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CHEBI:67499 - gordonoside K

ChEBI IDCHEBI:67499
ChEBI Namegordonoside K
Stars
DefinitionA triterpenoid saponin with 3,16-dihydroxyolean-12-en-28-oic acid as the aglycone. Isolated from the stems of Gordonia chrysandra, it exhibits a strong inhibitory effect on nitric oxide production.
Last Modified9 January 2014
DownloadsMolfile
FormulaC47H74O19
Net Charge0
Average Mass943.090
Monoisotopic Mass942.48243
SMILES[H][C@@]1(O[C@H]2[C@H](O)[C@@H](C(=O)O)O[C@@]([H])(O[C@H]3CC[C@]4(C)[C@@]5([H])CC=C6[C@]7([H])CC(C)(C)CC[C@]7(C(=O)O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H](O)C[C@@]6(C)[C@]5(C)CC[C@@]4([H])C3(C)C)[C@@H]2O)OC[C@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C47H74O19/c1-42(2)14-15-47(41(60)66-39-32(55)30(53)29(52)23(18-48)62-39)21(16-42)20-8-9-25-44(5)12-11-27(43(3,4)24(44)10-13-45(25,6)46(20,7)17-26(47)50)63-40-34(57)35(33(56)36(65-40)37(58)59)64-38-31(54)28(51)22(49)19-61-38/h8,21-36,38-40,48-57H,9-19H2,1-7H3,(H,58,59)/t21-,22-,23+,24-,25+,26+,27-,28-,29+,30-,31+,32+,33-,34+,35-,36-,38-,39-,40+,44-,45+,46+,47+/m0/s1
InChIKeyCGHIFJOGGKUIFS-SPTOROIVSA-N
Species of MetaboliteComponentSourceComments
Gordonia chrysandra (ncbitaxon:182314) stem (BTO:0001300) PubMed (21473609) 95% ethanolic extract of air-dried stems
Roles Classification
Biological Roles:
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.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
gordonoside K (CHEBI:67499) has parent hydride oleanane (CHEBI:36481)
gordonoside K (CHEBI:67499) has role anti-inflammatory agent (CHEBI:67079)
gordonoside K (CHEBI:67499) has role plant metabolite (CHEBI:76924)
gordonoside K (CHEBI:67499) is a carboxylic ester (CHEBI:33308)
gordonoside K (CHEBI:67499) is a pentacyclic triterpenoid (CHEBI:25872)
gordonoside K (CHEBI:67499) is a triterpenoid saponin (CHEBI:61778)
gordonoside K (CHEBI:67499) is a β-D-glucosiduronic acid (CHEBI:15341)
IUPAC Name 
1-O-[(3β,16α)-3-{[3-O-(α-L-arabinopyranosyl)-β-D-glucopyranuronosyl]oxy}-16-hydroxy-28-oxoolean-12-en-28-yl]-β-D-glucopyranose
Registry NumbersSources
Reaxys:21534291Reaxys
Citations