Identification of Chemical Components of Qi-Fu-Yin and Its Prototype Components and Metabolites in Rat Plasma and Cerebrospinal Fluid via UPLC-Q-TOF-MS

Table 2

Characterization of prototypical components and metabolites in rat plasma and cerebrospinal fluid after oral administration of Qi-Fu-Yin.

No.	tR (min)	Name	Formula	Theoretical mass (Da)	Measured mass (Da)	Error (ppm)	Precursor ions	Main MS/MS fragment ions	P	CSF
P1	4.17	Sibiricose A5	C22H30O14	517.1563	517.1566	0.6	[M − H]^−	193.0514, 175.0405, 160.0170	+
P2	5.13	Sibiricose A1	C23H32O15	547.1668	547.1658	−1.8	[M − H]^−	367.1030, 223.0627, 205.0508, 190.0274	+
P3	7.31	Magnoflorine	C20H23NO4+	342.1700	342.1697	−0.8	[M + H]^+	297.1119, 282.0888, 265.0843	+
P4	13.59	Liquiritin	C21H22O9	417.1191	417.1189	−0.5	[M − H]^−	255.0666, 135.0091, 119.0508	+
P5	14.07	Polygalaxanthone III	C25H28O15	567.1355	567.1352	−0.5	[M − H]^−	435.0944, 357.0600, 345.0606, 315.0522, 297.0395	+
P6	14.16	Liquiritin apioside	C26H30O13	549.1614	549.1609	−0.9	[M − H]^−	255.0662, 417.1186, 175.02373, 135.0086, 113.0248	+
P7	14.85	Spinosin	C28H32O15	607.1668	607.1665	−0.5	[M − H]^−	487.1252, 445.1177, 367.0823, 337.0722, 307.0614	+
P8	17.24	Senkyunolide I	C12H16O4	207.1015	207.1012	−1.4	[M + H–H2O]^+	189.0910, 161.1026, 147.0814	+	+
P9	18.77	Senkyunolide H	C12H16O4	207.1015	207.1013	−1.0	[M + H–H2O]^+	−	+	+
P10	18.88	3,6′-Disinapoyl sucrose	C34H42O19	753.2248	753.2251	0.4	[M − H]^−	547.1668, 529.1565, 265.0748, 223.0595, 205.0540	+	+
P11	19.46	3,4,5-Trimethoxycinnamic acid	C12H14O5	237.0768	237.0766	−0.8	[M − H]^−	193.0870, 161.0609, 108.0217	+
P12	20.90	Isoliquiritin apioside	C26H30O13	549.1614	549.1628	2.5	[M − H]^−	255.0664, 135.0077, 119.0515	+
P13	21.29	Isoliquiritin	C21H22O9	417.1191	417.1195	1.0	[M − H]^−	255.0659, 135.0089, 119.0499	+
P14	21.58	Tenuifoliside A	C31H38O17	681.2036	681.2002	−5.0	[M − H]^−	179.0327, 137.0244	+
P15	22.35	Liquiritigenin	C15H12O4	255.0663	255.0665	0.8	[M − H]^−	135.0087, 119.0503	+
P16	23.69	Senkyunolide D or isomer	C12H14O4	221.0819	221.0823	1.8	[M − H]^−	177.0927, 147.0459	+
P17	24.48	Ginsenoside Rg1	C42H72O14	845.4904	845.4900	−0.5	[M + COOH]^−	475.3815, 179.0564, 161.0454	+
P18	24.85	Ginsenoside Re	C48H82O18	991.5483	991.5436	−4.7	[M + COOH]^−	783.4934, 475.3719, 179.0566, 161.0460	+
P19	26.01	Senkyunolide D or isomer	C12H14O4	221.0819	221.0821	0.9	[M − H]^−	177.0925, 147.0453, 134.0374	+
P20	30.70	Aeginetic acid	C15H24O4	267.1602	267.1608	2.2	[M − H]^−	178.9213, 153.0928	+
P21	32.08	Polygalasaponin XXVIII	C53H84O24	1103.5280	1103.5280	0.0	[M − H]^−	455.3189, 425.3078	+
P22	32.66	Senkyunolide F or isomer	C12H14O3	205.0870	205.0872	1.0	[M − H]^−	161.0977, 187.9911, 149.0043	+
P23	32.90	Butylidenephthalide	C12H12O2	189.0910	189.0913	1.6	[M + H]^+	171.0768, 161.0935, 143.0845, 117.0676	+	+
P24	33.22	Butylphthalide	C12H14O2	191.1066	191.1064	−1.0	[M + H]^+	−	+	+
P25	34.01	Ginsenoside Rf	C42H72O14	845.4904	845.4887	−2.0	[M + COOH]^−	179.0575, 161.0465	+
P26	34.38	Senkyunolide A or isomer	C12H16O2	193.1223	193.1228	2.6	[M + H]^+	147.1167, 175.1169, 137.0591	+
P27	35.35	Licorice saponin A3	C48H72O21	983.4493	983.4463	−3.1	[M − H]^−	351.0583, 193.0364	+
P28	35.64	Isoliquiritigenin	C15H12O4	255.0663	255.0658	−2.0	[M − H]^−	135.0083, 119.0498	+
P29	35.83	Formononetin	C16H12O4	267.0663	267.0657	−2.2	[M − H]^−	−	+
P30	36.61	Tenuifolin	C36H56O12	679.3699	679.3718	2.8	[M − H]^−	455.3136, 425.3101	+	+
P31	36.80	22-Hydroxyl-glycyrrhizin	C42H62O17	837.3914	837.3894	−2.4	[M − H]^−	351.0584, 193.0366	+
P32	36.89	20(S)-Ginsenoside Rh1	C36H62O9	683.4376	683.4367	−1.3	[M + COOH]^−	637.4335, 475.3806, 161.0462	+	+
P33	37.37	Senkyunolide A or isomer	C12H16O2	193.1223	193.1224	0.5	[M + H]^+	175.1158, 147.1162, 137.0595	+
P34	37.66	20(R)-Ginsenoside Rh1	C36H62O9	683.4376	683.4367	−1.3	[M + COOH]^−	161.0463	+	+
P35	37.85	Jujuboside A	C58H94O26	1251.6015	1251.5971	−3.5	[M + COOH]^−	179.0566, 161.0465	+
P36	38.72	Ginsenoside Rb1	C54H92O23	1153.6011	1153.5980	−2.7	[M + COOH]^−	1107.5959	+
P37	39.69	Ginsenoside Ro	C48H76O19	955.4908	955.4899	−0.9	[M − H]^−	793.4379, 179.0563, 119.0352	+
P38	39.69	Ginsenoside Rc	C53H90O22	1123.5906	1123.5856	−4.5	[M + COOH]^−	459.3809, 149.0451, 191.0563	+
P39	39.78	Licorice saponin G2	C42H62O17	837.3914	837.3891	−2.7	[M − H]^−	351.056, 193.0351	+
P40	40.75	Ginsenoside Rb2	C53H90O22	1123.5906	1123.5908	0.2	[M + COOH]^−	1077.5866	+
P41	41.32	Rhaoglycyrrhizin	C48H72O20	967.4544	967.4506	−3.9	[M − H]^−	1077.5859	+
P42	42.76	Glycyrrhizic acid	C42H62O16	821.3965	821.3942	−2.8	[M − H]^−	645.3641, 351.0564, 193.0351, 175.0249	+
P43	42.76	Ginsenoside Rd	C48H82O18	991.5483	991.5474	−0.9	[M + COOH]^−	179.0564, 161.0456	+
P44	44.63	Atractylenolide I	C15H18O2	231.1379	231.1378	−0.4	[M + H]^+	−	+
P45	46.13	Licorice saponin J2	C42H64O16	823.4122	823.4091	−3.8	[M − H]^−	351.0573, 193.0357	+
P46	46.90	Ginsenoside Rk3	C36H60O8	665.4270	665.4248	−3.3	[M + COOH]^−	161.0449	+
P47	47.09	Ginsenoside Rh4	C36H60O8	665.4270	665.4258	−1.8	[M + COOH]^−	161.0450	+
P48	47.38	Zingibroside R1	C42H66O14	793.4380	793.4374	−0.8	[M − H]^−	731.4388, 631.3849	+	+
P49	47.86	Ginsenoside Rg3	C42H72O13	829.4955	829.4934	−2.5	[M − H]^−	783.4886, 621.4365, 459.3812, 161.0454	+
P50	49.40	Z-Ligustilide	C12H14O2	191.1066	191.1070	2.1	[M + H]^+	−	+
P51	52.30	Glycyrrhetinic acid	C30H46O4	469.3323	469.3316	−1.5	[M − H]^−	425.3414	+	+
M1	8.78	Ferulic acid-4-sulfate	C10H10O7S	273.0074	273.0074	0.0	[M − H]^−	193.0507, 149.0246	+
M2	9.45	Ferulic acid-4-sulfate isomer	C10H10O7S	273.0074	273.0073	−0.4	[M − H]^−	193.0504, 149.0245	+
M3	13.59	Liquiritigenin-7-O-glucuronide	C21H20O10	431.0984	431.0977	−1.6	[M − H]^−	255.0662, 175.0250, 135.0088	+	+
M4	13.97	Liquiritigenin-4′-O-glucuronide	C21H20O10	431.0984	431.0982	−0.5	[M − H]^−	255.0662, 175.025, 135.0088	+	+
M5	15.70	Liquiritigenin+2H + sulfate	C15H14O7S	337.0382	337.0380	−0.6	[M − H]^−	257.0824	+
M6	17.83	Liquiritigenin-4′-O-sulfate	C15H12O7S	335.0231	335.0225	−1.8	[M − H]^−	255.0664, 135.0088, 119.0503	+
M7	19.36	(Iso)Liquiritigenin+2H + sulfate	C15H14O7S	337.0382	337.0383	0.3	[M − H]^−	257.0823, 151.0401	+
M8	20.81	(Iso)Liquiritigenin+2H + sulfate	C15H14O7S	337.0382	337.0385	0.9	[M − H]^−	257.0820, 151.0398	+
M9	21.10	Formononetin-7-O-glucuronide	C22H20O10	443.0984	443.0984	0.0	[M − H]^−	267.0661, 175.0249, 135.0453	+
M10	23.12	Isoliquiritigenin-4′-O-glucuronide	C21H20O10	431.0984	431.0978	−1.4	[M − H]^−	255.0662, 175.0247, 135.0088	+	+
M11	27.07	Isoliquiritigenin+2H + sulfate	C15H14O7S	337.0382	337.0390	2.4	[M − H]^−	257.0821	+
M12	28.20	Acetylcysteine conjugate of senkyunolide I or senkyunolide H	C17H23NO6S	370.1324	370.1316	−2.2	[M + H]^+	207.1024, 189.0925, 161.0957	+
M13	29.38	Formononetin-7-O-sulfate	C16H12O7S	347.0231	347.0230	−0.3	[M − H]^−	267.0664, 252.0429	+
M14	29.67	Isoliquiritigenin-6′-O-sulfate	C15H12O7S	335.0231	335.0236	1.5	[M − H]^−	255.0666, 135.009, 119.0508	+
M15	38.72	Compound K-H2	C36H60O8	619.4215	619.4193	−3.6	[M − H]^−	457.3683, 439.3216	+
M16	45.27	Compound K	C36H62O8	621.4372	621.4355	−2.7	[M − H]^−	459.3846, 179.0559, 161.0453	+
M17	45.94	Compound K+2O-2H2	C36H58O10	665.3906	665.3883	−3.5	[M − H]^−	651.4118, 409.2751, 375.2533	+
M18	46.42	Compound K+3O-H2	C36H59O11	667.4063	667.4047	−2.4	[M − H]^−	605.4042, 491.3720, 175.0237, 113.0242	+
M19	46.90	Compound K+3O-H2	C36H59O11	667.4063	667.4042	−3.1	[M − H]^−	605.4029, 491.3724, 175.0241, 113.0242	+
M20	46.99	Compound K+2O-2H2	C36H58O10	665.3906	665.3893	−2.0	[M − H]^−	651.4113, 409.2746, 375.2527	+
M21	47.76	Compound K+2O-2H2	C36H58O10	665.3906	665.3897	−1.4	[M − H]^−	651.4119, 409.2752, 375.2535	+
M22	48.13	Glycyrrhetinic acid-2H	C30H44O4	469.3318	469.3312	−1.3	[M+H]^+	451.3203, 423.3243	+
M23	48.15	Glycyrrhetinic acid + O	C30H46O5	485.3272	485.3263	−1.9	[M − H]^−	441.3357	+	+
M24	48.34	Compound K+2O-2H2	C36H58O10	665.3906	665.3904	−0.3	[M − H]^−	491.3368, 473.3269, 443.3161, 193.0352, 175.0246, 113.0242	+
M25	48.92	Glycyrrhetinic acid + O	C30H46O5	485.3272	485.3256	−3.3	[M − H]^−	441.3361	+	+
M26	49.59	Protopanaxadiol+2O + H2	C30H50O5	489.3585	489.3575	−2.0	[M − H]^−	473.3261, 445.3677, 375.2896	+
M27	45.36	Glycyrrhetinic acid + O	C30H46O5	485.3272	485.3279	1.4	[M − H]^−	441.3383		+

P, plasma; CSF, cerebrospinal fluid; −, not detected +, detected.