Journal of Analytical Methods in Chemistry

Research Article

Rapid Characterization and Action Mechanism of the Antidiabetic Effect of Diospyros lotus L Using UHPLC-Q-Exactive Orbitrap MS and Network Pharmacology

Table 2

The chromatographic and mass data of detected components from Diospyros lotus L through UHPLC-Q-Exactive Orbitrap MS.


Peak	t_R	Theoretical mass (m/z)	Experimental mass (m/z)	Error (ppm)	Formula	MS/MS fragment	Identification	Peak area

1	0.83	193.0347	193.0346	−4.23	C₆H₁₀O₇	MS²[193]: 71.0124(100), 101.0230(5), 113.0231(2)	Glucuronic acid isomer	423409833
2	0.86	191.0561	191.0554	−3.72	C₇H₁₂O₆	MS²[191]:85.0282(100),111.0076(76), 87.0074(34)	Quinic acid isomer	30408553
3	0.90	191.0197	191.0190	−3.90	C₆H₈O₇	MS²[191]: 111.0075(100)	Citric acid isomer	2270126001
4	0.94	193.0347	193.0347	−3.76	C₆H₁₀O₇	MS²[193]: 71.0125(100), 113.0232(82), 101.0232(40)	Glucuronic acid isomer	465384616
5		191.0561	191.0544	−9.06	C₇H₁₂O₆	MS²[191]: 111.0076(100), 87.0074(53), 85.0282(29)	Quinic acid	65213188
6	1.05	191.0197	191.0189	−4.21	C₆H₈O₇	MS²[191]: 111.0076(100)	Citric acid isomer	14530674970
7	1.07	331.0671	331.0671	−0.06	C₁₃H₁₆O₁₀	MS²[331]: 169.0132(100), 125.0231(71)	6-O-galloylglucose isomer	3462772
8	1.13	191.0197	191.0190	−3.90	C₆H₈O₇	MS²[191]: 111.0076(100)	Citric acid isomer	26089906774
9	1.30	493.1199	493.1200	0.22	C₁₉H₂₆O₁₅	MS²[493]: 169.0132(100), 331.0669(93)	6-O-galloylsucrose	105557866
10	1.34	191.0561	191.0552	−5.03	C₇H₁₂O₆	MS²[191]: 111.0076(100), 87.0075(49), 85.0282(27)	Quinic acid isomer	49104868
11	1.35	145.0506	145.0495	−7.81	C₆H₁₀O₄	MS²[145]: 57.0332(100), 71.0488(24), 83.0489(23)	3-Methylglutaric acid isomer	55463923
12	1.36	331.0671	331.0672	0.30	C₁₃H₁₆O₁₀	MS²[331]: 169.0132(100), 125.0231(65)	6-O-galloylglucose isomer	109327970
13	1.41	331.0671	331.0671	0.03	C₁₃H₁₆O₁₀	MS²[331]: 169.0132(100), 125.0231(64)	6-O-galloylglucose isomer	105149835
14	1.48	169.0142	169.0134	−4.83	C₇H₆O₅	MS2[169]: 125.0233(100)	Gallic acid	663649505
15	1.65	153.0193	153.0184	−6.35	C₇H₆O₄	MS²[153]: 108.0203(100), 109.0282(74), 123.0439(6)	2,3-Dihydroxybenzoic acid isomer	88754053
16	1.67	151.0401	151.0391	−6.67	C₈H₈O₃	MS²[151]: 108.0204(100), 124.0153(51), 123.0438(31), 136.0155(16)	Vanillin isomer	14956041
17	1.69	218.1030	218.1029	−2.18	C₉H₁₇NO₅	MS²[218]: 88.0391(100), 146.0813(53)	Pantothenic acid isomer	692269068
18	1.76	218.1030	218.1029	−2.18	C₉H₁₇NO₅	MS²[218]: 88.0391(100), 146.0813(53)	Pantothenic acid isomer	559182584
19	1.84	151.0401	151.0391	−6.54	C₈H₈O₃	MS²[151]: 108.0204(100), 124.0154(45), 123.0439(34), 136.0154(11)	Vanillin isomer	15928418
20	1.84	315.0722	315.0724	0.65	C₁₃H₁₆O₉	MS²[315]: 108.0203(100), 109.0281(43), 153.0186(18), 123.0439(9)	2,3-Dihydroxybenzoic acid 3-O-glucoside isomer	13894787
21	1.91	331.0671	331.0673	0.67	C₁₃H₁₆O₁₀	MS²[331]: 125.0231(100), 169.0132(94)	6-O-galloylglucose isomer	6714540
22	2.31	145.0506	145.0497	−6.77	C₆H₁₀O₄	MS²[145]: 83.0489(30), 101.0594(10), 57.0332(7), 71.0124(6)	3-Methylglutaric acid isomer	37732233
23	2.65	299.0772	299.0770	−0.70	C₁₃H₁₆O₈	MS²[137]: 137.0233(100), 93.0332(78)	P-hydroxybenzoic acid-O-glucoside isomer	5442116
24	2.85	299.0772	299.0773	0.30	C₁₃H₁₆O₈	MS²[137]: 137.0233(100), 93.0332(78)	P-hydroxybenzoic acid-O-glucoside isomer	5284965
25	2.89	299.0772	299.0773	0.10	C₁₃H₁₆O₈	MS²[137]: 137.0233(100), 93.0332(78)	P-hydroxybenzoic acid-O-glucoside isomer	5801580
26	3.00	299.0772	299.0775	0.80	C₁₃H₁₆O₈	MS²[137]: 137.0233(100), 93.0332(66)	P-hydroxybenzoic acid-O-glucoside isomer	8954168
27	3.00	359.0984	359.0989	1.59	C₁₅H₂₀O₁₀	MS²[359]: 138.0311(100), 182.0211(86), 197.0447(44), 153.0546(38)	Syringic acid glucoside	16332217
28	3.09	151.0401	151.0391	−6.14	C₈H₈O₃	MS²[151]: 108.0232(100), 124.0154(37), 123.0441(14), 136.0153(11)	Vanillin isomer	27511009
29	3.19	151.0401	151.0391	−6.33	C₈H₈O₃	MS²[151]:108.0202(100), 124.0153(31), 123.0439(23), 136.0153(23)	Vanillin isomer	23855779
30		353.0878	353.0880	0.67	C₁₆H₁₈O₉	MS²[353]: 191.0551(100), 135.0443(10)	Neochlorogenic acid	371210
31	3.53	299.0772	299.0770	−0.70	C₁₃H₁₆O₈	MS²[137]: 137.0232(100), 93.0332(90)	P-hydroxybenzoic acid-O-glucoside isomer	6350760
32	3.75	299.0772	299.0771	−0.60	C₁₃H₁₆O₈	MS²[137]: 93.0332(100), 137.0233(85)	P-hydroxybenzoic acid-O-glucoside isomer	4495564
33	4.07	183.0299	183.0295	−3.86	C₈H₈O₅	MS²[183]: 140.0103(100), 124.0153(78), 111.0074(65), 139.0025(53)	Methyl gallate	54964007
34	4.93	475.1457	475.1455	−0.49	C₂₀H₂₈O₁₃	MS²[475]: 167.0340(100), 123.0439(56)	Vanillic acid-O-rutinoside	5156267
35	4.96	465.1038	465.1035	−0.86	C₂₁H₂₂O₁₂	MS²[465]: 285.0403(100), 125.0232(67), 151.0028(11)	Kaempferol derivative	2220696
36		289.0718	289.0726	3.01	C₁₅H₁₄O₆	MS²[289]:109.0282(100), 123.0433(70), 97.0288(32), 125.0231(30)	Catechin	1491579
37	5.30	457.1351	457.1354	0.64	C₂₀H₂₆O₁₂	MS²[457]: 119.0491(100), 163.0391(58)	P-coumaric acid-O-glucoside-rhamnoside	12791866
38	5.36	177.0193	177.0186	−4.19	C₉H₆O₄	MS²[177]: 133.0284(100), 105.0334(64), 89.0383(31), 149.0234(16)	Esculetin isomer	68123540
39	5.37	153.0193	153.0184	−6.16	C₇H₆O₄	MS²[153]: 109.0282(100), 108.0202(19)	2,3-Dihydroxybenzoic acid isomer	263921011
40		353.0878	353.0880	0.58	C₁₆H₁₈O₉	MS²[353]: 191.0554(100), 135.0441(12)	Chlorogenic acid	36538266
41	5.44	151.0401	151.0391	−6.27	C₈H₈O₃	MS²[151]: 108.0204(100), 123.0439(35), 124.0154(32), 136.0152(23)	Vanillin isomer	16864944
42		179.0350	179.0345	−2.86	C₉H₈O₄	MS²[179]: 135.04401(100), 179.03407(87)	Caffeic acid	12320409
43	5.49	457.1351	457.1356	1.03	C₂₀H₂₆O₁₂	MS²[457]: 119.0491(100), 163.0392(54)	P-coumaric acid-O-glucoside-rhamnoside	25886930
44	5.60	457.1351	457.1354	0.64	C₂₀H₂₆O₁₂	MS²[457]: 119.0491(100), 163.0392(50)	P-coumaric acid-O-glucoside-rhamnoside	6494575
45	5.64	465.1038	465.1036	−0.58	C₂₁H₂₂O₁₂	MS²[465]: 285.0403(100), 125.0233(54), 178.9976(17), 151.0029(9)	Kaempferol derivative	2286572
46	5.73	457.1351	457.1353	0.35	C₂₀H₂₆O₁₂	MS²[457]: 119.0490(100), 163.0391(48)	P-coumaric acid-O-glucoside-rhamnoside	14719551
47	5.86	595.1663	595.1680	1.37	C₂₇H₃₂O₁₅	MS²[595]: 355.0822(100), 385.0927(91), 415.1031(25), 475.1259(16)	Naringenin-6,8-di-C-glucoside	3936541
48	5.95	641.1359	641.1370	1.60	C₂₇H₃₀O₁₈	MS²[641]: 479.0816(100), 178.9978(21), 151.0026(13)	Myricetin 3,3'-digalactoside isomer	907936
49	5.95	329.0878	329.0880	0.53	C₁₄H₁₈O₉	MS²[329]: 167.0341(100), 123.0440(45)	Vanillic acid glucoside	184241354
50	6.07	319.0459	319.0461	0.34	C₁₅H₁₂O₈	MS²[319]: 193.0136(100), 125.0233(77), 151.0028(17), 165.0184(15)	Dihydromyricetin isomer	42196138
51	6.08	625.1410	625.1413	0.44	C₂₇H₃₀O₁₇	MS²[625]: 463.0877(100), 301.0351(60), 151.0025(15)	Quercetin 3,4'-Diglucoside	3023028
52	6.09	449.1089	449.1091	0.37	C₂₁H₂₂O₁₁	MS²[449]: 259.0611(100), 269.0457(86), 151.0027(47), 287.0287(17)	Maesopsin 4-O-glucoside isomer	36415310
53	6.16	303.0510	303.0510	−0.12	C₁₅H₁₂O₇	MS²[303]: 125.0232(100), 151.0026(10), 177.0187(5)	Taxifolin isomer	4492484
54	6.17	475.1457	475.1459	0.39	C₂₀H₂₈O₁₃	MS²[475]: 167.0339(100), 123.0439(4)	Vanillic acid-O-rutinoside	21026003
55	6.21	281.1396	281.1396	0.62	C₁₅H₂₂O₅	MS²[281]: 123.0803(100), 171.1169(83), 189.1278(22)	Dihydrophaseic acid	13845836
56	6.22	355.1035	355.1037	0.60	C₁₆H₂₀O₉	MS²[355]: 134.0363(100), 193.0500(93), 149.0598(26), 178.0265(13)	Ferulic acid acyl-β-D-glucoside isomer	155512403
57	6.23	609.1461	609.1467	1.02	C₂₇H₃₀O₁₆	MS²[609]: 447.0926(100), 285.0401(34)	Kaempferol 3,7-diglucoside	1288267
58	6.38	151.0401	151.0391	−6.14	C₈H₈O₃	MS²[151]: 108.0203(100), 136.0154(23), 123.0437(6)	Vanillin isomer	34876373
59	6.39	177.0193	177.0186	−3.97	C₉H₆O₄	MS²[177]: 129.0183(100), 133.0284(21), 89.0385(8)	Esculetin isomer	5548229
60	6.44	449.1089	449.1091	0.30	C₂₁H₂₂O₁₁	MS²[449]: 259.0610(100), 269.0455(75), 287.0561(34), 151.0026(8)	Maesopsin 4-O-glucoside isomer	12513053
61	6.48	179.0350	179.0343	−3.64	C₉H₈O₄	MS²[179]: 135.04428(100)	Caffeic acid isomer	10375972
62	6.50	287.0561	287.0561	−0.18	C₁₅H₁₂O₆	MS²[287]:125.0232(100), 151.0026(13),161.0230(3)	(2S)-5,7,2’,6′-tetrahydroxyflavanone isomer	7395938
63	6.52	355.1035	355.1036	0.52	C₁₆H₂₀O₉	MS²[355]: 134.0363(100), 193.0500(89), 149.0598(30), 178.0266(18)	Ferulic acid acyl-β-D-glucoside isomer	194391098
64	6.52	609.1461	609.1473	1.92	C₂₇H₃₀O₁₆	MS²[609]: 301.0354(100), 447.0933(43), 300.0265(5)	Quercetin 3-O-rutinoside isomer	7578929
65	6.53	319.0459	319.0459	−0.13	C₁₅H₁₂O₈	MS²[319]: 125.0232(100), 193.0134(75), 151.0026(20), 165.0184(20)	Dihydromyricetin isomer	3940259
66	6.58	433.1140	433.1144	0.76	C₂₁H₂₂O₁₀	MS²[433]: 271.0611(100), 165.0183(30), 113.0231(12)	Naringenin 7-O-glucoside isomer	1556330
67		515.1195	515.1184	−2.12	C₂₅H₂₄O₁₂	MS²[515]: 173.0447(100), 179.0342(88), 191.0554(38), 135.0441(15)	Isochlorogenic acid B	672858
68	6.67	771.1989	771.1996	0.84	C₃₃H₄₀O₂₁	MS²[771]: 316.0225(100), 271.0247(47), 151.0026(8), 317.0232(4)	Myricetin 3-rutinoside 7-rhamnoside	37547695
69	6.67	303.0510	303.0511	0.31	C₁₅H₁₂O₇	MS²[303]: 125.0233(100), 285.0408(47), 177.0183(11), 151.0027(8)	Taxifolin isomer	1258429
70	6.68	465.1038	465.1030	−1.76	C₂₁H₂₂O₁₂	MS²[465]: 285.0404(100), 125.0232(57), 178.9976(18), 151.0027(6)	Kaempferol derivative	3746637
71	6.69	641.1359	641.1365	0.94	C₂₇H₃₀O₁₈	MS²[641]: 479.0829(100), 317.0301(17), 316.0219(16), 151.0026(2)	Myricetin 3,3′-digalactoside isomer	8628387
72	6.72	167.0350	167.0341	−5.34	C₈H₈O₄	MS²[167]: 123.0440(100), 108.0204(14)	Vanillic acid isomer	22418279
73	6.81	625.1410	625.1408	−0.44	C₂₇H₃₀O₁₇	MS²[625]: 316.0224(100), 317.0266(19), 463.0877(8)	Myricetin 3-O-rutinoside isomer	1981287
74	6.88	423.0416	423.0393	−5.51	C₁₄ H₁₆ O₁₅	MS²[423]: 151.0026(100), 178.9978(76), 301.0353(41)	Quercitrin derivative	41312151
75	6.96	433.1140	433.1137	−0.72	C₂₁H₂₂O₁₀	MS²[433]: 313.0718(100), 343.0821(24), 271.0613(20), 151.0026(12)	Naringenin 6-C-glucoside isomer	2813357
76	6.96	465.1038	465.1032	−1.44	C₂₁H₂₂O₁₂	MS²[465]: 161.0446(100), 125.0232(57), 285.0406(29)	Kaempferol derivative	1790280
77	7.01	613.1779	613.1779	0.74	C₂₇H₃₄O₁₆	MS²[613]: 373.0929(100), 403.1037(56), 239.0556(27), 433.1139(17), 493.1359(17)	Catechin di-C-hexoside	18384963
78	7.03	755.2040	755.2045	0.60	C₃₃H₄₀O₂₀	MS²[755]: 300.0274(100), 301.0337(16), 178.9976(9), 271.0247(4)	Quercetin 3-rutinoside 7-rhamnoside	7686510
79	7.03	625.1410	625.1413	0.44	C₂₇H₃₀O₁₇	MS²[625]: 316.0244(100), 271.0250(48), 317.0293(12), 151.0027(9)	Myricetin 3-O-rutinoside isomer	117356236
80	7.07	579.2083	579.2109	4.43	C₂₈H₃₆O₁₃	MS²[579]: 417.1554(100), 181.0496(84), 402.1320(20)	Syringaresinol-O-β-D-glucoside isomer	1274845
81	7.07	433.1140	433.1140	−0.02	C₂₁H₂₂O₁₀	MS²[433]: 313.0717(100), 271.0611(82), 343.0820(22), 151.0025(14)	Naringenin 6-C-glucoside isomer	5777367
82	7.08	493.0624	493.0625	0.25	C₂₁H₁₈O₁₄	MS²[493]: 317.0302(100), 151.0027(45), 109.0284(11), 271.0252(8)	Myricetin 3-O-glucuronide	61411051
83	7.13	479.0831	479.0831	−0.09	C₂₁H₂₀O₁₃	MS²[479]:316.0255(100), 271.0249(41), 317.0301(13), 151.0026(7)	Myricetin 3-O-galactoside	179167814
84	7.16	463.0882	463.0885	0.65	C₂₁H₂₀O₁₂	MS²[463]: 301.0350(100), 300.0274(61)	Isoquercitrin isomer	10171047
85	7.17	641.1359	641.1353	−1.07	C₂₇H₃₀O₁₈	MS²[641]: 479.0831(100), 317.0301(58), 316.0222(17),	Myricetin 3,3′-digalactoside isomer	2349023
86	7.23	167.0350	167.0341	−5.28	C₈H₈O₄	MS²[167]: 123.0440(100), 167.0341(85), 108.0206(5), 152.0109(4)	Vanillic acid isomer	272148953
87		193.0506	193.050	−3.48	C₁₀H₁₀O₄	MS²[193]: 134.0362(100), 178.0266(48), 149.0598(21)	Ferulic acid	13558093
88	7.40	609.1461	609.1458	−0.59	C₂₇H₃₀O₁₆	MS²[609]: 300.0273(100), 301.0328(16), 151.0025(7)	Quercetin 3-O-rutinoside isomer	368931
89	7.40	303.0510	303.0511	0.11	C₁₅H₁₂O₇	MS²[303]: 125.0232(100), 151.0026(12), 177.0184(8)	Taxifolin isomer	18082158
90	7.41	579.2083	579.2114	5.38	C₂₈H₃₆O₁₃	MS²[579]: 417.1553(100), 181.0497(79), 402.1321(13)	Syringaresinol-O-β-D-glucoside isomer	1680286
91	7.44	433.1140	433.1141	0.21	C₂₁H₂₂O₁₀	MS²[433]: 271.0611(100), 151.0026(64), 119.0490(11)	Naringenin 7-O-glucoside isomer	3568902
92	7.48	435.1297	435.1300	0.85	C₂₁H₂₄O₁₀	MS²[435]: 301.0307(100), 300.0271(5), 151.0027(3)	Quercitrin derivative	3058494
93	7.50	423.0416	423.0394	−5.30	C₁₄ H₁₆ O₁₅	MS²[423]: 317.0126(100), 125.0233(40), 151.0026(15), 285.0401(10)	Myricetin derivative	461694539
94	7.58	137.0244	137.0234	−7.50	C₇H₆O₃	MS²[137]: 93.0333(100)	P-hydroxybenzoic acid	1954942346
95	7.60	193.0506	193.0499	−3.64	C₁₀H₁₀O₄	MS²[193]: 134.0363(100), 149.0600(62), 178.0264(60)	Ferulic acid isomer	943379
96	7.60	177.0193	177.0186	−4.30	C₉H₆O₄	MS²[177]: 129.0182(100), 89.0231(65), 133.0283(16)	Esculetin isomer	8590955
97		609.1461	609.1466	0.73	C₂₇H₃₀O₁₆	MS²[609]: 300.0275(100), 301.0351(94), 151.0026(3)	Quercetin 3-O-rutinoside	60494749
98		463.0882	463.0886	0.84	C₂₁H₂₀O₁₂	MS²[463]: 316.0224(100), 271.0248(46), 287.0198(26), 151.0028(12), 317.0302(3)	Myricitrin	47320337
99	7.62	597.1825	597.1829	0.71	C₂₇H₃₄O₁₅	MS²[597]: 357.0983(100), 387.1088(77), 167.0340(44), 209.0451(40), 417.1192(18)	3′, 5′-Di-C-β-D-glucosylphloretin	279295311
100	7.64	615.0992	615.0997	0.83	C₂₈H₂₄O₁₆	MS²[615]: 463.0883(100), 301.0352(27), 300.0278(1)	Quercetin 3-O-(6″-galloyl)-β-D-glucopyranoside isomer	16017622
101	7.70	641.1359	641.1364	0.74	C₂₇H₃₀O₁₈	MS²[641]: 479.0830(100), 317.0301(23), 316.0200(3)	Myricetin 3,3′-digalactoside isomer	308863
102	7.72	579.1719	579.1717	−0.41	C₂₇H₃₂O₁₄	MS²[579]: 253.0504(100), 271.0613(48), 417.1552(17)	Naringenin-O-glucoside-rhamnoside	1975268
103	7.73	433.1140	433.1139	−0.23	C₂₁H₂₂O₁₀	MS²[433]: 227.0709(100), 271.0611(54)	Naringenin 7-O-glucoside isomer	3090379
104	7.76	193.0506	193.0499	−3.90	C₁₀H₁₀O₄	MS²[193]: 134.0363(100), 178.0265(61), 149.0599(49)	Ferulic acid isomer	10013718
105	7.76	477.0675	477.0678	0.66	C₂₁H₁₈O₁₃	MS²[477]: 301.0352(100), 151.0026(12), 255.0296(1), 300.0270(1)	Quercitrin 3-O-glucuronide	71847819
106	7.78	625.1410	625.1418	1.21	C₂₇H₃₀O₁₇	MS²[625]: 463.0882(100), 301.0350(29), 316.0223(11), 317.0289(6)	Myricetin 3-O-rutinoside isomer	3973219
107		463.0882	463.0888	1.25	C₂₁H₂₀O₁₂	MS²[463]: 300.0276(100), 271.0250(68), 301.0353(47), 255.0299(31), 151.0027(16)	Isoquercitrin	193168329
108	7.92	615.0992	615.0994	0.35	C₂₈H₂₄O₁₆	MS²[615]: 463.0883(100), 301.0353(26)	Quercetin 3-O-(6″-galloyl)-β-D-glucopyranoside isomer	2311932
109	8.00	593.1512	593.1518	1.01	C₂₇H₃₀O₁₅	MS²[593]: 284.0325(100), 285.0400(62), 151.0025(6)	Nicotiflorin isomer	6641091
110	8.00	435.1297	435.1299	0.55	C₂₁H₂₄O₁₀	MS²[435]: 167.0340(100), 273.0768(56), 125.0233(18), 123.0439(9)	Phlorizin isomer	7020357
111		515.1195	515.1201	1.21	C₂₅H₂₄O₁₂	MS²[515]: 191.0553(100), 179.0341(92), 135.0440(14)	1,3-Dicaffeoylquinic acid	1538798
112	8.10	477.1038	477.1038	−0.12	C₂₂H₂₂O₁₂	MS²[477]: 315.0510(100), 301.0352(95), 314.0434(15), 299.0197(14), 300.0272(10)	3-Methylquercetin 7-O-glucoside isomer	6541397
113	8.10	151.0401	151.0392	−5.54	C₈H₈O₃	MS²[151]: 108.0204(100), 124.0125(24), 123.0440(16), 136.0153(13)	Vanillin isomer	11922688
114	8.21	463.0882	463.0884	0.46	C₂₁H₂₀O₁₂	MS²[463]: 301.0352(100), 300.0277(2)	Isoquercitrin isomer	7397726
115		515.1195	515.1184	−2.12	C₂₅H₂₄O₁₂	MS²[515]:191.0552(100), 179.0340(67), 353.0878(17), 135.0439(12)	Isochlorogenic acid A	3535566
116	8.31	433.1140	433.1142	0.42	C₂₁H₂₂O₁₀	MS²[433]: 300.0273(100), 271.0610(77), 151.0026(32), 301.0332(26)	Quercitrin 3-O-arabinoside isomer	12897978
117		593.1512	593.1516	0.70	C₂₇H₃₀O₁₅	MS²[593]: 285.0405(100), 284.0327(85), 255.0299(67), 227.0346(46)	Nicotiflorin	53519420
118	8.35	579.1719	579.1707	−2.09	C₂₇H₃₂O₁₄	MS²[579]: 417.1554(100), 271.0607(28), 178.9978(12), 151.0025(14)	Naringenin-O-glucoside-rhamnoside	2699074
119	8.40	435.1297	435.1299	0.41	C₂₁H₂₄O₁₀	MS²[435]: 167.0339(100), 273.0765(40), 125.0231(17)	Phlorizin isomer	6540475
120	8.40	187.0974	187.0967	−4.98	C₉H₁₆O₄	MS²[187]: 125.0958(100), 97.0644(13), 169.0857(2)	Azelaic acid	1506853530
121	8.42	579.2083	579.2096	2.20	C₂₈H₃₆O₁₃	MS²[579]: 417.1554(100), 181.0497(93), 402.1317(13)	Syringaresinol O-β-D-glucoside isomer	11293465
122	8.53	433.1140	433.1140	−0.09	C₂₁H₂₂O₁₀	MS²[433]: 271.0612(100), 300.0274(34), 151.0027(30), 301.0331(11)	Quercitrin 3-O-arabinoside isomer	4688398
123	8.56	287.0561	287.0562	0.45	C₁₅H₁₂O₆	MS²[287]: 125.0233(100), 151.0027(14)	(2S)-5,7,2′,6′-tetrahydroxyflavanone isomer	113424998
124	8.59	461.0725	461.0737	2.43	C₂₁H₁₈O₁₂	MS²[461]:301.0353(100),178.9977(36), 151.0025(29), 300.0268(6)	Quercitrin derivative	5302276
125		447.0933	447.0935	0.50	C₂₁H₂₀O₁₁	MS²[447]: 300.0276(100), 301.0353(71), 271.0249(64), 255.0298(44), 151.0027(25)	Quercitrin	314040631
126	8.72	477.1038	477.1036	−0.63	C₂₂H₂₂O₁₂	MS²[477]: 314.0433(100), 315.0487(25), 301.0354(15), 300.0277(5), 299.0193(4)	3-Methylquercetin 7-O-glucoside isomer	2529387
127	8.87	477.1038	477.1039	0.19	C₂₂H₂₂O₁₂	MS²[477]: 314.0432(100), 315.0489(23), 301.0352(6), 299.0194(5), 300.0273(3)	3-Methylquercetin 7-O-glucoside isomer	10332087
128		435.1297	435.1301	0.92	C₂₁H₂₄O₁₀	MS²[435]:167.0341(100), 273.0760(39)	Phlorizin	715650
129	9.03	193.0506	193.0499	−3.79	C₁₀H₁₀O₄	MS²[193]: 149.0598(100), 134.0361(25), 178.0264(16)	Ferulic acid isomer	6477816
130	9.13	263.1283	263.1289	0.22	C₁₅H₂₀O₄	MS²[263]: 191.0343(100), 203.1072(5)	Abscisic acid isomer	3103377
131	9.18	151.0401	151.0392	−5.94	C₈H₈O₃	MS²[151]: 108.0204(1000, 123.0439(17), 136.0156(14)	Vanillin isomer	11991089
132	9.20	507.1144	507.1150	1.08	C₂₃H₂₄O₁₃	MS²[507]: 345.0611(100), 330.0367(25)	Viscidulin III 6′-O-β-D-glucoside isomer	2178417
133	9.29	507.1144	507.1144	0.05	C₂₃H₂₄O₁₃	MS²[507]: 345.0610(100), 330.0367(31)	Viscidulin III 6′-O-β-D-glucoside isomer	573815
134		317.0303	317.0301	−0.63	C₁₅H₁₀O₈	MS²[317]: 151.0026(100), 137.0233(73), 107.0125(33), 178.9977(31)	Myricetin	2396594
135	9.44	491.1195	491.1198	0.63	C₂₃H₂₄O₁₂	MS²[491]: 313.0356(100), 271.0244(54), 299.0199(44), 329.0678(9)	5,2′6′-dihydroxy-7,8-dimethoxyflavone isomer	15215791
136		515.1195	515.1200	0.97	C₂₅H₂₄O₁₂	MS²[515]: 179.0340(100), 191.0552(79), 353.0879(22), 135.0439(10)	Isochlorogenic acid C	3154984
137	9.58	477.1038	477.1040	0.32	C₂₂H₂₂O₁₂	MS²[477]: 315.0514(100), 300.0273(26), 301.0351(21)	3-Methylquercetin 7-O-glucoside isomer	1113920
138	9.63	615.0992	615.0998	1.03	C₂₈H₂₄O₁₆	MS²[615]: 317.0302(100), 463.0877(5), 316.0222(3), 178.9975(1)	Myricetin 3-O-(6″-galloyl)-β-D-rhamnoside	3665642
139	9.67	463.0882	463.0885	0.59	C₂₁H₂₀O₁₂	MS²[463]: 301.0354(100), 300.0278(2), 255.0298(1)	Isoquercitrin isomer	31498699
140	9.82	301.0354	301.0355	0.28	C₁₅H₁₀O₇	MS²[301]: 149.0234(100), 151.028(24), 107.0127(11), 121.0283(4)	Quercetin isomer	60769559
141	9.99	431.0983	431.0983	−0.23	C₂₁H₂₀O₁₀	MS²[431]: 285.0405(100), 255.0298(84), 284.0328(74), 227.0346(64)	Kaempferol-7-O-rhamnoside	104050627
142	10.00	477.1038	477.1030	−1.78	C₂₂H₂₂O₁₂	MS²[477]: 315.0510(100), 300.0275(36), 301.0347(21), 314.0753(11)	3-Methylquercetin 7-O-glucoside isomer	1327295
143	10.11	491.1195	491.1197	0.39	C₂₃H₂₄O₁₂	MS²[491]: 328.0587(100), 329.0660(86), 313.0354(37), 299.0196(2)	5,2′6′-dihydroxy-7,8-dimethoxyflavone isomer	6215669
144		435.1297	435.1299	0.41	C₂₁H₂₄O₁₀	MS²[435]: 273.0768(100), 167.0340(95), 125.0233(7), 123.0438(5)	Trilobatin	1544931
145	10.14	263.1283	263.1290	0.45	C₁₅H₂₀O₄	MS²[263]: 203.1071(100), 191.0342(94), 151.0754(65), 152.0835(32)	Abscisic acid isomer	43256699
146	10.20	317.0303	317.0303	−0.65	C₁₅H₁₀O₈	MS²[317]: 151.0026(100), 178.9976(33), 137.0233(14), 107.0126(7)	Myricetin isomer	6262287
147		287.0561	287.0561	−0.07	C₁₅H₁₂O₆	MS²[287]: 135.0440(100), 151.0026(17)	Eriodictyol	6677796
148	11.00	505.0987	505.0993	1.00	C₂₃H₂₂O₁₃	MS²[431]:301.0355(100), 151.0027(5), 300.0273(2)	Quercetin derivative	17504734
149	11.87	271.0612	271.0613	0.42	C₁₅H₁₂O₅	MS²[271]: 143.0491(100), 253.0505(85), 209.0603(78)	Chrysin derivative	12485860
150		301.0354	301.0356	0.578	C₁₅H₁₀O₇	MS²[301]: 149.0233(100), 151.027(30), 107.0127(11), 121.0286(5)	Quercetin	18626868
151		285.0405	285.0409	1.40	C₁₅H₁₀O₆	MS²[285]: 133.0284(100), 151.0027(40), 175.0392(25), 199.0392(14)	Luteolin	1581682
152	12.34	315.0505	315.0511	0.30	C₁₆H₁₂O₇	MS²[285]: 300.0275(100), 301.0309(16), 151.0028(1)	Isorhamnetinisomer	16370381
153		271.0612	271.0613	0.53	C₁₅H₁₂O₅	MS²[271]: 119.0491(100), 151.0027(70), 177.0185(11),	Naringenin	129718757
154	12.59	285.0405	285.0410	1.86	C₁₅H₁₀O₆	MS²[285]: 133.0283(100), 199.0396(48), 151.0027(19)	Luteolin isomer	3384989
155		273.0768	273.0773	1.55	C₁₅H₁₄O₅	MS²[273]: 167.0342(100), 123.0456(39)	Phloretin	2148980
156	12.97	315.0505	315.0528	5.73	C₁₆H₁₂O₇	MS²[285]: 300.0275(100), 301.0309(15)	Isorhamnetinisomer	3605778
157		285.0405	285.0407	0.98	C₁₅H₁₀O₆	MS²[285]: 285.0405(100), 178.9917(43), 151.0027(16), 185.0602(16), 229.0503(13)	Kaempferol	9479859
158	13.51	299.0561	299.0564	0.87	C₁₆H₁₂O₆	MS²[299]: 285.0325(100), 255.0298(43), 239.0347(40), 227.0344(17)	Chrysoeriol	3009700
159		593.1301	593.1305	0.72	C₃₀H₂₆O₁₃	MS²[593]: 209.0449(100), 121.0283(70)	Procyanidin	3914568

^∗identified by comparison with standard.