Antiliver Fibrosis Screening of Active Ingredients from Apium graveolens L. Seeds via GC-TOF-MS and UHPLC-MS/MS

Table 5

Identification of chemical compositions of fractions from celery seeds.

No.	RT^a (min)	Compound	Peak Area^b (%)
			PW	PB	PE	PP
1	0.69	6-Hydroxyangelicin	0.40	—	—	—
2	0.89	Mannitol	—	0.43	—	—
3	0.91	3-Buten-2-one 1-(2,3,6-trimethyl phenyl)	1.37	0.23	—	—
4	0.96	Lactulose	—	0.28	—	—
5	0.97	Ectoine	—	1.81	—	—
6	0.98	Heptyl formate	0.45	0.38	—	—
7	0.99	Genipic acid	0.45	—	—	—
8	1.00	2,4-Diethylthiazole	—	1.56	—	—
9	1.05	2,5-Dioxopentanoate	2.18	—	—	—
10	1.24	2-Hydroxyethanesulfonate	0.40	0.39	—	—
11	1.27	2,6-Piperidinedicarboxylic acid	1.09	—	—	—
12	1.37	Pregabalin	1.99	—	—	—
13	1.38	N-acetylhistamine	1.46	—	—	—
14	1.38	Nipecotic acid	11.99	1.51	—	—
15	1.39	4-Guanidinobutanoic acid	—	0.25	—	—
16	1.44	Gln gly	1.87	—	—	—
17	1.52	Cytarabine	—	0.74	—	—
18	1.62	Ser val gly	—	2.46	—	—
19	1.74	Ormetoprim	0.29	—	—	—
20	2.02	6-Hydroxynicotinic acid	—	—	0.33	—
21	2.54	3,3,5-Triiodo-L-thyronine-beta-D-glucuronoside	—	0.35	—	—
22	3.13	2-Phenylacetamide	0.63	0.52	3.86	0.10
23	4.1	(S)-5′-deoxy-5'-(methylsulfinyl)adenosine	—	0.54	—	—
24	4.12	Adenine	—	1.88	—	—
25	4.12	Adenosine	0.39	14.99	0.47	—
26	4.19	Cordycepin	—	0.32	—	—
27	4.31	Patulin	0.42	—	—	—
28	4.34	4-Pyridoxic acid	—	0.27	0.36	—
29	4.35	Inosine	—	0.94	—	—
30	4.36	3′-Deoxyadenosine	—	—	0.41	—
31	4.39	α-[1-(ethylamino)ethyl]-p-hydroxy- benzyl alcohol	—	—	0.56	—
32	4.93	Selfotel	1.51	—	—	—
33	4.98	2-Acetyl-1-ethylpyrrole	3.72	0.30	5.22	0.08
34	4.99	3-Aminobenzamide	0.87	—	0.93	—
35	5.01	4-Hydroxydihydrocinnamaldehyde	—	—	0.36	—
36	5.11	Imidazoleacetic acid	—	—	0.79	—
37	5.16	Mequinol	0.34	2.55	—	—
38	5.36	2-Pyrocatechuic acid	0.62	—	0.85	—
39	5.36	L-tryptophan	1.52	0.44	—	—
40	5.39	Imidacloprid-guanidine	0.39	0.27	1.07	—
41	5.50	Dopamine	—	—	0.50	—
42	5.76	Methiocarb-sulfoxide	0.45	—	—	—
43	5.81	3-(4-methoxy-6-oxopyran-2-yl)butanoic acid	0.51	—	—	—
44	6.24	1-naphthylmethanol	—	—	0.89	—
45	6.41	1H-indole-3-carboxaldehyde	2.65	0.32	1.86	0.38
46	6.73	n-Acetylhomoproline	—	0.23	—	—
47	6.77	Methyl 3-methyl-1-butenyl disulfide	0.75	0.28	—	—
48	6.82	Aesculin	—	—	0.66	—
49	6.87	Oleic acid	—	—	0.47	—
50	6.89	Beta-carboline	—	—	0.86	—
51	6.98	3-Carboxypropyl trimethylammonium	0.43	—	0.39	—
52	6.99	Apigenin	—	—	8.48	11.28
53	7.28	trans-O-hydroxybenzylidenepyruvate	0.35	—	—	—
54	7.31	Eugenitol	0.85	0.22	0.84	—
55	7.54	Glycolic acid	—	—	—	0.18
56	7.59	2-Ketobutyric acid	—	—	—	0.12
57	7.61	Indoleacetic acid	0.44	—	0.43	—
58	7.62	4-Methyl-1-phenyl-2-pentanone	1.35	—	—	—
59	7.66	3-Methyl-1-phenyl-3-pentanol	8.05	—	0.72	—
60	7.69	3′-Methoxy-E,E-dienoestrol	0.36	—	0.70	—
61	7.79	2-Butyl-1-octanol	0.38	—	0.52	—
62	7.80	2-Hydroxy-8-methylchromene-2-carboxylate	0.43	—	1.91	—
63	7.84	Diflufenican	—	1.78	0.82	—
64	7.89	3-Methylbenzaldehyde	0.40	—	0.42	—
65	7.98	Luteolin 7-galactoside	6.59	2.42	0.76	—
66	7.99	2-Naphthol	2.30	0.24	0.94	—
67	8.16	Apiin	2.34	3.64	0.78	—
68	8.17	Ambolin	—	6.72	1.49	—
69	8.19	2-Hydroxymuconate semialdehyde	1.29	5.21	1.53	—
70	8.20	Decanoic acid, 3-amino-, (S)-	—	0.66	2.77	—
71	8.21	Indoleacrylic acid	0.54	—	1.82	—
72	8.22	Glycine	—	—	—	0.11
73	8.27	Aesculetin	0.11	0.56	4.32	13.28
74	8.27	Pelargonidin 3-O-glucoside	—	2.08	2.61	—
75	8.32	Peonidin-3-O-beta-galactopyranoside	0.18	1.95	2.97	—
76	8.46	2-Butyl-3-phenyl-2-propen-1-al	0.79	0.35	0.95	—
77	8.61	1,6-Dimethoxypyrene	0.30	—	2.08	—
78	8.65	Foliosidine	0.51	—	1.76	—
79	8.72	Ensulizole	2.23	—	1.53	—
80	8.73	3-Hydroxypropionic acid	—	—	—	2.61
81	8.84	Flavan skeleton	0.40	—	1.82	—
82	8.92	Chalconaringenin	—	4.87	—	—
83	9.01	Peonidin 3-(6″-acetylglucoside)	—	—	1.82	—
84	9.27	Mesylate	7.13	3.03	0.59	—
85	9.33	15-Methylpalmitate (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5-	0.12	7.18	2.26	—
86	9.40	Dihydroxy-7-methoxy-2,3-dihydrochromen-4-one	1.86	1.17	—	—
87	9.70	α-Terpinene	0.45	0.51	0.37	0.47
88	9.80	4-Methyl-N-ethylcathinone	0.54	1.43	0.86	—
89	9.93	Perillyl acetate	0.65	0.26	1.39	—
90	10.27	5,6,7,8-Tetrahydro-2-naphthol	1.12	2.36	1.49	—
91	10.52	Cicaprost	—	0.25	2.47	—
92	13.72	Erucamide	2.27	0.75	0.80	0.09
93	13.91	Oxoproline	—	—	—	0.16
94	14.52	(2R,3S)-2-Hydroxy-3-isopropylbutanedioic acid	—	—	—	0.16
95	15.44	Vanillin	—	—	—	0.39
96	15.51	Lauric acid	—	—	—	0.17
97	15.80	DL-anabasine	—	—	—	1.79
98	15.93	Phthalic acid	—	—	—	0.35
99	16.01	Methyl jasmonate	—	—	—	1.44
100	16.23	D-arabitol	—	—	—	0.58
101	16.24	Ribitol	—	—	—	0.42
102	16.59	N-(2-hydroxyethyl)-iminodiacetic acid	—	—	—	0.10
103	16.68	Farnesal	—	—	—	19.37
104	16.72	S-carboxymethylcysteine	—	—	—	0.17
105	16.87	Gentisic acid	—	—	—	1.81
106	16.97	terephthalic acid	—	—	—	1.10
107	17.07	Farnesol	—	—	—	0.40
108	17.13	N-acetylisatin	—	—	—	0.16
109	17.64	Myristic acid	—	—	—	0.47
110	17.76	Fructose	0.78	—	—	—
111	18.08	Butylphthalide	—	—	—	18.42
112	18.09	Galactose	0.10	—	—	—
113	18.59	Coniferyl alcohol	—	—	—	0.82
114	18.70	1-Hexadecanol	—	—	—	0.12
115	19.45	4-Hydroxymethyl-3-methoxyphenoxyacetic acid	—	—	—	13.54
116	19.62	Palmitic acid	—	—	—	0.64
117	19.94	Myo-inositol	—	—	—	0.08
118	20.61	6-Hydroxy caproic acid dimer	—	—	—	0.35
119	21.17	Linoleic acid	—	—	—	0.78
120	21.40	Stearic acid	—	—	—	0.76
121	28.89	Cholestan-3beta-ol	—	—	—	0.25
122	30.62	Cholestane-3,5,6-triol, (3beta, 5alpha,6beta)-	—	—	—	0.82
		Total	84.35	81.88	75.86	94.32

RT^a: retention time (min); Peak Area^b: the average of the percentage of peak area relative to the total peak area (n = 3); “—“: not detected.