International Journal of Analytical Chemistry

Research Article

Study on Secondary Metabolites of Endophytic Fungus, Aspergillus fumigatus, from Crocus sativus L. Guided byUHPLC-HRMS/MS-Based Molecular Network

Table 1

Characterization of compounds in CEE using UHPLC-HRMS/MS-based MN.


No.	Identification	Formula	T_R (min)	[M-H]⁻	HPLC-MS² m/z (% base peak)

1	Emodin	C₁₅H₁₀O₅	26.32	269.0454	269.0454 (100), 241.0502 (21.99), 225.0553 (51.87), 210.0314 (5.21), 197.0602 (8.59), 185.0602 (2.81), 182.0367 (3.99)
2	4-Acetamido-butyric acid	C₆H₁₁NO₃	1.67	144.0655	144.0655 (26.5), 126.0549 (11.51), 102.0549 (100), 100.0757 (74.66), 98.06 (4.83), 94.2577 (1.64), 84.0443 (5.01), 58.0287 (51.4)
3	1,6-Anhydro-β-glucose	C₆H₁₀O₅	0.98	161.0446	113.0232 (20.42), 101.0233 (46.48), 97.0283 (12.26), 88.0395 (22.03), 85.0283 (70.62), 73.0283 (53.24), 71.0127 (100), 59.0127 (59.43)
4	Sorbitol	C₆H₁₄O₆	0.95	181.0712	181.0712 (21.97), 163.0607 (7.24), 119.034 (3.69), 101.0233 (40.79), 89.0232 (33.69), 85.0284 (14.03), 73.0284 (17.64), 71.0127 (100), 59.0127 (84.07)
5	Citric acid	C₆H₈O₇	1.05	191.0189	191.0189 (3.95), 129.0187 (4.21), 112.011 (6.64), 111.0077 (100), 87.0077 (73.19), 85.0284 (41.43), 67.0178 (9.26), 59.0125 (2.05), 57.0335 (12.1)
6	D-Gluconic acid	C₆H₁₂O₇	1.00	195.0504	195.0504 (29.87), 177.0397 (1.19), 159.0292 (1.43), 129.0183 (20.29), 99.0076 (8.11), 87.0075 (13.41), 75.0076 (100), 72.9919 (13.19), 59.0127 (27.37)
7	Diethyl phthalate	C₁₂H₁₄O₄	22.27	221.0820	221.082 (17.12), 198.4325 (11.63), 177.8034 (11.7), 134.0368 (11.6), 121.0284 (47.49), 118.212 (11.44), 75.0229 (16.99), 71.0492 (100), 69.0334 (49.48)
8	N-acetyltryptophan	C₁₃H₁₄N₂O₃	16.79	245.0926	245.0926 (8.2), 203.0818 (34.28), 159.0925 (6.75), 142.0653 (12.2), 130.0657 (6.52), 116.0495 (47.93), 98.0236 (30.13), 74.0236 (100), 58.0287 (37.6)
9	Mannose 6-phosphate	C₆H₁₃O₉P	1.19	259.0126	259.0126 (15.03), 198.9911 (4.26), 171.0056 (14.96), 138.9698 (8.21), 128.0343 (40.97), 96.959 (100), 78.9579 (79.78)
10	Inosine	C₁₀H₁₂N₄O₅	1.22	267.0728	267.0728 (10.87), 135.0303 (100), 126.0301 (7.53), 113.0234 (6.4), 92.0243 (9.06), 89.0232 (18.26), 71.0127 (21.61), 59.0127 (63.06)
11	Dibutyl phthalate	C₁₆H₂₂O₄	29.18	277.1441	206.0638 (14.43), 147.0078 (21.16), 134.0361 (69.7), 127.1118 (100), 121.0285 (76.05), 75.023 (18.48), 72.0943 (15.59)
12	Physcion	C₁₆H₁₂O₅	30.82	283.0609	283.0609 (20.38), 268.0379 (1.16), 241.0458 (14.84), 240.0424 (100), 212.048 (3.88), 184.052 (1.22)
13	N-fructosyl pyroglutamate	C₁₁H₁₇NO₈	1.04	290.0873	290.0873 (3.57), 200.0561 (4.44), 170.0453 (1.64), 168.0659 (1.61), 128.0343 (100), 84.0443 (3.87)
14	(10E,12Z)-9-oxooctadeca-10,12-dienoic acid	C₁₈H₃₀O₃	24.39	293.2119	236.1055 (25.64), 221.1541 (100), 220.1465 (74.18), 205.1234 (13.8), 192.1158 (10.1), 177.0918 (9.11), 161.7506 (8.59), 125.1129 (7.9), 81.1714 (6.98)
15	1-Acetoxy-8-hydroxy-1,4,4a,9a-tetrahydroanthraquinone	C₁₆H₁₄O₅	23.31	285.0676	285.0676 (2.14), 284.0641 (13.09), 283.0609 (26.16), 268.0375 (1.26), 241.0457 (39), 240.0424 (100), 212.0475 (2.55), 184.0521 (0.85)
16	5-Hydroxy-6,4′-dimethoxy-isoflavone	C₁₇H₁₄O₅	24.74	297.0767	297.0775 (28.43), 256.0381 (22.34), 255.0615 (19.11), 254.0582 (100), 239.0349 (17.13)
17	Emodic acid	C₁₅H₈O₇	21.77	299.0192	299.0192 (100), 255.0292 (39.56), 227.0343 (30.72), 211.0395 (58.04), 199.0393 (6.15), 183.0447 (22.38), 167.0493 (15.54)
18	4,6-Dihydroxy-2-[(3-hydroxy-4-methoxyphenyl)methylene]-3(2-H)-benzofuran-one	C₁₆H₁₂O₆	22.57	299.0557	299.0567 (14.27), 285.0357 (16.97), 284.0325 (100), 257.0413 (14.56), 256.0375 (81.62), 240.1302 (2.15), 228.0425 (14.26), 209.4983 (2.15), 200.0475 (22.96), 199.0398 (8.03)
19	Carviolin	C₁₆H₁₂O₆	20.95	299.0560	299.056 (27.75), 257.0416 (14.59), 256.0375 (100), 255.0293 (3.42), 228.0425 (3.86), 227.0348 (1.81), 211.0406 (1.58), 200.0477 (3.43)
20	Fallacinol	C₁₆H₁₂O₆	20.77	299.0563	299.0563 (38.6), 285.0368 (6.4), 284.0319 (22.56), 257.0402 (17.84), 256.0375 (100), 253.1716 (4.05)
21	Juniperoside III	C₁₅H₂₀O₇	32.63	311.1686	311.1686 (91.15), 216.0092 (20.99), 197.0269 (2.54), 184.0192 (28.75), 183.0114 (100), 113.9287 (2.81), 104.8775 (2.63), 96.9588 (4.1), 79.9563 (4.81),
22	Endocrocin	C₁₆H₁₀O₇	20.47	313.0352	313.0352 (21.37), 270.0492 (18.39), 269.0453 (100), 242.0544 (3.75), 241.0502 (19.76), 226.0586 (9.33), 225.0553 (62.29), 197.06 (9.25), 181.0653 (6.96)
23	Avocadyne acetate	C₁₉H₃₄O₄	35.48	325.1839	325.1839 (77.39), 216.0091 (14.12), 197.0273 (3.77), 185.007 (4.55), 184.0188 (29.07), 183.0114 (100), 119.0483 (2.66), 79.9561 (2.65)
24	Canrenone	C₂₂H₂₈O₃	39.10	339.1995	339.1995 (98.55), 239.0736 (1.53), 197.0269 (3.91), 185.0062 (2.36), 184.0187 (26.4), 183.0114 (100), 163.112 (45.89), 119.0491 (2.3)
25	Asterric acid	C₁₇H₁₆O₈	22.81	347.0768	271.0616 (14.8), 257.0411 (13.81), 256.0374 (100), 228.0429 (21.66), 212.0476 (43.06), 181.05 (71.39), 166.0262 (94.78), 149.0235 (65.61), 122.0363 (54.5), 105.0335 (95.57)
26	Methyl asterrate	C₁₈H₁₈O₈	22.88	361.2017	329.067 (75.53), 270.0531 (50.27), 254.0584 (40.55), 240.0419 (39.44), 227.0349 (70.34), 225.0554 (100), 211.0395 (99.88), 195.0447 (25.93), 183.0445 (58.24), 105.0336 (14.61)
27	8–5′-Benzofuran-diferulic acid	C₂₀H₁₈O₈	17.53	385.1233	341.1033 (9.58), 326.0802 (6.77), 311.0574 (8.64), 297.1147 (9.5), 282.0891 (14.46), 267.066 (100), 266.0558 (15.04), 249.0552 (8.47), 239.0708 (35.64), 221.0607 (11.56), 211.076 (14.45), 193.065 (7.29)
28	Pseurotin A	C₂₂H₂₅NO₈	19.51	430.1505	200.0353 (78.02), 188.0347 (47.53), 160.0397 (57.23), 148.0397 (39.72), 139.0391 (90.8), 125.0235 (79.89), 111.044 (84.11), 97.0283 (77.7), 83.049 (100)
29	Fumiquinazoline C	C₂₄H₂₁N₅O₄	21.13	442.1526	442.1526 (13.66), 240.0774 (23.48), 225.0539 (16.53), 212.0822 (6.37), 199.0508 (13.59), 188.0827 (5.48), 170.0354 (6.69), 156.0448 (3.76), 145.0398 (100), 132.0446 (5.37)
30	Obassioside B	C₂₅H₂₈O₁₁	0.96	503.1339	383.1191 (13.98), 221.0666 (18.35), 161.0449 (13.32), 119.0339 (19.78), 113.0233 (28.91), 101.0234 (59.98), 97.0284 (9.99), 89.0233 (64.87), 85.0284 (24.94), 73.0283 (26.31), 71.0127 (72.42), 59.0127 (100)
31	N-Acetyl-phenylalanine	C₁₁H₁₃NO₃	15.68	206.0815	206.0815 (18.39), 165.0741 (10.58), 164.071 (100), 147.0442 (78.21), 118.9923 (4.26), 91.0541 (30.96), 72.008 (23.03), 70.0286 (13.57), 58.0287 (88.22)
32	Arabinofuranosyluracil	C₉H₁₂N₂O₆	1.35	243.0617	243.0629 (4.77), 200.0556 (7.45), 152.0348 (10.53), 122.0238 (16.76), 111.0264 (7.23), 110.0236 (100), 94.0285 (6.86), 82.0287 (68.21), 66.0337 (22.67)