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CHEBI:65994 - gypsosaponin C

ChEBI IDCHEBI:65994
ChEBI Namegypsosaponin C
Stars
DefinitionA triterpenoid saponin with gypsogenic acid as the aglycone species. It is isolated from the roots of Gypsophila oldhamiana and exhibits inhibitory activity against pancreatic lipase.
Last Modified20 January 2014
DownloadsMolfile
FormulaC54H86O25
Net Charge0
Average Mass1135.257
Monoisotopic Mass1134.54582
SMILES[H][C@@]1(O[C@H]2[C@H](O)[C@@H](CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)O[C@@]([H])(OC(=O)[C@]34CCC(C)(C)C[C@@]3([H])C3=CC[C@]5([H])[C@@]6(C)CC[C@H](O)[C@@](C)(C(=O)O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@]6([H])CC[C@@]5(C)[C@]3(C)CC4)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C54H86O25/c1-49(2)13-15-54(48(71)79-46-41(69)42(77-44-39(67)36(64)32(60)25(19-56)74-44)34(62)27(76-46)21-72-43-38(66)35(63)31(59)24(18-55)73-43)16-14-51(4)22(23(54)17-49)7-8-28-50(3)11-10-30(58)53(6,29(50)9-12-52(28,51)5)47(70)78-45-40(68)37(65)33(61)26(20-57)75-45/h7,23-46,55-69H,8-21H2,1-6H3/t23-,24+,25+,26+,27+,28+,29+,30-,31+,32+,33+,34+,35-,36-,37-,38+,39+,40+,41+,42-,43+,44-,45-,46-,50+,51+,52+,53-,54-/m0/s1
InChIKeyMSUUUZDNCJIIQO-XIHRYYFQSA-N
Species of MetaboliteComponentSourceComments
Gypsophila oldhamiana (IPNI:154553-1) root (BTO:0001188) PubMed (17409564)
Roles Classification
Biological Roles:
EC 3.1.1.3 (triacylglycerol lipase) inhibitor  Any EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that inhibits the action of triacylglycerol lipase (EC 3.1.1.3).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
gypsosaponin C (CHEBI:65994) has functional parent gypsogenic acid (CHEBI:71531)
gypsosaponin C (CHEBI:65994) has parent hydride oleanane (CHEBI:36481)
gypsosaponin C (CHEBI:65994) has role EC 3.1.1.3 (triacylglycerol lipase) inhibitor (CHEBI:65001)
gypsosaponin C (CHEBI:65994) has role plant metabolite (CHEBI:76924)
gypsosaponin C (CHEBI:65994) is a carboxylic ester (CHEBI:33308)
gypsosaponin C (CHEBI:65994) is a pentacyclic triterpenoid (CHEBI:25872)
gypsosaponin C (CHEBI:65994) is a triterpenoid saponin (CHEBI:61778)
Synonym  Source
23-O-β-D-glucopyranosyl gypsogenic acid 28-O-β-D-glucopyranosyl-(1→3)[β-D-glucopyranosyl-(1→6)]-β-D-glucopyranosideChEBI
Registry NumbersSources
Reaxys:11101557Reaxys
Citations