Methyl gypsogenin-3-O-glucuronide

• CAT Number: I017520
• CAS Number: 96553-02-5
• Molecular Formula: C37H56O10
• Molecular Weight: 660.83
• Purity: ≥95%
• Synonyms: (4aS,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-9-formyl-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxycarbonyloxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• InChI: InChI=1S/C37H56O10/c1-32(2)14-16-37(31(43)44)17-15-35(5)20(21(37)18-32)8-9-23-33(3)12-11-24(34(4,19-38)22(33)10-13-36(23,35)6)46-30-27(41)25(39)26(40)28(47-30)29(42)45-7/h8,19,21-28,30,39-41H,9-18H2,1-7H3,(H,43,44)/t21-,22+,23+,24-,25-,26-,27+,28-,30+,33-,34-,35+,36+,37-/m0/s1
• InChIKey: LHZZULHOQSQSJN-UPGAAKEKSA-N
• SMILES: CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C=O)OC6C(C(C(C(O6)C(=O)OC)O)O)O)C)C)C2C1)C)C(=O)O)C

Methyl gypsogenin-3-O-glucuronide (Gypsogenin-3-O-(6-O-methyl)-glucoside) is a ubiquitous saponin precursor in plants of the genus Gypsophila[1].
Treatment of suspended G. paniculata cells with Methyl gypsogenin-3-O-glucuronide (Gypsogenin-3-O-(6-O-methyl)-glucoside) 24 hours before administration of [14C]acetate results in a marked reduction in the incorporation of radioactivity into saponins and their precursors but not into sterols and steryl glucosides[1].

Reference

[1]. MaxHenry, et al. Effect of gypsogenin 3,O-glucuronide pretreatment of Gypsophila paniculata and Saponaria officinalis cell suspension cultures on the activities of microsomal 2,3-oxidosqualene cycloartenol and amyrin cyclases. Volume 31, Issue 11, 1992, Pages 3855-3859.