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. 2022 Jun 13;9:876213. doi: 10.3389/fmolb.2022.876213

TABLE 3.

Chemical composition of principal compounds in Methanol fractions.

Compound Retention time (min) M-H M-H formula Compound CID References
Fraction 1.50:50 (Hexane: Acetone)
 Psoralen 19.23 187.0951 C11H6O3 6,199 Wu et al. (2010)
Fraction 2% Acetone
 Ficuspirolide 8.13 241.0800 C13H20O4 100,987,513 Kuo and Li, (1999)
 Hydroxytyrosol 8.73 153.0574 C8H10O3 82,755 Bertelli et al. (2020)
 Quercertin derivative 8.92 299.0803 C15H10O7 5,280,343 Danihelová et al. (2013)
 Quercertin derivative 9.39 299.0853 C15H10O7 5,280,343 Danihelová et al. (2013)
 Vanillic acid 4-Beta-D-Glucoside 10.06 329.0868 C14H18O9 14,132,336 Gong et al. (2019); Navarro et al. (2019)
 Vitexin (Apigenin-8-C-glucoside) 14.05 431.1902 C21H20O10 5,280,441 Miao He et al. (2016)
 Taxifolin 4′-glucoside 15.54 465.0994 C21H22O12 71,587,141 De Rosso et al. (2014); Navarro et al. (2019)
 Eriodictyol 7-O-glucoside 15.83 449.1059 C21H21O11 13,254,473 Areias et al. (2001); Hu et al. (2012)
 Psoralen 19.25 187.0970 C11H6O3 6,199 Wu et al. (2010)
 Oleuropein 21.07 539.1743 C25H31O13 5,281,544 Longo et al. (2017)
 Baccatin III 22.33 603.2449 C31H38O11 65,366 Lee et al. (2014)
 Bilobalide 650 C30H35O16 73,581 Longo et al. (2017)
 Limonin-17-beta-D-glucoside 649 C32H42O14 24,820,753 Mandadi et al. (2007); Jayaprakasha et al. (2010); Brito et al. (2014)
Fraction 3.50:50 (Acetone: Methanol)
 Hydroxytyrosol 5.45 153.0.90 C8H10O3 82,755 Bertelli et al. (2020)
 Protocatechuic acid glucoside 315.0704 C13H16O9 11,972,438 Abu-Reidah et al. (2013)
 Pantothenate 5.81 218.1042 C9H16NO5 6,613 Rodríguez-Pérez et al. (2013)
 Quercertin derivative 16.16 299.0414 C15H10O7 5,280,343 (Danihelová et al. (2013); Rhimi et al. (2019)
 Petunidin 3,5-Di-O-Beta-D-Glucoside 16.20 641.1682 C28H33O17 75,184,857 Li et al. (2019); Wang et al. (2020)
 Psoralen 19.22 187.0951 C11H6O3 6,199 Wu et al. (2010)
 Oleuropein 21.07 539.1341 C25H32O13 5,281,544 Longo et al. (2017); Shirzad et al. (2017)
 Scillirubroside/scilliphaeosidin-glucoside 22.83 607.2767 C28H31O15 — Knittel et al. (2014)
 Scillaren A — 693.6864 C36H52O13 441,870 Kakouri et al. (2019)
 Unknown 16.06 1,371.4402 C52H75O62 — —
 Glucoscilliphaeoside 24.10 707.3322 C36H52O14 — Kakouri et al. (2019)
 6β-Acetoxyscillarenin3-Oβ-D-glucoside (1→4)-α-l-rhamnoside 24.13 753.3315 C38H54O15 — Kakouri et al. (2019)
 Dihydroquercetin — 284.0297 C15H12O7 417 —