139.112 7, 171.102 4, 183.138 9, 209.118 2, 229.144 2	29 915	268 816	233 721	210 265
42	Dehydromonacolin MV2	24.37	C₁₉H₂₆O₅	-0.3	333.153 9	171.102 3, 173.059 6, 139.112 7, 121.029 5, 155.081 9, 111.045 0, 211.096 4	22 166	170 082	175 682	142 503
43	Monacolin J	24.99	C₁₉H₂₈O₄	9.8	321.190 1		223 355	-	-	-
44	3α-Hydroxy-3, 5-dihydromonacolin L	25.61	C₁₉H₃₀O₄	-9.5	345.189 7	283.119 8, 227.160 2, 185.112 2, 157.080 2, 143.064 2, 105.049 3, 91.034 3	152 093	31 338	30 256	27 547
45	Dehydromonacolin N	26.46	C₂₁H₂₈O₄	-1.3	343.191 0	83.013 6, 296.104 5, 319.191 1, 326.139 8, 237.090 4, 213.090 3, 113.096 9	1 365 850	1 321 654	1 463 439	1 313 218
46	Monacolin T	27.5	C₂₁H₃₆O₅	-0.7	367.220 4	352.155 6, 323.201 0, 295.097 3, 251.106 9, 227.201 3, 183.012 1, 112.985 5	132 055	-	-	-
47	Monacolin S	28.06	C₂₄H₃₈O₇	-2.2	437.244 8	213.135 5, 195.125 5, 143.101 4, 128.078 5, 67.068 9	65 233	245 056	230 630	198 961
48	Rubropunctamine	28.69	C₂₁H₂₃NO₄	0	352.155 4	337.131 2, 313.143 3, 294.077 5, 250.088 3, 239.060 0, 226.087 5, 199.073 1	137 026	137 203	203 083	186 753
49	Chlorogenic acid	30.3	C₁₆H₁₈O₉	3.1	353.088 9	150.128 9, 107.050 0, 66.034 3, 311.169 2, 222.080 6, 198.0922, 163.0760	-	47 138	25 006	28 293
50	Monacolin N1	30.78	C₂₂H₃₄O₆	-1.2	393.227 8	295.1720, 281.2481, 213.0903, 313.1796, 231.0653, 252.993 1, 197.058 9	-	39 731	37 186	32 854
51	Dehydromonacolin J	31.92	C₁₉H₂₆O₃	-0.3	303.179 5	249.145 2, 225.144 4, 91.034 4, 143.064 5	258 407	115 817	110 511	92 830
52	Monacolin R	32.67	C₁₉H₂₈O₃	-4.6	305.194 7	275.113 8, 257.102 6, 197.112 0	113 422	36 067	31 032	29 334
53	Monacolin X	32.79	C₂₄H₃₄O₆	0.1	441.216 7	325.189 4, 243.188 6, 403.219 8, 315.116 7, 225.178 6, 223.162 9	577 296	4 013 873	3 995 584	3 589 582
54	Monacolin K methyl ester	33.16	C₂₅H₄₀O₆	9.9	459.289 8	360.214 4, 261.141 9, 233.145 8	1 734 009	-	-	-
55	Monacolin M	33.41	C₂₃H₃₄O₆	-1.2	429.215 4	382.190 7, 310.164 3, 195.096 3	37 702	71 415	75 500	63 236
56	Monascorubramin	33.47	C₂₃H₂₇NO₄	-1.7	380.172 5	180.066 5, 113.096 9, 146.965 2, 215.107 0, 199.075 2, 231.065 9, 354.168 7	11 464	57 424	95 696	89 002
57	Monascorubrin	34.84	C₂₃H₂₆O₅	18.2	383.171 1	271.219 0, 215.122 1, 69.048 3, 159.132 8, 187.127 5, 201.106 1	1 648 252	1 009 430	1 500 822	1 409 028
58	Lovastatin acid	35.38	C₂₄H₃₈O₆	-0.5	421.264 0	319.187 0, 101.060 5, 85.0291 5	6 802 308	14 892 602	14 881 085	14 144 736
59	Monacolin L	36.54	C₁₉H₂₈O₃	27.9	305.195 3	227.160 0, 145.080 2	227 410	268 411		217 457
60	Mevastatin	36.89	C₂₃H₃₄O₅	19.6	413.220 3	337.185 1, 325.189 5, 220.052 5, 169.117 1, 143.101 6, 59.045 3	543 206	1 929 575	1 735 687	1 582 262
61	Monasscusic acid A	37.48	C₁₅H₂₂O₂	-0.7	233.133 2	183.012 3, 130.087 1, 101.024 2, 89.024 3, 209.117 9, 172.098 0, 161.045 9, 119.035 2	58 068	417 441	401 220	362 604
62	Rubropunctatine	37.86	C₂₁H₂₂O₅	4.3	355.174 5	287.183 6, 241.176 8, 217.102 7, 315.179 9	1 345 094	10 773	3 568	8 197
63	Monascin	38.33	C₂₁H₂₆O₅	-1.5	359.172 1	215.122 8, 187.125 4, 184.085 6, 159.134 2	7 532 339	2 762 643	5 381 906	5 173 440
64	Sterculic acid	38.56	C₁₉H₃₄O₂	2.5	293.249 3	279.232 9, 112.985 5, 83.013 0, 233.154 4	-	4 336	9 954	4 039
65	Dehydromonacolin MV	38.64	C₂₄H₃₈O₅	0	407.283 9	352.325 8, 262.234 5, 293.196 0, 319.180 8	262 691	-	-	-
66	Monacolin K	38.98	C₂₄H₃₆O₅	17.7	427.235 7	325.189 5, 275.145 6, 201.179 1, 81.085 1, 373.244 1, 309.189 7	10 949 357	2 569 933	2 367 384	2 153 723
67	ML-236A	39.34	C₁₈H₂₆O₄	0	307.203 2	263.225 1, 163.127 0, 104.086 1, 189.143 4	79 969	-	-	-
68	ML-236C	39.87	C₁₈H₂₆O₃	-6.6	313.175 3	239.251 6, 171.096 6, 95.101 5, 71.100 4	-	82 594	116 386	102 528
69	Monacolin U	40.22	C₂₂H₃₈O₅	-6.2	405.263 4	343.198 3, 275.145 6, 239.251 4, 67.068 9, 313.285 9, 331.295 7, 303.210 0	10 721	10 063	11 225	11 940
70	Dihydromonacolin L	41.54	C₁₉H₃₀O₃	-1.4	305.193 6	183.012 2, 253.253 8, 119.050 5, 96.960 3, 59.013 3, 171.103 2	15 005	232 651	272 294	256 969
71	Oleanolic acid	41.56	C₃₀H₄₈O₃	-1.1	455.352 6	255.233 1, 421.259 5, 339.200 5, 101.060 6, 370.166 0, 150.988 9	-	5 379	4 266	5 520
72	Monacolin K ethyl ester	42.01	C₂₆H₄₂O₆	11.3	473.264 7	184.089 5, 104.122 9, 86.111 9, 125.016 1, 225.178 4, 339.300 5	45 804	8 625 390	8 994 605	8 377 235
73	Dihydromonacolin K	42.9	C₂₄H₃₈O₅	4.5	429.251 9	327.204 7, 227.194 2, 145.117 3, 105.085 8, 73.061 6, 388.347 7, 287.213 5, 269.203 5	5 339 528	11 652 522	10 612 139	12 123 037
74	Robustadial A	43.03	C₂₃H₃₀O₅	-0.9	385.201 7	339.201 4, 303.103 1, 311.166 6, 209.118 1, 150.989 0, 119.050 0, 263.105 8, 299.258 3	905 113	240 302	478 813	494 002
75	Dehydromonacolin K	44	C₂₄H₃₄O₄	0.1	409.224 4	307.175 5, 207.129 1, 155.100 6, 143.101 3	5 243 291	12 547 357	11 949 148	11 768 099
76	Stigmasterin	44.61	C₂₉H₄₈O	7.8	413.365 3	388.347 8, 276.282 2, 184.089 5, 146.998 5, 73.061 7	12 845	18 652	60 728	34 148
77	Linoleic acid	44.75	C₁₈H₃₂O₂	0.5	279.213 9	237.149 5, 139.076 6, 84.938 7	2 703 347	11 519 718	11 277 397	10 979 486
78	Rotiorinol A	44.99	C₂₃H₂₆O₅	9	381.174 2	281.248 5, 183.012 3, 171.006 5, 96.966 7, 139.076 5, 255.233 0, 325.183 9, 364.170 5	-	732 997	644 250	612 424
79	6-α-O-Ethyl-4, 6-dihydromonacoline L	45.11	C₂₁H₃₄O₄	-6.4	349.236 2	183.012 3, 171.006 5, 152.995 9, 78.958 7, 96.966 7, 119.050 0, 151.076 4, 231.066 3	-	246 598	231 563	222 912
80	Ursolic acid	45.41	C₃₀H₄₈O₃	0.2	455.353 2	281.248 5, 411.206 8, 352.155 5, 325.183 6, 253.091 4, 163.112 7	-	22 599	22 305	22 527
81	Ergosterol	46.8	C₂₈H₄₄O	3.8	419.330 1	352.350 8, 313.191 3, 247.162 3, 67.068 9, 173.148 4, 157.117 2	-	15 471	11 298	11 257
82	α, β-Dehydrodihydromonacolin K	50.87	C₂₄H₃₆O₄	19.8	411.258 7	331.185 3, 287.213 8, 201.179 4, 145.117 4, 309.194 2, 241.209 7, 131.101 8	-	5 260 974	4 310 157	4 252 835

基于UPLC-Q-TOF/MS^E的UNIFI质谱数据库建立及其在血脂康胶囊化学成分的快速分析中的应用

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田国芳 ¹ , 薛岚 ² , 刘曦 ² , 裴欢 ² , 唐煜 ¹^,^*

药学学报 | 专题报道: 中药制造质量控制与智能制造 2023,58(10): 2862-2874

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药学学报 |专题报道: 中药制造质量控制与智能制造 2023 , 58 (10) : 2862 -2874

基于UPLC-Q-TOF/MS^E的UNIFI质谱数据库建立及其在血脂康胶囊化学成分的快速分析中的应用

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田国芳¹, 薛岚², 刘曦², 裴欢², 唐煜¹^,^*

作者信息

1.清华大学药学院, 清华大学药学技术中心, 北京 100084

2.北京北大维信生物科技有限公司, 北京 100083

通讯作者:

*唐煜, Tel: 86-10-62795450, E-mail: tangyu@tsinghua.edu.cn

Rapid identification of chemical constituents in Xuezhikang Capsule by UPLC-Q-TOF/MS^E combined with the establishment of UNIFI MS database

Guo-fang TIAN¹, Lan XUE², Xi LIU², Huan PEI², Yu TANG¹^,^*

Affiliations

1. Center of Pharmaceutical Technology, School of Pharmaceutical Sciences, Tsinghua University, Beijing 100084, China

2. Beijing WBL Peking University Biotechnology Co., Ltd., Beijing 100083, China

出版时间: 2023-10-12 doi: 10.16438/j.0513-4870.2023-0008

文章导航

摘要

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本研究采用UPLC-Q-TOF/MS^E技术结合UNIFI数据库开发了快速、全面、准确、高效的血脂康胶囊化学成分定性分析方法。利用化合物名称、分子量、分子式、结构式等信息建立UNIFI数据库, 并依据高分辨质量数、同位素分布、质量偏差、碎片离子匹配度、色谱保留行为等信息进行数据库自动检索, 实现药材和制剂中天然产物的定性鉴定。结合手动确证, 在血脂康胶囊及红曲药材中鉴定到82种化学成分, 对于其中的有机酸类、黄酮类、莫纳克林类、红曲色素类主要成分进行了质谱裂解规律分析, 确保鉴定准确度, 多种莫纳可林类化合物为首次采用LC-MS工作流程实现定性分析。综上, 本研究通过LC-MS技术阐明了血脂康胶囊的化学物质基础, 为血脂康胶囊中药制造过程中的关键质量属性控制和一致性评价提供了扎实的实验数据支持, 为基于血脂康胶囊的药效物质基础研究提供支撑。

关键词

UPLC-Q-TOF / MS^E / UNIFI数据库 / 血脂康胶囊 / 分析方法开发

Abstract

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An UPLC-Q-TOF/MS^E technology coupled with UNIFI database was used to develop a rapid, high coverage, accurate and efficient chemical composition qualitative method for Xuezhikang Capsule. A UNIFI database was established utilizing compound name, formula, structure, following automatic matching with high-resolution mass numbers, isotope distributions, mass deviations, fragment ion matching, and chromatographic retention features in UNIFI database to achieve the qualitative results of natural products in Xuezhikang Capsules. Combined with manual confirmation, 82 chemical components were identified in Xuezhikang Capsules, and the MS² fragmentation pathway of typical organic acids, flavonoids, monacrines, and monascus were analyzed to ensure accuracy of the LC-MS workflow. This study clarified the chemical substance basis of Xuezhikang Capsules by LC-MS technology, providing experimental data support for the identification of key quality attributes, quality control and consistency evaluation in the manufacturing process of Xuezhikang Capsules.

Key words

UPLC-Q-TOF / MS^E / UNIFI database / Xuezhikang Capsule / analytical method development

引用本文

田国芳, 薛岚, 刘曦, 裴欢, 唐煜. 基于UPLC-Q-TOF/MS^E的UNIFI质谱数据库建立及其在血脂康胶囊化学成分的快速分析中的应用. 药学学报, 2023 , 58 (10) : 2862 -2874 . DOI: 10.16438/j.0513-4870.2023-0008

Guo-fang TIAN, Lan XUE, Xi LIU, Huan PEI, Yu TANG. Rapid identification of chemical constituents in Xuezhikang Capsule by UPLC-Q-TOF/MS^E combined with the establishment of UNIFI MS database[J]. Acta Pharmaceutica Sinica, 2023 , 58 (10) : 2862 -2874 . DOI: 10.16438/j.0513-4870.2023-0008

正文

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血脂康胶囊是以特制红曲为原料提取浓缩制成的中成药, 富含多种天然复合他汀类成分, 被誉为天然他汀^[1]。血脂康胶囊具有化浊降脂、活血化瘀、健脾消食之功效^[2], 广泛应用于治疗高脂血症、脂肪肝、动脉粥样硬化、高血压、冠心病、肾病综合征等, 其疗效确切、不良反应少, 受到临床重视^[3-5]。循证医学临床研究证明, 血脂康可以明显减少冠心病事件发生率, 降低总死亡率^[6]。其有效成分有极强的抗癌活性, 能抑制MCF-7人乳腺癌以及Walder 256肉瘤细胞株的生长, 对人肝癌PLC/PRF5和KB细胞也有抑制作用^[7]。此外, 还具有抗炎、抗氧化、抗补体、免疫抑制和促进血小板凝聚等活性^{[8, 9]}。但其发挥效应的药效物质基础尚未明确, 为探究其药效物质, 对血脂康胶囊进行系统的化学物质基础研究具有必要性。

液相色谱质谱联用技术(LC-MS) 以LC作为分离系统, MS为检测系统, 体现了色谱和质谱优势的互补, 将色谱对复杂样品的高分离能力, 与MS具有高选择性、高灵敏度及能够提供相对分子质量与结构信息的优点结合起来, 在药物分析、食品分析和环境分析等许多领域得到了广泛的应用^{[10, 11]}。其中, 超高效液相色谱四极杆飞行时间质谱(UPLC-Q-TOF) 系统配置了高分辨质量分析器, 能够获得复杂体系中各类化合物的高精度质量数及高质量碎片离子, 广泛应用于中药制剂的化合物成分鉴定研究中^[12]。UNIFI科学系统是Waters公司开发的质谱数据处理系统, 该软件可自动进行特征峰提取及自动解析, 并与软件预设或用户自建的数据库中信息自动进行高分辨分子离子峰、碎片离子、保留时间、淌度值等关键信息匹配, 能够快速分析中药复方中的化学成分。解决了传统高分辨质谱处理流程中逐一手动标注化合物特征峰, 解析过程复杂且耗时较长的缺点^[13-15]。

本研究整理血脂康胶囊相关成分信息, 建立基于UNIFI软件的质谱数据库, 采用该数据库对血脂康胶囊的化学成分进行快速、准确地LC-MS表征, 为该制剂的中药化学成分分析及药效物质基础研究提供支持。

材料与方法

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供试品及试剂信息 红曲药材、胶囊制剂等供试品由北京北大维信生物科技有限公司提供。红曲药材一批次, 批号为H20211210; 制剂三批次, 批号分别为20211020、20211240、20211256。选取了9种他汀类、莫纳可林类、黄酮类、甾醇类标准品进行对照, 进一步提高所建立UNIFI数据库的数据质量及鉴定结果的准确度, 包括洛伐他汀(批号100600-202006, 纯度≥ 99%)、麦角甾醇(批号111845-201604, 纯度≥ 96%)、大豆苷元(批号111502-202003, 纯度≥ 99%)、染料木素(批号111704-202104, 纯度≥ 99%) 均购自中国食品药品检定研究院; 洛伐他汀酸钠(批号4339-040A2, 纯度≥ 97%) 购自加拿大TLC公司; 莫纳可林J (批号ESS-139-24, 纯度≥ 95%)、脱氢莫纳可林K (批号ESL-029-24, 纯度≥ 99%)、美伐他汀(批号ESL-019-19, 纯度≥ 99%)、莫纳可林M (批号ONL-129-08, 纯度≥ 98%) 均购自美国AOCS公司。乙醇、甲酸、乙腈、甲醇均购自美国Thermo Fisher公司; 去离子水, 制备自MilliQ Advantage A10超纯水机; 1.5 mL离心管、15 mL离心管及进样小瓶均购自美国Axygen公司。

实验仪器 高分辨液质联用分析采用Synapt G2-Si Q-TOF超高效液相色谱串联飞行时间质谱仪和液相色谱部分型号为ACQUITY UPLC Ⅰ Class、UNIFI Portal科学信息系统和Masslynx V4.2色谱质谱工作站(美国Waters公司); Cosmosil 5C18-MS-Ⅱ (250 mm × 4.6 mm, 5 μm) 色谱柱(美国Amresco公司); Vortex-2 Genie涡旋混合器(美国Scientific Industries公司); WD-9415C超声波清洗器(北京市六一仪器厂); 5910 Ri G冷冻离心机(德国艾本德公司)。

样品制备方法 对于红曲药材样品和血脂康胶囊制剂样品, 取红曲药材或者胶囊内容物0.3 g, 精密称定, 置于15 mL离心管内, 加入10 mL 75%乙醇水溶液(乙醇-水, 75∶25), 超声10 min, 摇匀, 定容。取溶液适量, 5 000 r·min^-1离心3 min后, 取上清液用0.22 μm滤膜过滤, 取滤液1 mL装入进样小瓶中, 于4 ℃避光保存, 待LC-MS分析。空白样品采用相同条件处理。

标准溶液制备, 精密称定各标准品10 mg, 分别置于10 mL量瓶中, 加入乙腈溶解、超声、混匀、定容, 配制成1 mg·mL^-1标准溶液储备液, 分别取各对照品储备液适量, 依次稀释、混合后配制成2 μg·mL^-1混合标准品工作液, 于4 ℃避光保存。

色谱方法 本研究采用具有高峰容量、高分辨率的UPLC-Q-TOF/MS^E技术对血脂康胶囊供试品中的多种天然产物进行分析, 采用Cosmosil 5C18-MS-Ⅱ (250 mm × 4.6 mm, 5 μm) 色谱柱进行色谱分离, 流动相采用0.1%甲酸水作为A相, 含0.1%甲酸的乙腈甲醇溶液(乙腈-甲醇, 9∶1) 作为B相。梯度洗脱, 洗脱程序如下: 0~7 min, 6%~14% B; 7~15 min, 14%~33% B; 15~25 min, 33%~55% B; 25~43 min, 55%~85% B; 43~50 min, 85%~58% B; 50~55 min, 58%~6% B; 55~60 min, 6% B。流速为1 mL·min^-1, 柱温为30 ℃, 进样量15 μL, 柱后分流50%后分别进行紫外256 nm和质谱检测。

质谱方法 高分辨质谱数据采集采用Synapt G2-Si Q-TOF/MS高分辨离子淌度质谱仪, 采用电喷雾电离源(ESI), 扫描模式为MS^E, 在resolution mode, 正、负离子模式下分别进行样品分析。亮氨酸脑啡肽作为实时校正参比化合物, 离子源温度为125 ℃; 脱溶剂气为高纯氮气, 脱溶剂温度为400 ℃, 氮气流量为800 L·h^-1; 锥孔气流速为50 L·h^-1, 锥孔电压设置为40 V; 毛细管电压在正、负离子模式下分别为3 000 V (ESI⁺) 及2 500 V (ESI^-); 碰撞能区间设置为10~50 eV; TOF质量扫描范围设置为m/z 50~1 200 Da。

UNIFI质谱数据库的建立方法及数据处理流程

化合物信息采集及整理对血脂康胶囊及红曲化学成分相关的文献报道进行查阅和总结, 通过检索PubChem、Scifinder、Chemicalbook数据库, 如表 1所示, 获取共101种化合物的信息, 包括化合物中英文名称、分子式、分子量、结构式, 将这些信息与.mol格式化合物结构文件同时导入UNIFI数据库中。另外采用混合标准溶液直接获取了9种化合物的色谱质谱信息, 将两部分内容整合, 建立以血脂康胶囊主要成分他汀类、莫纳可林类、红曲色素类等的数据库, 结合原有中药数据库中的有机酸、黄酮、甾体、糖类等成分, 补充建立针对血脂康胶囊优化的UNIFI数据库。

LC-MS原始数据处理及特征峰提取、鉴定将Masslynx采集的.raw格式的原始数据导入到UNIFI软件中, 对特征峰进行识别、同位素分布拟合及元素组成匹配。选择基于MS^E数据的精确质量数筛查模板, 设定方法参数如下: 峰处理设置2D峰检测阈值为200, 3D峰低能量扫描阈值为500, 高能量扫描阈值为150, 应用lockmass校正, 正离子模式校正质量数为556.276 6, 负离子模式校正质量数为554.262 0; 在目标筛选设置中, 对于数据库中有保留时间的组分, 设置保留时间匹配阈值为±0.1 min, 母离子质量偏差阈值设置为±10 ppm, 从结构生成的预测碎片离子匹配容差设置为5 mDa, 保留最大碎片离子数设置为10, 将优化后数据库导入方法中, 保存为当前数据处理方法进行数据分析。

UNIFI软件会将低能通道识别到的分子离子峰与建立的数据库自动匹配, 结合高能通道匹配到的碎片离子峰自动列出最佳匹配度的物质。为了增加准确性, 选择结合色谱保留时间、精确分子质量、特征碎片离子, 同系物极性差异等理化特征进行手动确证, 同时通过对照品信息和相关文献中化合物特点的对照, 对于特征峰的可靠鉴定结果进行标记。

未知化合物进一步手动鉴定及识别对于未能在所建立的目标数据库中匹配的且具有较高峰面积的化合物, 使用UNIFI软件中的Elucidate功能进行解析, 主要分为三个途径进行分析: ①利用UNIFI软件中自带的天然产物数据库进行检索; ②采用内嵌的ChemSpider模块进行精确分子量和分子式的在线检索; ③若前两种方式均无法给出特征峰鉴定结果, 则采用Elemental Composition模块进行同位素i-FIT评分匹配, 结合分子离子、高能通道中的特征碎片及色谱保留行为, 推断其可能的结构类型。

报告生成及结果导出化合物鉴定结果包括名称、分子式、m/z、质量偏差、分子量、加合离子、峰面积等信息, 可直接导出至Excel中。使用UNIFI软件中的报告功能可生成鉴定结果的PDF文件, 信息包括特征峰精确质量数的提取离子流图、MS¹低能谱图、MS²的高能谱图及碎片离子结构预测结果, 基于UNIFI软件提供的碎片离子结构进一步确定化合物鉴定结果。

结果

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1 UPLC-Q-TOF/MS^E分析方法的色谱条件优化

血脂康主要成分鉴定的采集条件优化包括液相色谱条件的优化和质谱条件的优化。建立适合分离血脂康中化合物的液相方法, 优化主要化合物的分离度, 是准确定性鉴定的先决条件, 可以降低后期定性鉴定假阴性的结果。通过文献调研和前期实验条件的摸索, 如图 1所示, 研究对比了Cosmosil 5C18-MS-Ⅱ色谱柱、Waters UPLC BEH C18 (100 mm × 2.1 mm, 1.7 µm) 色谱柱、Waters UPLC HSS T3 (100 mm × 2.1 mm, 1.8 µm) 色谱柱, 最终选择了Cosmosil 5C18-MS-Ⅱ色谱柱。流动相方面, 优化了甲醇、乙腈、异丙醇等不同配比, 以及添加甲酸、乙酸、乙酸铵等不同酸、盐的流动相体系, 选择了分离度和重复性俱佳的乙腈甲醇溶液体系, 添加甲酸进一步优化分离度, 采用该方法对多批次样品进行检测。

2 血脂康胶囊化学成分分析

2.1 基于自建UNIFI数据库的血脂康胶囊物质基础分析

采用建立的UNIFI数据库进行三批次血脂康胶囊和一批次红曲原料的化学成分检测, 以峰面积大于1 000, 质量偏差小于10 ppm作为筛选条件, 并且手动确认, 选取结果中与建立数据库碎片离子相匹配的成分作为阳性结果。鉴定到82种组分, 结果如表 2所示, 包括33种有机酸类化合物、24种莫纳可林类化合物、7种红曲色素类化合物、7种他汀类化合物、5种黄酮类化合物、4种糖类化合物和2种甾醇类化合物。血脂康胶囊制剂样品的正、负离子模式下的质谱基峰离子流图(BPI图) 如图 2所示, 图中序号对应表 2中各化合物序号。

2.2 红曲色素类化合物鉴定

红曲色素是红曲霉在生长代谢过程中产生的天然色素。血脂康胶囊中的红曲色素是多种色素成分的混合物, 主要类型为红色素, 是一种天然色素, 安全性高, 具有广泛的生物学活性, 包括抗菌、抗癌等^[9], 其内源性衍生物能够抑制脂肪酶, 调节脂质代谢, 预防动脉粥样硬化, 是血脂康胶囊的主要化学成分之一。本研究中共鉴定到红曲色素类成分7种, 以化合物63为例, 其保留时间为38.33 min, 极性较弱, 在正离子模式下准分子离子峰[M+H]⁺ m/z为359.172 1, 匹配其分子式为C₂₁H₂₆O₅, 质量偏差-1.5 ppm, 在二级质谱图中可见其主要碎片离子为m/z 215.122 8、187.125 4、184.085 6、159.134 2, 其主要裂解途径包括呋喃环裂解产生的m/z 215.122 8, 随后脱甲基产生m/z 187.125 4, 另一条裂解途径为呋喃环裂解产生的另外一部分碎片离子m/z 187.125 4, 随后脱甲基产生m/z 159.134 2。基于此推测其质谱裂解途径如图 3所示, 该裂解途径与UNIFI软件给出的化合物匹配结果和碎片离子结构预测结果一致, 结合其极性特征和分子式匹配结果, 推测该化合物为红曲素。

2.3 莫纳可林类化合物鉴定

莫纳可林类化合物是红曲霉中分离提取的一类代谢物, 具有低毒性、高效力的特点^[16], 其结构与HMG-CoA还原酶相似, 可以竞争性抑制该酶参与胆固醇合成, 从内源性代谢途径上减少胆固醇, 从而达到降低血脂的目的^{[2, 17]}。与洛伐他汀相比, 以莫纳可林K为代表的莫纳可林类化合物生物利用度更高、降胆固醇效率更高、不良反应更少, 是血脂康胶囊发挥降血脂效果的主要药理成分。本研究中鉴定到莫纳可林及其代谢物共24种, 以特征峰75为例, 其保留时间为44 min, 极性较小, 在正离子模式下准分子离子峰m/z为409.224 4, 属加钠峰, 匹配其分子式为C₂₄H₃₄O₄, 质量偏差0.1 ppm, 在二级质谱图中可见其主要碎片离子为m/z 307.175 5、207.129 1、155.100 6、143.101 3, 其主要裂解途径包括C环裂解重排的逆狄尔斯-阿德尔(RDA) 反应产生m/z 307.175 5、207.129 1, 随后进一步脱烷基形成m/z 155.100 6、143.101 3, 基于此推测其质谱裂解途径如图 4所示, 该裂解途径与UNIFI软件给出的化合物匹配结果和碎片离子结构预测结果一致, 结合其极性特征和分子式匹配结果, 推测该化合物为脱氢莫纳可林K。

2.4 黄酮类化合物鉴定案例

黄酮类化合物是广泛存在于自然界植物中的一类化合物, 属于植物的次生代谢产物。具有抗自由基、抗氧化、提高机体免疫力以及抗炎镇痛的作用^[18]。本研究中鉴定到5种黄酮类化合物, 以特征峰40为例: 其保留时间为23.27 min, 极性中等, 在正离子模式下准分子离子峰[M+H]⁺ m/z为271.072 8, 匹配其分子式为C₁₅H₁₁O₅, 质量偏差0 ppm, 在二级质谱图中可见其主要碎片离子为m/z 253.064 6、243.079 4、215.084 4、153.035 7、91.069 9, 其中m/z 253.064 6为黄酮苷元典型的脱水产生的碎片离子, 而m/z 243.079 4、215.084 4、153.035 7则为RDA反应产生的碎片离子, 经过进一步开环重排产生m/z 91.069 9, 基于此推测其质谱裂解途径如图 5所示, 符合文献^[19]报道的黄酮类化合物的质谱裂解规律。参考UNIFI软件给出的化合物匹配结果和碎片离子结构预测, 结合标准品保留时间的进一步手动确证, 推测该化合物为染料木素。

2.5 有机酸类化合物鉴定案例

天然有机酸类化合物广泛分布于自然界植物中, 主要包括脂肪族有机酸和芳香族有机酸两大类, 常见的有柠檬酸、绿原酸、原儿茶酸、齐墩果酸等, 具有抗菌、抗炎、抗氧化等多种生理学活性^[20]。本研究中鉴定到33种有机酸类化合物, 其在血脂康胶囊中分布广泛, 来源多样, 是构成血脂康胶囊药理学活性的重要部分。以特征峰13为例: 其保留时间为4.14 min, 极性高, 在负离子模式下准分子离子峰[M-H]^- m/z为191.019 7, 具有典型的极性有机酸色谱质谱特征, 匹配其分子式为C₆H₈O₇, 质量偏差0.3 ppm, 在二级质谱图中可见其主要碎片离子为m/z 173.007 7、111.008 3、96.957 3、m/z 87.006 1, 其中m/z 173.007 7为典型的有机酸脱水产生的碎片离子, 随后进一步发生脱甲基、脱羧基等反应产生其他碎片离子, 基于此推测其质谱裂解途径如图 6所示, 符合文献^[21]报道的有机酸类化合物质谱裂解规律。参考UNIFI软件给出的化合物匹配结果和碎片离子结构预测, 推测该化合物为柠檬酸。

2.6 他汀类化合物鉴定案例

他汀类化合物能抑制内源性胆固醇合成, 降低包括总胆固醇、甘油三酯、低密度脂蛋白和高密度脂蛋白的血清水平^[22], 是血脂康胶囊发挥抗高脂血症和动脉粥样硬化引起的心血管疾病治疗的主要药效成分之一, 常作为血脂康胶囊的主要质控成分。以特征峰58为例: 其保留时间为35.38 min, 极性较小, 在负离子模式下准分子离子峰[M-H]^- m/z为421.264 0, 匹配其分子式为C₂₄H₃₈O₆, 质量偏差-0.5 ppm, 在二级质谱图中可见其主要碎片离子为m/z 319.187 0、101.060 5、85.029 0, 其中m/z 319.187 0及m/z 101.060 5为脱酯基产生的两部分主要碎片离子, m/z 319.187 0随后产生多氢萘环断裂形成m/z 85.029 0。基于此推测其质谱裂解途径如图 7所示, 参考UNIFI软件给出的化合物匹配结果和碎片离子结构预测, 推测该化合物为洛伐他汀酸。

讨论

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传统中药制剂化学物质基础复杂, 手动对质谱原始数据进行处理费时费力, 难以挖掘有用的信息。本研究采用UNIFI进行了血脂康胶囊的全面、快速、准确、高效的LC-MS数据分析和天然产物成分的鉴定工作, 基于所建立的UHPLC-ESI-QTOF/MS^E分析方法, 整合自建UNIFI数据库, 在多批次血脂康胶囊和红曲原料中鉴定到82种组分, 包括33种有机酸类化合物、24种莫纳可林类化合物、7种红曲色素类化合物、7种他汀类化合物、5种黄酮类化合物、4种糖类化合物和2种甾醇类化合物, 对于核心种类化合物采用质谱碎裂途径分析验证了该UNIFI软件工作流程的可行性和准确性, 其中多种莫纳可林类化合物为首次采用LC-MS工作流程实现鉴定。在鉴定到的化合物中, 莫纳克林类化合物主要发挥降血脂作用^[17], 红曲色素类则具有抗高血压、冠心病、糖尿病、动脉粥样硬化等生理学活性^[9], 而同时检测到的黄酮、有机酸等化合物则发挥着抗菌、抗炎、抗氧化等功能^{[18, 20]}, 充分印证了传统中药制剂多组分协同作用的药理学机制。首次通过LC-MS技术细致分析并阐明了血脂康胶囊的化学物质基础, 在化合物覆盖范围、测试准确度、工作流程自动化等方面显著优于现有方法^{[16, 22-24]}。本研究为基于网络药理学的关键质量属性辨识提供了实验基础, 为血脂康胶囊的关键质量属性控制和一致性评价提供扎实的数据支持, 为基于血脂康胶囊的药效物质基础研究和基于红曲的安全性研究等提供支撑。

在实验技术方面, 由于本研究采用的基于UNIFI软件自建数据库和检索的工作流程仍无法在没有标准品的情况下准确区分同分异构体特征峰归属, 对于莫纳可林类同分异构体, 本研究通过标准品的保留时间标定其中一种化合物, 如莫纳可林M, 进而将其他保留时间位置的特征峰标记为莫纳可林M的同分异构体二氢莫纳可林K。但对于部分有机酸, 如绿原酸、熊果酸等, 其同分异构体在该色谱体系中难以产生有效的基线分离, 因此只能通过优化质谱方法, 得到更丰富的碎片离子进行解析, 并尝试通过离子淌度技术对同分异构体实现基线分离, 但目前该设备开启离子淌度后的数据采集仍存在降低分析灵敏度, 丢失低丰度信息等核心技术难题, 需要在今后的研究中进一步优化方法, 实现同分异构体的解析和验证, 更好地为中药制造全流程提供质量控制支持。

作者贡献: 田国芳负责数据库构建、样品测试及文章撰写; 薛岚负责样品制备及文献查询; 刘曦负责课题监管及文章修改; 裴欢负责样品制备; 唐煜负责课题监管、文章撰写、文章审阅及技术指导。

利益冲突: 本文中所有作者声明无任何利益冲突。

基金

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清华大学实验室创新基金

参考文献

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2023年第58卷第10期

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doi: 10.16438/j.0513-4870.2023-0008

接收时间：2023-01-05
首发时间：2025-11-21
出版时间：2023-10-12

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收稿日期：2023-01-05
修回日期：2023-04-04

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清华大学实验室创新基金

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1.清华大学药学院, 清华大学药学技术中心, 北京 100084

2.北京北大维信生物科技有限公司, 北京 100083

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*唐煜, Tel: 86-10-62795450, E-mail: tangyu@tsinghua.edu.cn

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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.	Compound name	Formula	M_r/Da	CAS No.
1	4-Methoxycinnamic acid	C₁₀H₁₀O₃	178.063 0	830-09-1
2	3-Hydroxy-4-methoxycinnamic acid	C₁₀H₁₀O₄	194.057 9	537-73-5
3	Ferulic acid	C₁₀H₁₀O₄	194.057 9	1135-24-6
4	Ethylenediaminetetraacetic acid	C₁₀H₁₆N₂O₈	292.090 7	60-00-4
5	Lunatinin	C₁₃H₁₄O₅	250.084 1	69364-81-4
6	Daidzein	C₁₅H₁₀O₄	254.057 9	486-66-8
7	Genistein	C₁₅H₁₀O₅	270.052 8	446-72-0
8	Cianidanol	C₁₅H₁₄O₆	290.079 0	154-23-4
9	Osthole	C₁₅H₁₆O₃	244.109 9	484-12-8
10	Glycitein	C₁₆H₁₂O₅	284.068 5	40957-83-3
11	Chlorogenic acid	C₁₆H₁₈O₉	354.095 1	327-97-9
12	ML-236C	C₁₈H₂₆O₃	290.188 2	58889-18-2
13	ML-236A	C₁₈H₂₆O₄	306.183 1	58889-19-3
14	Linoleic acid	C₁₈H₃₂O₂	280.240 2	60-33-3
15	Folic acid	C₁₉H₁₉N₇O₆	441.139 7	59-30-3
16	Monacolin Q	C₁₉H₂₂O₂	282.162 0	1879038-89-7
17	α, β-Hydromonacolin Q	C₁₉H₂₄O₃	300.172 5	118045-32-2
18	Dehydromonacolin L	C₁₉H₂₆O₂	286.193 3	1355394-52-3
19	Dehydromonacolin J	C₁₉H₂₆O₃	302.188 2	1355394-51-2
20	Dehydromonacolin MV2	C₁₉H₂₆O₅	334.178 0	-
21	α, β-Dehydrodihydromonacolin L	C₁₉H₂₈O₂	288.208 9	531523-94-1
22	Monacolin R	C₁₉H₂₈O₃	304.203 8	1879038-90-0
23	Monacolin L	C₁₉H₂₈O₃	304.203 8	79394-47-1
24	Monacolin J	C₁₉H₂₈O₄	320.198 8	79952-42-4
25	Dihydromonacolin L	C₁₉H₃₀O₃	306.219 5	86827-77-2
26	3α-Hydroxy-3, 5-dihydromonacolin L	C₁₉H₃₀O₄	322.214 4	119786-66-2
27	Sterculic acid	C₁₉H₃₄O₂	294.255 9	738-87-4
28	Monacolin L acid methyl ester	C₂₀H₃₂O₄	336.230 1	312710-94-4
29	Monalbidin N5	C₂₀H₃₂O₅	352.225 0	2769120-20-7
30	Rubropunctatine	C₂₁H₂₂O₅	354.146 7	514-67-0
31	Rubropunctamine	C₂₁H₂₃NO₄	353.162 7	514-66-9
32	Monascin	C₂₁H₂₆O₅	358.178 0	21516-68-7
33	Dehydromonacolin N	C₂₁H₂₈O₄	344.198 8	1355394-50-1
34	6-α-O-Ethyl-4, 6-dihydromonacoline L	C₂₁H₃₄O₄	350.245 7	-
35	Monacolin T	C₂₁H₃₆O₅	368.256 3	-
36	Monacolin N1	C₂₂H₃₄O₆	394.235 5	-
37	Monacolin U	C₂₂H₃₈O₅	382.271 9	-
38	Rotiorinol A	C₂₃H₂₆O₅	382.178 0	901309-41-9
39	Monascorubrin	C₂₃H₂₆O₅	382.178 0	13283-90-4
40	Monascorubramin	C₂₃H₂₇NO₄	381.194 0	3627-51-8
41	Robustadial A	C₂₃H₃₀O₅	386.209 3	88130-99-8
42	Mevastatin	C₂₃H₃₄O₅	390.240 6	73573-88-3
43	Monacolin M	C₂₃H₃₄O₆	406.235 5	106909-04-0
44	Dehydromonacolin K	C₂₄H₃₄O₄	386.245 7	109273-98-5
45	Monacolin X	C₂₄H₃₄O₆	418.235 5	96497-73-3
46	α, β-Dehydrodihydromonacolin K	C₂₄H₃₆O₄	388.261 4	312710-92-2
47	Monacolin K	C₂₄H₃₆O₅	404.256 3	75330-75-5
48	Dihydromonacolin K	C₂₄H₃₈O₅	406.271 9	77517-29-4
49	Dehydromonacolin MV	C₂₄H₃₈O₅	406.271 9	935846-59-6
50	Lovastatin acid	C₂₄H₃₈O₆	422.266 8	77550-67-5
51	Monacolin S	C₂₄H₃₈O₇	438.261 8	-
52	Monacolin K methyl ester	C₂₅H₄₀O₆	436.282 5	77934-80-6
53	Monacolin K ethyl ester	C₂₆H₄₂O₆	450.298 1	77517-31-8
54	Ergosterol	C₂₈H₄₄O	396.339 2	57-87-4
55	Stigmasterin	C₂₉H₄₈O	412.370 5	83-48-7
56	Oxalic acid	C₂H₂O₄	89.995 3	144-62-7
57	Acetic acid	C₂H₄O₂	60.021 1	64-19-7
58	Glycolic acid	C₂H₄O₃	76.016 0	79-14-1
59	β-Glycyrrhetinic acid	C₃₀H₄₆O₄	470.339 6	471-53-4
60	Oleanolic acid	C₃₀H₄₈O₃	456.360 3	508-02-1
61	Ursolic acid	C₃₀H₄₈O₃	456.360 3	77-52-1
62	Pyruvic acid	C₃H₄O₃	88.016 0	127-17-3
63	Malonic acid	C₃H₄O₄	104.011 0	141-82-2
64	Propionic acid	C₃H₆O₂	74.036 8	29102
65	Lactic acid	C₃H₆O₃	90.031 7	50-21-5
66	Maleic acid	C₄H₄O₄	116.011 0	110-16-7
67	Fumaric acid	C₄H₄O₄	116.011 0	110-17-8
68	Succinic acid	C₄H₆O₄	118.026 6	110-15-6
69	Malic acid	C₄H₆O₅	134.021 5	6915-15-7
70	Tartaric acid	C₄H₆O₆	150.016 4	526-83-0
71	Butyric acid	C₄H₈O₂	88.052 4	107-92-6
72	4-Aminobutyric acid	C₄H₉NO₂	103.063 3	20791
73	D-Glucuronic acid	C₆H₁₀O₇	194.042 7	1700908
74	Nicotinic acid	C₆H₅NO₂	123.032 0	59-67-6
75	Sorbic acid	C₆H₈O₂	112.052 4	110-44-1
76	Citric acid	C₆H₈O₇	192.027 0	77-92-9
77	Shikimic acid	C₇H₁₀O₅	174.052 8	138-59-0
78	Quinic acid	C₇H₁₂O₆	192.063 4	77-95-2
79	Benzoic acid	C₇H₆O₂	122.036 8	65-85-0
80	4-Hydroxybenzoic acid	C₇H₆O₃	138.031 7	99-96-7
81	Salicylic acid	C₇H₆O₃	138.031 7	69-72-7
82	2, 4-Dihydroxybenzoic acid	C₇H₆O₄	154.026 6	89-86-1
83	Protocatechuic acid	C₇H₆O₄	154.026 6	99-50-3
84	Gallic acid	C₇H₆O₅	170.021 5	149-91-7
85	2-Methoxybenzoic acid	C₈H₈O₃	152.047 3	529-75-9
86	Vanillic acid	C₈H₈O₄	168.042 3	121-34-6
87	3-(4-Hydroxyphenyl)propionic acid	C₉H₁₀O₃	166.063 0	501-97-3
88	Syringic acid	C₉H₁₀O₅	198.052 8	530-57-4
89	Cinnamic acid	C₉H₈O₂	148.052 4	621-82-9
90	trans-Cinnamic acid	C₉H₈O₂	148.052 4	140-10-3
91	Caffeic acid	C₉H₈O₄	180.042 3	331-39-5
92	Formic acid	CH₂O₂	46.005 5	64-18-6
93	Sulfamic acid	H₃NO₃S	96.983 4	5329-14-6
94	Sucrose	C₁₂H₂₄O₁₂	360.310 0	5989-81-1
95	Fructose	C₆H₁₂O₆	180.160 0	7660-25-5
96	Glucose	C₆H₁₂O₆	180.160 0	50-99-7
97	Xylose	C₅H₁₀O₅	150.130 0	58-86-6
98	Maltose	C₁₂H₂₂O₁₁	342.300 0	69-79-4
99	Monacolin O	C₂₅H₄₀O₈	468.580 0	-
100	Monacolin N	C₁₉H₂₈O₃	304.420 0	-
101	Monasscusic acid A	C₁₅H₂₂O₂	234.161 9	-

No.

Compound name

Formula

M_r/Da

CAS No.

4-Methoxycinnamic acid

C₁₀H₁₀O₃

178.063 0

830-09-1

3-Hydroxy-4-methoxycinnamic acid

C₁₀H₁₀O₄

194.057 9

537-73-5

Ferulic acid

C₁₀H₁₀O₄

194.057 9

1135-24-6

Ethylenediaminetetraacetic acid

C₁₀H₁₆N₂O₈

292.090 7

60-00-4

Lunatinin

C₁₃H₁₄O₅

250.084 1

69364-81-4

Daidzein

C₁₅H₁₀O₄

254.057 9

486-66-8

Genistein

C₁₅H₁₀O₅

270.052 8

446-72-0

Cianidanol

C₁₅H₁₄O₆

290.079 0

154-23-4

Osthole

C₁₅H₁₆O₃

244.109 9

484-12-8

Glycitein

C₁₆H₁₂O₅

284.068 5

40957-83-3

Chlorogenic acid

C₁₆H₁₈O₉

354.095 1

327-97-9

ML-236C

C₁₈H₂₆O₃

290.188 2

58889-18-2

ML-236A

C₁₈H₂₆O₄

306.183 1

58889-19-3

Linoleic acid

C₁₈H₃₂O₂

280.240 2

60-33-3

Folic acid

C₁₉H₁₉N₇O₆

441.139 7

59-30-3

Monacolin Q

C₁₉H₂₂O₂

282.162 0

1879038-89-7

α, β-Hydromonacolin Q

C₁₉H₂₄O₃

300.172 5

118045-32-2

Dehydromonacolin L

C₁₉H₂₆O₂

286.193 3

1355394-52-3

Dehydromonacolin J

C₁₉H₂₆O₃

302.188 2

1355394-51-2

Dehydromonacolin MV2

C₁₉H₂₆O₅

334.178 0

α, β-Dehydrodihydromonacolin L

C₁₉H₂₈O₂

288.208 9

531523-94-1

Monacolin R

C₁₉H₂₈O₃

304.203 8

1879038-90-0

Monacolin L

C₁₉H₂₈O₃

304.203 8

79394-47-1

Monacolin J

C₁₉H₂₈O₄

320.198 8

79952-42-4

Dihydromonacolin L

C₁₉H₃₀O₃

306.219 5

86827-77-2

3α-Hydroxy-3, 5-dihydromonacolin L

C₁₉H₃₀O₄

322.214 4

119786-66-2

Sterculic acid

C₁₉H₃₄O₂

294.255 9

738-87-4

Monacolin L acid methyl ester

C₂₀H₃₂O₄

336.230 1

312710-94-4

Monalbidin N5

C₂₀H₃₂O₅

352.225 0

2769120-20-7

Rubropunctatine

C₂₁H₂₂O₅

354.146 7

514-67-0

Rubropunctamine

C₂₁H₂₃NO₄

353.162 7

514-66-9

Monascin

C₂₁H₂₆O₅

358.178 0

21516-68-7

Dehydromonacolin N

C₂₁H₂₈O₄

344.198 8

1355394-50-1

6-α-O-Ethyl-4, 6-dihydromonacoline L

C₂₁H₃₄O₄

350.245 7

Monacolin T

C₂₁H₃₆O₅

368.256 3

Monacolin N1

C₂₂H₃₄O₆

394.235 5

Monacolin U

C₂₂H₃₈O₅

382.271 9

Rotiorinol A

C₂₃H₂₆O₅

382.178 0

901309-41-9

Monascorubrin

C₂₃H₂₆O₅

382.178 0

13283-90-4

Monascorubramin

C₂₃H₂₇NO₄

381.194 0

3627-51-8

Robustadial A

C₂₃H₃₀O₅

386.209 3

88130-99-8

Mevastatin

C₂₃H₃₄O₅

390.240 6

73573-88-3

Monacolin M

C₂₃H₃₄O₆

406.235 5

106909-04-0

Dehydromonacolin K

C₂₄H₃₄O₄

386.245 7

109273-98-5

Monacolin X

C₂₄H₃₄O₆

418.235 5

96497-73-3

α, β-Dehydrodihydromonacolin K

C₂₄H₃₆O₄

388.261 4

312710-92-2

Monacolin K

C₂₄H₃₆O₅

404.256 3

75330-75-5

Dihydromonacolin K

C₂₄H₃₈O₅

406.271 9

77517-29-4

Dehydromonacolin MV

C₂₄H₃₈O₅

406.271 9

935846-59-6

Lovastatin acid

C₂₄H₃₈O₆

422.266 8

77550-67-5

Monacolin S

C₂₄H₃₈O₇

438.261 8

Monacolin K methyl ester

C₂₅H₄₀O₆

436.282 5

77934-80-6

Monacolin K ethyl ester

C₂₆H₄₂O₆

450.298 1

77517-31-8

Ergosterol

C₂₈H₄₄O

396.339 2

57-87-4

Stigmasterin

C₂₉H₄₈O

412.370 5

83-48-7

Oxalic acid

C₂H₂O₄

89.995 3

144-62-7

Acetic acid

C₂H₄O₂

60.021 1

64-19-7

Glycolic acid

C₂H₄O₃

76.016 0

79-14-1

β-Glycyrrhetinic acid

C₃₀H₄₆O₄

470.339 6

471-53-4

Oleanolic acid

C₃₀H₄₈O₃

456.360 3

508-02-1

Ursolic acid

C₃₀H₄₈O₃

456.360 3

77-52-1

Pyruvic acid

C₃H₄O₃

88.016 0

127-17-3

Malonic acid

C₃H₄O₄

104.011 0

141-82-2

Propionic acid

C₃H₆O₂

74.036 8

29102

Lactic acid

C₃H₆O₃

90.031 7

50-21-5

Maleic acid

C₄H₄O₄

116.011 0

110-16-7

Fumaric acid

C₄H₄O₄

116.011 0

110-17-8

Succinic acid

C₄H₆O₄

118.026 6

110-15-6

Malic acid

C₄H₆O₅

134.021 5

6915-15-7

Tartaric acid

C₄H₆O₆

150.016 4

526-83-0

Butyric acid

C₄H₈O₂

88.052 4

107-92-6

4-Aminobutyric acid

C₄H₉NO₂

103.063 3

20791

D-Glucuronic acid

C₆H₁₀O₇

194.042 7

1700908

Nicotinic acid

C₆H₅NO₂

123.032 0

59-67-6

Sorbic acid

C₆H₈O₂

112.052 4

110-44-1

Citric acid

C₆H₈O₇

192.027 0

77-92-9

Shikimic acid

C₇H₁₀O₅

174.052 8

138-59-0

Quinic acid

C₇H₁₂O₆

192.063 4

77-95-2

Benzoic acid

C₇H₆O₂

122.036 8

65-85-0

4-Hydroxybenzoic acid

C₇H₆O₃

138.031 7

99-96-7

Salicylic acid

C₇H₆O₃

138.031 7

69-72-7

2, 4-Dihydroxybenzoic acid

C₇H₆O₄

154.026 6

89-86-1

Protocatechuic acid

C₇H₆O₄

154.026 6

99-50-3

Gallic acid

C₇H₆O₅

170.021 5

149-91-7

2-Methoxybenzoic acid

C₈H₈O₃

152.047 3

529-75-9

Vanillic acid

C₈H₈O₄

168.042 3

121-34-6

3-(4-Hydroxyphenyl)propionic acid

C₉H₁₀O₃

166.063 0

501-97-3

Syringic acid

C₉H₁₀O₅

198.052 8

530-57-4

Cinnamic acid

C₉H₈O₂

148.052 4

621-82-9

trans-Cinnamic acid

C₉H₈O₂

148.052 4

140-10-3

Caffeic acid

C₉H₈O₄

180.042 3

331-39-5

Formic acid

CH₂O₂

46.005 5

64-18-6

Sulfamic acid

H₃NO₃S

96.983 4

5329-14-6

Sucrose

C₁₂H₂₄O₁₂

360.310 0

5989-81-1

Fructose

C₆H₁₂O₆

180.160 0

7660-25-5

Glucose

C₆H₁₂O₆

180.160 0

50-99-7

Xylose

C₅H₁₀O₅

150.130 0

58-86-6

Maltose

C₁₂H₂₂O₁₁

342.300 0

69-79-4

Monacolin O

C₂₅H₄₀O₈

468.580 0

100

Monacolin N

C₁₉H₂₈O₃

304.420 0

101

Monasscusic acid A

C₁₅H₂₂O₂

234.161 9

Peak No.	Compound name	t_R /min	Formula	Diff /×10^-6	Molecular ion m/z	Fragment ion MS²	Peak area
1	D-Glucuronic acid	2.63	C₆H₁₀O₇	-5.8	193.048 4	157.036 5, 134.046 9, 123.055 9, 114.020 7, 113.025 0, 110.034 3, 89.029 1	876	14 289	14 823	13 659
2	Maltose	2.65	C₁₂H₂₂O₁₁	-1.9	365.093 0	325.124 8, 296.077 0, 258.123 7, 184.080 2, 104.122 8, 86.111 6	102 373	1 364 014	1 190 990	1 383 216
3	Tartaric acid	2.65	C₄H₆O₆	-2.6	149.021 9	134.047 0, 96.968 8, 78.958 6, 85.029 1, 72.992 6, 67.015 9	9 535	20 282	20 178	18 919
4	4-Aminobutyric acid	2.69	C₄H₉NO₂	-4.2	102.055 6	71.013 3, 88.039 9, 74.024 4, 70.029 2, 59.013 2	-	14 237	14 464	11 983
5	Lactic acid	2.77	C₃H₆O₃	-7.4	89.023 8	55.018 3, 59.013 2, 71.013 3, 73.029 0	-	103 584	103 842	101 214
6	Xylose	2.81	C₅H₁₀O₅	-2.1	149.045 2	132.030 3, 119.034 8, 113.025 0, 101.024 2, 89.024 0, 83.013 1, 75.008 3, 71.013 2	-	26 364	28 224	27 332
7	Fructose	2.86	C₆H₁₂O₆	-1.2	179.055 9	132.030 3, 119.034 8, 113.025 0, 101.024 2, 89.024 0, 83.013 1, 75.008 3, 71.013 3	-	303 427	269 437	278 251
8	Glycolic acid	2.87	C₂H₄O₃	-9.5	75.008 1	59.013 2	-	17 441	16 973	15 684
9	5-O-Acetyl-α-L-arabinofuranose	2.95	C₇H₁₂O₆	-1.7	191.055 8	157.036 5, 134.047 0, 113.025 0, 123.055 9, 85.029 1, 75.008 3, 69.034 0, 57.033 9	-	79 455	97 701	81 799
10	Malic acid DL	3.28	C₄H₆O₅	-1.6	133.014 0	115.003 5, 102.055 6, 88.039 9, 70.029 3	-	346 299	342 945	332 019
11	Fumaric acid	3.28	C₄H₄O₄	-2.6	115.003 4	82.029 4	-	163 580	162 341	156 966
12	Malonic acid	3.78	C₃H₄O₄	-3.8	103.003 3	88.040 0, 71.013 2, 59.013 2	-	3 624	3 747	3 565
13	Citric acid	4.14	C₆H₈O₇	-0.3	191.019 7	173.007 7, 111.008 3, 96.957 3, 87.006 1	-	417 662	400 554	381 029
14	Succinic acid	4.56	C₄H₆O₄	-4.9	117.018 8	73.029 0	-	8 229	9 050	8 548
15	Maleic acid	4.7	C₄H₄O₄	-2.7	115.003 4	98.007 1, 71.013 3	-	16 245	17 853	16 797
16	trans-Cinnamic acid	5.68	C₉H₈O₂	-7.9	147.044 0	71.013 4	-	6 002	3 256	3 443
17	Shikimic acid	6.11	C₇H₁₀O₅	0.2	173.058 9	127.050 9, 96.961 6, 111.019 5, 113.029 1, 78.958 7, 78.958 7, 87.008 4, 71.013 4	661	8 158	8 267	7 705
18	Salicylic acid	11.76	C₇H₆O₃	-2.8	137.024 0	122.061 0	-	7 245	8 321	8 538
19	Vanillic acid	11.79	C₈H₈O₄	-0.5	169.056 5	123.045 2, 137.063 8, 102.949 2		20 219	23 920	20 665
20	3-(4-Hydroxyphenyl) propionic acid	12.24	C₉H₁₀O₃	-1.6	165.055 5	129.066 1, 73.028 2	-	52 745	52 355	46 612
21	Quinic acid	12.25	C₇H₁₂O₆	-27.4	193.065 4	70.080 0, 129.118 6, 145.066 0	-	25 389	26 591	23 342
22	Syringic acid	13	C₉H₁₀O₅	-2.8	197.045 0	153.060 9, 163.077 5, 130.050 3, 121.028 9	-	44 036	37 359	34 663
23	Pulchellalactam	13.75	C₉H₁₃NO	-1.7	174.092 0	110.039 9, 84.060 9	10 090	95 996	84 544	79 336
24	Protocatechuic acid	14.08	C₇H₆O₄	-0.6	153.019 2	135.961 1, 109.029 1, 91.018 4	-	652 767	584 749	510 170
25	Gallic acid	14.11	C₇H₆O₅	-1.2	169.014 0	153.019 7, 109.029 1	-	64 772	61 014	52 139
26	Benzoic acid	14.22	C₇H₆O₂	-2.4	121.029 2	162.019 8, 164.072 5, 145.062 2, 94.029 8, 59.013 4	-	10 418	8 838	8 154
27	Caffeic acid	14.99	C₉H₈O₄	-1.8	179.048 2		974	9 173	11 599	10 338
28	Ferulic acid	16.12	C₁₀H₁₀O₄	-1.2	193.050 4	161.060 2, 131.042 2, 89.024 1	-	45 429	40 217	36 787
29	3-Hydroxy-4-methoxycinnamic acid	18.26	C₁₀H₁₀O₄	-2.8	193.050 1	145.029 2, 122.063 3	-	9 994	10 030	9 656
30	Catechin	18.46	C₁₅H₁₄O₆	-1.5	289.071 3	147.081 4, 137.061 1	-	24 113	38 921	30 167
31	2, 4-Dihydroxybenzoic acid	19.44	C₇H₆O₄	-0.2	153.019 3	107.049 9	-	36 817	31 217	29 701
32	Monacolin Q	19.9	C₁₉H₂₂O₂	5.9	283.152 4	259.151 4, 215.123 3, 171.096 1, 143.064 3, 105.049 4, 93.049 3	104 933	-	-	-
33	Daidzein	20.06	C₁₅H₁₀O₄	0.1	253.030 0	132.021 9, 91.018 8, 77.039 3, 135.008 8, 131.049 6	485 135	3 899 368	3 637 921	3 410 499
34	4-Hydroxybenzoic acid	20.08	C₇H₆O₃	-1.8	137.024 2	103.055 1, 93.034 3	-	35 229	25 782	25 822
35	4-Methoxycinnamic acid	20.12	C₁₀H₁₀O₃	-3.5	177.055 1	162.021 8, 159.044 6, 131.049 4, 107.049 8	-	4 600	4 371	4 419
36	Glycitein	20.38	C₁₆H₁₂O₅	-0.7	283.061 2	268.037 8, 265.071 7, 175.039 5, 162.021 8, 149.060 7, 137.024 3, 93.034 3	614 625	356 303	328 875	285 907
37	α, β-Hydromonacolin Q	20.56	C₁₉H₂₄O₃	-4.8	301.163 4	241.139 9, 215.123 1, 165.049 3, 143.064 3, 105.049 4, 81.049 9	507 276	13 591	11 730	10 033
38	2-Methoxybenzoic acid	21.77	C₈H₈O₃	-1.4	151.039 9	101.060 5, 137.061 0	-	18 145	18 832	16 522
39	Lunatinin	22.5	C₁₃H₁₄O₅	-0.3	249.056 0	205.050 1, 204.042 3, 137.060 7, 159.044 5, 177.128 2, 190.026 7	89 570	1 050 002	1 170 119	1 094 398
40	Genistein	23.27	C₁₅H₁₀O₅	0	271.072 8	253.064 6, 243.079 4, 215.084 4, 153.035 7, 91.069 9	597 519	5 677 178	5 477 400	5 122 723
41	Monalbidin N5	23.97	C₂₀H₃₂O₅	-8.9	351.214 7	211.122 7, 311.170 4, 139.112 7, 171.102 4, 183.138 9, 209.118 2, 229.144 2	29 915	268 816	233 721	210 265
42	Dehydromonacolin MV2	24.37	C₁₉H₂₆O₅	-0.3	333.153 9	171.102 3, 173.059 6, 139.112 7, 121.029 5, 155.081 9, 111.045 0, 211.096 4	22 166	170 082	175 682	142 503
43	Monacolin J	24.99	C₁₉H₂₈O₄	9.8	321.190 1		223 355	-	-	-
44	3α-Hydroxy-3, 5-dihydromonacolin L	25.61	C₁₉H₃₀O₄	-9.5	345.189 7	283.119 8, 227.160 2, 185.112 2, 157.080 2, 143.064 2, 105.049 3, 91.034 3	152 093	31 338	30 256	27 547
45	Dehydromonacolin N	26.46	C₂₁H₂₈O₄	-1.3	343.191 0	83.013 6, 296.104 5, 319.191 1, 326.139 8, 237.090 4, 213.090 3, 113.096 9	1 365 850	1 321 654	1 463 439	1 313 218
46	Monacolin T	27.5	C₂₁H₃₆O₅	-0.7	367.220 4	352.155 6, 323.201 0, 295.097 3, 251.106 9, 227.201 3, 183.012 1, 112.985 5	132 055	-	-	-
47	Monacolin S	28.06	C₂₄H₃₈O₇	-2.2	437.244 8	213.135 5, 195.125 5, 143.101 4, 128.078 5, 67.068 9	65 233	245 056	230 630	198 961
48	Rubropunctamine	28.69	C₂₁H₂₃NO₄	0	352.155 4	337.131 2, 313.143 3, 294.077 5, 250.088 3, 239.060 0, 226.087 5, 199.073 1	137 026	137 203	203 083	186 753
49	Chlorogenic acid	30.3	C₁₆H₁₈O₉	3.1	353.088 9	150.128 9, 107.050 0, 66.034 3, 311.169 2, 222.080 6, 198.0922, 163.0760	-	47 138	25 006	28 293
50	Monacolin N1	30.78	C₂₂H₃₄O₆	-1.2	393.227 8	295.1720, 281.2481, 213.0903, 313.1796, 231.0653, 252.993 1, 197.058 9	-	39 731	37 186	32 854
51	Dehydromonacolin J	31.92	C₁₉H₂₆O₃	-0.3	303.179 5	249.145 2, 225.144 4, 91.034 4, 143.064 5	258 407	115 817	110 511	92 830
52	Monacolin R	32.67	C₁₉H₂₈O₃	-4.6	305.194 7	275.113 8, 257.102 6, 197.112 0	113 422	36 067	31 032	29 334
53	Monacolin X	32.79	C₂₄H₃₄O₆	0.1	441.216 7	325.189 4, 243.188 6, 403.219 8, 315.116 7, 225.178 6, 223.162 9	577 296	4 013 873	3 995 584	3 589 582
54	Monacolin K methyl ester	33.16	C₂₅H₄₀O₆	9.9	459.289 8	360.214 4, 261.141 9, 233.145 8	1 734 009	-	-	-
55	Monacolin M	33.41	C₂₃H₃₄O₆	-1.2	429.215 4	382.190 7, 310.164 3, 195.096 3	37 702	71 415	75 500	63 236
56	Monascorubramin	33.47	C₂₃H₂₇NO₄	-1.7	380.172 5	180.066 5, 113.096 9, 146.965 2, 215.107 0, 199.075 2, 231.065 9, 354.168 7	11 464	57 424	95 696	89 002
57	Monascorubrin	34.84	C₂₃H₂₆O₅	18.2	383.171 1	271.219 0, 215.122 1, 69.048 3, 159.132 8, 187.127 5, 201.106 1	1 648 252	1 009 430	1 500 822	1 409 028
58	Lovastatin acid	35.38	C₂₄H₃₈O₆	-0.5	421.264 0	319.187 0, 101.060 5, 85.0291 5	6 802 308	14 892 602	14 881 085	14 144 736
59	Monacolin L	36.54	C₁₉H₂₈O₃	27.9	305.195 3	227.160 0, 145.080 2	227 410	268 411		217 457
60	Mevastatin	36.89	C₂₃H₃₄O₅	19.6	413.220 3	337.185 1, 325.189 5, 220.052 5, 169.117 1, 143.101 6, 59.045 3	543 206	1 929 575	1 735 687	1 582 262
61	Monasscusic acid A	37.48	C₁₅H₂₂O₂	-0.7	233.133 2	183.012 3, 130.087 1, 101.024 2, 89.024 3, 209.117 9, 172.098 0, 161.045 9, 119.035 2	58 068	417 441	401 220	362 604
62	Rubropunctatine	37.86	C₂₁H₂₂O₅	4.3	355.174 5	287.183 6, 241.176 8, 217.102 7, 315.179 9	1 345 094	10 773	3 568	8 197
63	Monascin	38.33	C₂₁H₂₆O₅	-1.5	359.172 1	215.122 8, 187.125 4, 184.085 6, 159.134 2	7 532 339	2 762 643	5 381 906	5 173 440
64	Sterculic acid	38.56	C₁₉H₃₄O₂	2.5	293.249 3	279.232 9, 112.985 5, 83.013 0, 233.154 4	-	4 336	9 954	4 039
65	Dehydromonacolin MV	38.64	C₂₄H₃₈O₅	0	407.283 9	352.325 8, 262.234 5, 293.196 0, 319.180 8	262 691	-	-	-
66	Monacolin K	38.98	C₂₄H₃₆O₅	17.7	427.235 7	325.189 5, 275.145 6, 201.179 1, 81.085 1, 373.244 1, 309.189 7	10 949 357	2 569 933	2 367 384	2 153 723
67	ML-236A	39.34	C₁₈H₂₆O₄	0	307.203 2	263.225 1, 163.127 0, 104.086 1, 189.143 4	79 969	-	-	-
68	ML-236C	39.87	C₁₈H₂₆O₃	-6.6	313.175 3	239.251 6, 171.096 6, 95.101 5, 71.100 4	-	82 594	116 386	102 528
69	Monacolin U	40.22	C₂₂H₃₈O₅	-6.2	405.263 4	343.198 3, 275.145 6, 239.251 4, 67.068 9, 313.285 9, 331.295 7, 303.210 0	10 721	10 063	11 225	11 940
70	Dihydromonacolin L	41.54	C₁₉H₃₀O₃	-1.4	305.193 6	183.012 2, 253.253 8, 119.050 5, 96.960 3, 59.013 3, 171.103 2	15 005	232 651	272 294	256 969
71	Oleanolic acid	41.56	C₃₀H₄₈O₃	-1.1	455.352 6	255.233 1, 421.259 5, 339.200 5, 101.060 6, 370.166 0, 150.988 9	-	5 379	4 266	5 520
72	Monacolin K ethyl ester	42.01	C₂₆H₄₂O₆	11.3	473.264 7	184.089 5, 104.122 9, 86.111 9, 125.016 1, 225.178 4, 339.300 5	45 804	8 625 390	8 994 605	8 377 235
73	Dihydromonacolin K	42.9	C₂₄H₃₈O₅	4.5	429.251 9	327.204 7, 227.194 2, 145.117 3, 105.085 8, 73.061 6, 388.347 7, 287.213 5, 269.203 5	5 339 528	11 652 522	10 612 139	12 123 037
74	Robustadial A	43.03	C₂₃H₃₀O₅	-0.9	385.201 7	339.201 4, 303.103 1, 311.166 6, 209.118 1, 150.989 0, 119.050 0, 263.105 8, 299.258 3	905 113	240 302	478 813	494 002
75	Dehydromonacolin K	44	C₂₄H₃₄O₄	0.1	409.224 4	307.175 5, 207.129 1, 155.100 6, 143.101 3	5 243 291	12 547 357	11 949 148	11 768 099
76	Stigmasterin	44.61	C₂₉H₄₈O	7.8	413.365 3	388.347 8, 276.282 2, 184.089 5, 146.998 5, 73.061 7	12 845	18 652	60 728	34 148
77	Linoleic acid	44.75	C₁₈H₃₂O₂	0.5	279.213 9	237.149 5, 139.076 6, 84.938 7	2 703 347	11 519 718	11 277 397	10 979 486
78	Rotiorinol A	44.99	C₂₃H₂₆O₅	9	381.174 2	281.248 5, 183.012 3, 171.006 5, 96.966 7, 139.076 5, 255.233 0, 325.183 9, 364.170 5	-	732 997	644 250	612 424
79	6-α-O-Ethyl-4, 6-dihydromonacoline L	45.11	C₂₁H₃₄O₄	-6.4	349.236 2	183.012 3, 171.006 5, 152.995 9, 78.958 7, 96.966 7, 119.050 0, 151.076 4, 231.066 3	-	246 598	231 563	222 912
80	Ursolic acid	45.41	C₃₀H₄₈O₃	0.2	455.353 2	281.248 5, 411.206 8, 352.155 5, 325.183 6, 253.091 4, 163.112 7	-	22 599	22 305	22 527
81	Ergosterol	46.8	C₂₈H₄₄O	3.8	419.330 1	352.350 8, 313.191 3, 247.162 3, 67.068 9, 173.148 4, 157.117 2	-	15 471	11 298	11 257
82	α, β-Dehydrodihydromonacolin K	50.87	C₂₄H₃₆O₄	19.8	411.258 7	331.185 3, 287.213 8, 201.179 4, 145.117 4, 309.194 2, 241.209 7, 131.101 8	-	5 260 974	4 310 157	4 252 835

Peak No.

Compound name

t_R /min

Formula

Diff /×10^-6

Molecular ion m/z

Fragment ion MS²

Peak area

Lot. No.H20211210

Lot. No. 20211020

Lot. No. 20211040

Lot. No. 20211256

D-Glucuronic acid

2.63

C₆H₁₀O₇

-5.8

193.048 4

157.036 5, 134.046 9, 123.055 9, 114.020 7, 113.025 0, 110.034 3, 89.029 1

876

14 289

14 823

13 659

Maltose

2.65

C₁₂H₂₂O₁₁

-1.9

365.093 0

325.124 8, 296.077 0, 258.123 7, 184.080 2, 104.122 8, 86.111 6

102 373

1 364 014

1 190 990

1 383 216

Tartaric acid

2.65

C₄H₆O₆

-2.6

149.021 9

134.047 0, 96.968 8, 78.958 6, 85.029 1, 72.992 6, 67.015 9

9 535

20 282

20 178

18 919

4-Aminobutyric acid

2.69

C₄H₉NO₂

-4.2

102.055 6

71.013 3, 88.039 9, 74.024 4, 70.029 2, 59.013 2

14 237

14 464

11 983

Lactic acid

2.77

C₃H₆O₃

-7.4

89.023 8

55.018 3, 59.013 2, 71.013 3, 73.029 0

103 584

103 842

101 214

Xylose

2.81

C₅H₁₀O₅

-2.1

149.045 2

132.030 3, 119.034 8, 113.025 0, 101.024 2, 89.024 0, 83.013 1, 75.008 3, 71.013 2

26 364

28 224

27 332

Fructose

2.86

C₆H₁₂O₆

-1.2

179.055 9

132.030 3, 119.034 8, 113.025 0, 101.024 2, 89.024 0, 83.013 1, 75.008 3, 71.013 3

303 427

269 437

278 251

Glycolic acid

2.87

C₂H₄O₃

-9.5

75.008 1

59.013 2

17 441

16 973

15 684

5-O-Acetyl-α-L-arabinofuranose

2.95

C₇H₁₂O₆

-1.7

191.055 8

157.036 5, 134.047 0, 113.025 0, 123.055 9, 85.029 1, 75.008 3, 69.034 0, 57.033 9

79 455

97 701

81 799

Malic acid DL

3.28

C₄H₆O₅

-1.6

133.014 0

115.003 5, 102.055 6, 88.039 9, 70.029 3

346 299

342 945

332 019

Fumaric acid

3.28

C₄H₄O₄

-2.6

115.003 4

82.029 4

163 580

162 341

156 966

Malonic acid

3.78

C₃H₄O₄

-3.8

103.003 3

88.040 0, 71.013 2, 59.013 2

3 624

3 747

3 565

Citric acid

4.14

C₆H₈O₇

-0.3

191.019 7

173.007 7, 111.008 3, 96.957 3, 87.006 1

417 662

400 554

381 029

Succinic acid

4.56

C₄H₆O₄

-4.9

117.018 8

73.029 0

8 229

9 050

8 548

Maleic acid

4.7

C₄H₄O₄

-2.7

115.003 4

98.007 1, 71.013 3

16 245

17 853

16 797

trans-Cinnamic acid

5.68

C₉H₈O₂

-7.9

147.044 0

71.013 4

6 002

3 256

3 443

Shikimic acid

6.11

C₇H₁₀O₅

0.2

173.058 9

127.050 9, 96.961 6, 111.019 5, 113.029 1, 78.958 7, 78.958 7, 87.008 4, 71.013 4

661

8 158

8 267

7 705

Salicylic acid

11.76

C₇H₆O₃

-2.8

137.024 0

122.061 0

7 245

8 321

8 538

Vanillic acid

11.79

C₈H₈O₄

-0.5

169.056 5

123.045 2, 137.063 8, 102.949 2

20 219

23 920

20 665

3-(4-Hydroxyphenyl) propionic acid

12.24

C₉H₁₀O₃

-1.6

165.055 5

129.066 1, 73.028 2

52 745

52 355

46 612

Quinic acid

12.25

C₇H₁₂O₆

-27.4

193.065 4

70.080 0, 129.118 6, 145.066 0

25 389

26 591

23 342

Syringic acid

C₉H₁₀O₅

-2.8

197.045 0

153.060 9, 163.077 5, 130.050 3, 121.028 9

44 036

37 359

34 663

Pulchellalactam

13.75

C₉H₁₃NO

-1.7

174.092 0

110.039 9, 84.060 9

10 090

95 996

84 544

79 336

Protocatechuic acid

14.08

C₇H₆O₄

-0.6

153.019 2

135.961 1, 109.029 1, 91.018 4

652 767

584 749

510 170

Gallic acid

14.11

C₇H₆O₅

-1.2

169.014 0

153.019 7, 109.029 1

64 772

61 014

52 139

Benzoic acid

14.22

C₇H₆O₂

-2.4

121.029 2

162.019 8, 164.072 5, 145.062 2, 94.029 8, 59.013 4

10 418

8 838

8 154

Caffeic acid

14.99

C₉H₈O₄

-1.8

179.048 2

974

9 173

11 599

10 338

Ferulic acid

16.12

C₁₀H₁₀O₄

-1.2

193.050 4

161.060 2, 131.042 2, 89.024 1

45 429

40 217

36 787

3-Hydroxy-4-methoxycinnamic acid

18.26

C₁₀H₁₀O₄

-2.8

193.050 1

145.029 2, 122.063 3

9 994

10 030

9 656

Catechin

18.46

C₁₅H₁₄O₆

-1.5

289.071 3

147.081 4, 137.061 1

24 113

38 921

30 167

2, 4-Dihydroxybenzoic acid

19.44

C₇H₆O₄

-0.2

153.019 3

107.049 9

36 817

31 217

29 701

Monacolin Q

19.9

C₁₉H₂₂O₂

5.9

283.152 4

259.151 4, 215.123 3, 171.096 1, 143.064 3, 105.049 4, 93.049 3

104 933

Daidzein

20.06

C₁₅H₁₀O₄

0.1

253.030 0

132.021 9, 91.018 8, 77.039 3, 135.008 8, 131.049 6

485 135

3 899 368

3 637 921

3 410 499

4-Hydroxybenzoic acid

20.08

C₇H₆O₃

-1.8

137.024 2

103.055 1, 93.034 3

35 229

25 782

25 822

4-Methoxycinnamic acid

20.12

C₁₀H₁₀O₃

-3.5

177.055 1

162.021 8, 159.044 6, 131.049 4, 107.049 8

4 600

4 371

4 419

Glycitein

20.38

C₁₆H₁₂O₅

-0.7

283.061 2

268.037 8, 265.071 7, 175.039 5, 162.021 8, 149.060 7, 137.024 3, 93.034 3

614 625

356 303

328 875

285 907

α, β-Hydromonacolin Q

20.56

C₁₉H₂₄O₃

-4.8

301.163 4

241.139 9, 215.123 1, 165.049 3, 143.064 3, 105.049 4, 81.049 9

507 276

13 591

11 730

10 033

2-Methoxybenzoic acid

21.77

C₈H₈O₃

-1.4

151.039 9

101.060 5, 137.061 0

18 145

18 832

16 522

Lunatinin

22.5

C₁₃H₁₄O₅

-0.3

249.056 0

205.050 1, 204.042 3, 137.060 7, 159.044 5, 177.128 2, 190.026 7

89 570

1 050 002

1 170 119

1 094 398

Genistein

23.27

C₁₅H₁₀O₅

271.072 8

253.064 6, 243.079 4, 215.084 4, 153.035 7, 91.069 9

597 519

5 677 178

5 477 400

5 122 723

Monalbidin N5

23.97

C₂₀H₃₂O₅

-8.9

351.214 7

211.122 7, 311.170 4, 139.112 7, 171.102 4, 183.138 9, 209.118 2, 229.144 2

29 915

268 816

233 721

210 265

Dehydromonacolin MV2

24.37

C₁₉H₂₆O₅

-0.3

333.153 9

171.102 3, 173.059 6, 139.112 7, 121.029 5, 155.081 9, 111.045 0, 211.096 4

22 166

170 082

175 682

142 503

Monacolin J

24.99

C₁₉H₂₈O₄

9.8

321.190 1

223 355

3α-Hydroxy-3, 5-dihydromonacolin L

25.61

C₁₉H₃₀O₄

-9.5

345.189 7

283.119 8, 227.160 2, 185.112 2, 157.080 2, 143.064 2, 105.049 3, 91.034 3

152 093

31 338

30 256

27 547

Dehydromonacolin N

26.46

C₂₁H₂₈O₄

-1.3

343.191 0

83.013 6, 296.104 5, 319.191 1, 326.139 8, 237.090 4, 213.090 3, 113.096 9

1 365 850

1 321 654

1 463 439

1 313 218

Monacolin T

27.5

C₂₁H₃₆O₅

-0.7

367.220 4

352.155 6, 323.201 0, 295.097 3, 251.106 9, 227.201 3, 183.012 1, 112.985 5

132 055

Monacolin S

28.06

C₂₄H₃₈O₇

-2.2

437.244 8

213.135 5, 195.125 5, 143.101 4, 128.078 5, 67.068 9

65 233

245 056

230 630

198 961

Rubropunctamine

28.69

C₂₁H₂₃NO₄

352.155 4

337.131 2, 313.143 3, 294.077 5, 250.088 3, 239.060 0, 226.087 5, 199.073 1

137 026

137 203

203 083

186 753

Chlorogenic acid

30.3

C₁₆H₁₈O₉

3.1

353.088 9

150.128 9, 107.050 0, 66.034 3, 311.169 2, 222.080 6, 198.0922, 163.0760

47 138

25 006

28 293

Monacolin N1

30.78

C₂₂H₃₄O₆

-1.2

393.227 8

295.1720, 281.2481, 213.0903, 313.1796, 231.0653, 252.993 1, 197.058 9

39 731

37 186

32 854

Dehydromonacolin J

31.92

C₁₉H₂₆O₃

-0.3

303.179 5

249.145 2, 225.144 4, 91.034 4, 143.064 5

258 407

115 817

110 511

92 830

Monacolin R

32.67

C₁₉H₂₈O₃

-4.6

305.194 7

275.113 8, 257.102 6, 197.112 0

113 422

36 067

31 032

29 334

Monacolin X

32.79

C₂₄H₃₄O₆

0.1

441.216 7

325.189 4, 243.188 6, 403.219 8, 315.116 7, 225.178 6, 223.162 9

577 296

4 013 873

3 995 584

3 589 582

Monacolin K methyl ester

33.16

C₂₅H₄₀O₆

9.9

459.289 8

360.214 4, 261.141 9, 233.145 8

1 734 009

Monacolin M

33.41

C₂₃H₃₄O₆

-1.2

429.215 4

382.190 7, 310.164 3, 195.096 3

37 702

71 415

75 500

63 236

Monascorubramin

33.47

C₂₃H₂₇NO₄

-1.7

380.172 5

180.066 5, 113.096 9, 146.965 2, 215.107 0, 199.075 2, 231.065 9, 354.168 7

11 464

57 424

95 696

89 002

Monascorubrin

34.84

C₂₃H₂₆O₅

18.2

383.171 1

271.219 0, 215.122 1, 69.048 3, 159.132 8, 187.127 5, 201.106 1

1 648 252

1 009 430

1 500 822

1 409 028

Lovastatin acid

35.38

C₂₄H₃₈O₆

-0.5

421.264 0

319.187 0, 101.060 5, 85.0291 5

6 802 308

14 892 602

14 881 085

14 144 736

Monacolin L

36.54

C₁₉H₂₈O₃

27.9

305.195 3

227.160 0, 145.080 2

227 410

268 411

217 457

Mevastatin

36.89

C₂₃H₃₄O₅

19.6

413.220 3

337.185 1, 325.189 5, 220.052 5, 169.117 1, 143.101 6, 59.045 3

543 206

1 929 575

1 735 687

1 582 262

Monasscusic acid A

37.48

C₁₅H₂₂O₂

-0.7

233.133 2

183.012 3, 130.087 1, 101.024 2, 89.024 3, 209.117 9, 172.098 0, 161.045 9, 119.035 2

58 068

417 441

401 220

362 604

Rubropunctatine

37.86

C₂₁H₂₂O₅

4.3

355.174 5

287.183 6, 241.176 8, 217.102 7, 315.179 9

1 345 094

10 773

3 568

8 197

Monascin

38.33

C₂₁H₂₆O₅

-1.5

359.172 1

215.122 8, 187.125 4, 184.085 6, 159.134 2

7 532 339

2 762 643

5 381 906

5 173 440

Sterculic acid

38.56

C₁₉H₃₄O₂

2.5

293.249 3

279.232 9, 112.985 5, 83.013 0, 233.154 4

4 336

9 954

4 039

Dehydromonacolin MV

38.64

C₂₄H₃₈O₅

407.283 9

352.325 8, 262.234 5, 293.196 0, 319.180 8

262 691

Monacolin K

38.98

C₂₄H₃₆O₅

17.7

427.235 7

325.189 5, 275.145 6, 201.179 1, 81.085 1, 373.244 1, 309.189 7

10 949 357

2 569 933

2 367 384

2 153 723

ML-236A

39.34

C₁₈H₂₆O₄

307.203 2

263.225 1, 163.127 0, 104.086 1, 189.143 4

79 969

ML-236C

39.87

C₁₈H₂₆O₃

-6.6

313.175 3

239.251 6, 171.096 6, 95.101 5, 71.100 4

82 594

116 386

102 528

Monacolin U

40.22

C₂₂H₃₈O₅

-6.2

405.263 4

343.198 3, 275.145 6, 239.251 4, 67.068 9, 313.285 9, 331.295 7, 303.210 0

10 721

10 063

11 225

11 940

Dihydromonacolin L

41.54

C₁₉H₃₀O₃

-1.4

305.193 6

183.012 2, 253.253 8, 119.050 5, 96.960 3, 59.013 3, 171.103 2

15 005

232 651

272 294

256 969

Oleanolic acid

41.56

C₃₀H₄₈O₃

-1.1

455.352 6

255.233 1, 421.259 5, 339.200 5, 101.060 6, 370.166 0, 150.988 9

5 379

4 266

5 520

Monacolin K ethyl ester

42.01

C₂₆H₄₂O₆

11.3

473.264 7

184.089 5, 104.122 9, 86.111 9, 125.016 1, 225.178 4, 339.300 5

45 804

8 625 390

8 994 605

8 377 235

Dihydromonacolin K

42.9

C₂₄H₃₈O₅

4.5

429.251 9

327.204 7, 227.194 2, 145.117 3, 105.085 8, 73.061 6, 388.347 7, 287.213 5, 269.203 5

5 339 528

11 652 522

10 612 139

12 123 037

Robustadial A

43.03

C₂₃H₃₀O₅

-0.9

385.201 7

339.201 4, 303.103 1, 311.166 6, 209.118 1, 150.989 0, 119.050 0, 263.105 8, 299.258 3

905 113

240 302

478 813

494 002

Dehydromonacolin K

C₂₄H₃₄O₄

0.1

409.224 4

307.175 5, 207.129 1, 155.100 6, 143.101 3

5 243 291

12 547 357

11 949 148

11 768 099

Stigmasterin

44.61

C₂₉H₄₈O

7.8

413.365 3

388.347 8, 276.282 2, 184.089 5, 146.998 5, 73.061 7

12 845

18 652

60 728

34 148

Linoleic acid

44.75

C₁₈H₃₂O₂

0.5

279.213 9

237.149 5, 139.076 6, 84.938 7

2 703 347

11 519 718

11 277 397

10 979 486

Rotiorinol A

44.99

C₂₃H₂₆O₅

381.174 2

281.248 5, 183.012 3, 171.006 5, 96.966 7, 139.076 5, 255.233 0, 325.183 9, 364.170 5

732 997

644 250

612 424

6-α-O-Ethyl-4, 6-dihydromonacoline L

45.11

C₂₁H₃₄O₄

-6.4

349.236 2

183.012 3, 171.006 5, 152.995 9, 78.958 7, 96.966 7, 119.050 0, 151.076 4, 231.066 3

246 598

231 563

222 912

Ursolic acid

45.41

C₃₀H₄₈O₃

0.2

455.353 2

281.248 5, 411.206 8, 352.155 5, 325.183 6, 253.091 4, 163.112 7

22 599

22 305

22 527

Ergosterol

46.8

C₂₈H₄₄O

3.8

419.330 1

352.350 8, 313.191 3, 247.162 3, 67.068 9, 173.148 4, 157.117 2

15 471

11 298

11 257

α, β-Dehydrodihydromonacolin K

50.87

C₂₄H₃₆O₄

19.8

411.258 7

331.185 3, 287.213 8, 201.179 4, 145.117 4, 309.194 2, 241.209 7, 131.101 8

5 260 974

4 310 157

4 252 835