Journal of Analytical Methods in Chemistry

Research Article

Integrating Study on Qualitative and Quantitative Characterization of the Major Constituents in Shuanghuanglian Injection with UHPLC/Q-Orbitrap-MS and UPLC-PDA

Table 1

Characterization of chemical constituents of SHLI by UHPLC/Q-Orbitrap-MS (negative ion mode).


Serial no.	t_R (min)	Formula	Theoretical value (m/z)	Measured value (m/z)	Fragment ions (m/z) (%)	Error (ppm)	Identification [reference]

1	0.97	C₇H₁₂O₆	191.05501	191.05478	191.05478 (100.00), 173.04419 (2.15), 127.03841 (4.55), 85.02785 (24.53)	−1.3	Quinic acid [16]
2	4.75	C₁₆H₂₄O₁₀	375.12857	375.12862	213.07541 (75.49), 169.08653 (14.02), 151.07477 (29.82), 125.05906 (100.00)	0.2	Adoxosidic acid [22]
3	4.81	C₁₆H₁₈O₉	353.08671	353.08652	191.05458 (100), 179.03343 (51.94), 173.04393 (4.23), 161.02283 (4.36), 135.04344 (64.31)	−0.5	Neochlorogenic acid
4	6.02	C₂₀H₃₀O₁₂	461.16535	461.16486	205.07030 (17.21), 163.05919 (8.64), 135.04338 (80.33)	−1.1	Forsythoside E
5	6.55	C₁₆H₁₈O₉	353.08671	353.08649	191.05450 (100.00), 179.03336 (1.07), 161.02281 (1.66), 135.04355 (1.19)	−0.6	Chlorogenic acid
6	6.90	C₁₆H₂₂O₁₁	389.19784	389.10764	345.11707 (13.92), 209.04453 (8.56), 165.05368 (18.26)	−0.5	Secoxyloganic acid [16]
7	7.06	C₁₆H₁₈O₉	353.08671	353.08659	173.04388 (100.00), 179.03334 (69.75), 135.04337 (79.89), 191.05444 (50.39), 161.02251 (4.37)	−0.5	Cryptochlorogenic acid
8	7.13	C₉H₈O₄	179.03389	179.03349	135.04337 (100.00)	−2.2	Caffeic acid
9	7.29	C₁₆H₂₂O₁₀	373.11292	373.11246	193.04903 (35.66), 179.05476 (4.45), 167.07019 (4.84), 149.05978 (25.30)	−1.2	Secologanic acid
10	9.06	C₁₈H₂₈O₁₂	435.14970^#	435.14932^#	227.09137 (100.00)	−0.9	Loganin [16]
11	10.12	C₁₇H₂₄O₁₁	403.1235	403.12305	223.05956 (14.49), 165.05382 (25.79), 121.02790 (100.00), 95.04853 (35.64)	−1.1	Secoxyloganin
12	11.58	C₂₉H₃₆O₁₅	623.19705	623.19574	461.16406 (4.05), 179.03302 (10.81), 161.02254 (100.00), 135.04333 (19.30)	−2.1	Isoforsythiaside
13	11.74	C₂₁H₂₀O₁₂	463.08710	463.08684	301.03384 (100.00)	−0.5	Hyperoside
14	11.89	C₂₇H₃₀O₁₆	609.18140	609.17975	301.03247 (50.01), 300.02603 (100.00), 271.02350 (69.57), 255.02832 (33.46), 151.00186 (14.91)	−2.7	Rutin [23]
15	12.25	C₂₁H₁₈O₁₂	461.07465	461.07092	285.03891 (6.58)	−1.2	Scutellarin
16	12.50	C₂₁H₂₀O₁₁	447.09219	447.09143	285.03851 (100.00)	−0.7	Luteolin-7-O-β-D-glucoside
17	12.52	C₂₉H₃₆O₁₅	623.19705	623.19537	461.16425 (1.43), 179.03326 (10.44), 161.02277 (100.00), 135.04337 (20.60), 133.02780 (31.88)	−2.6	Forsythoside A isomer
18	12.67	C₂₉H₃₆O₁₅	623.19705	623.19556	461.16406 (4.05), 179.03302 (10.81), 161.02254 (100.00), 135.04333 (19.30), 133.02763 (23.50)	−2.5	Forsythoside A
19	13.22	C₂₅H₂₄O₁₂	515.11840	515.11743	353.08606 (52.36), 191.05440 (48.98), 179.03325 (77.95), 173.04381 (100.00), 161.02251 (33.59), 135.04329 (87.51),	1.9	Isochlorogenic acid B
20	13.59	C₂₅H₂₄O₁₂	515.11840	515.11780	353.08609 (52.38), 191.05447 (100.00), 179.03329 (52.09), 173.04396 (5.37), 161.02260 (5.92), 135.04335 (56.91),	−1.1	Isochlorogenic acid A
21	13.99	C₂₆H₃₂O₁₁	519.18609	519.18536	357.13263 (62.44), 342.10983 (4.01), 136.014483 (68.79), 151.03835 (100.00)	−1.4	Pinoresinol-4-O-β-D-glucopyranoside [16]
22	14.75	C₂₅H₂₄O₁₂	515.11840	515.11749	353.08636 (70.69), 191.05452 (39.63), 179.03331 (63.38), 173.04388 (100.00), 161.02257 (6.37), 135.04337 (60.85)	−1.3	Isochlorogenic acid C
23	16.44	C₂₁H₁₈O₁₁	445.07654	445.07593	269.04449 (100.00)	−1.4	Baicalin [10]
24	17.52	C₂₇H₃₄O₁₁	579.20722^#	579.20630^#	371.14874 (100.00), 356.12558 (68.45),	−1.6	Pillyrin isomer
25	18.43	C₂₇H₃₄O₁₁	579.20722^#	579.20605^#	371.14896 (92.52), 356.12558 (100.00)	−2.0	Pillyrin
26	19.03	C₂₁H₁₈O₁₀	429.08162	429.08075	253.04904 (100.00), 175.02341 (4.07)	−2.0	Chrysin-7-O-β-D-glucuronide
27	19.33	C₂₂H₂₀O₁₁	459.09219	459.09134	283.05988 (79.01), 268.03647 (100.00), 175.02272 (5.69)	−1.8	Oroxylin A-7-O-β-D-glucuronide
28	19.93	C₂₂H₂₀O₁₁	459.03219	459.09213	283.05975 (64.17), 268.03641 (100.00), 175.02324 (7.04), 163.00238 (5.15)	−0.1	Oroxindin
29	20.40	C₁₅H₁₀O₅	269.04445	269.04443	251.03349 (2.73), 223.03867 (4.85)	−0.1	Baicalein
30	20.90	C₁₆H₁₂O₅	283.06010	283.06003	268.03644 (100.00)	−0.2	Wogonin
31	20.96	C₁₆H₁₂O₅	283.06010	283.06003	268.03644 (100.00), 239.03375 (4.28)	−0.2	Oroxylin A

^#Adduct ion m/z [M + HCOOH–H]^–. Compared with the reference compounds.