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CHEBI:66801 - oblonganoside A

ChEBI IDCHEBI:66801
ChEBI Nameoblonganoside A
Stars
DefinitionA triterpenoid saponin thatr is the β-D-glucopyranosyl ester of 3,23-O-hydroxyethylidene-3β,23-dihydroxyurs-12,19(20)-dien-28-oic acid. Isolated from Ilex oblonga, it exhibits activity against TMV.
Last Modified20 January 2014
DownloadsMolfile
FormulaC38H58O10
Net Charge0
Average Mass674.872
Monoisotopic Mass674.40300
SMILES[H][C@]12C3=CC[C@]4([H])[C@@]5(C)CC[C@]6([H])O[C@H](CO)OC[C@@]6(C)[C@]5([H])CC[C@@]4(C)[C@]3(C)CC[C@@]1(C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)CCC(C)=C2C
InChIInChI=1S/C38H58O10/c1-20-9-14-38(33(44)48-32-31(43)30(42)29(41)23(17-39)46-32)16-15-36(5)22(28(38)21(20)2)7-8-25-34(3)12-11-26-35(4,19-45-27(18-40)47-26)24(34)10-13-37(25,36)6/h7,23-32,39-43H,8-19H2,1-6H3/t23-,24-,25-,26+,27-,28+,29-,30+,31-,32+,34+,35+,36-,37-,38+/m1/s1
InChIKeyXNXBBAVPDDPLJE-IUFVKNBISA-N
Species of MetaboliteComponentSourceComments
Ilex oblonga (IPNI:897999-1) leaf (BTO:0000713) PubMed (17329884)
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.
antiviral agent  A substance that destroys or inhibits replication of viruses.
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)
oblonganoside A (CHEBI:66801) has role antiviral agent (CHEBI:22587)
oblonganoside A (CHEBI:66801) has role plant metabolite (CHEBI:76924)
oblonganoside A (CHEBI:66801) is a carboxylic ester (CHEBI:33308)
oblonganoside A (CHEBI:66801) is a hexacyclic triterpenoid (CHEBI:70994)
oblonganoside A (CHEBI:66801) is a monosaccharide derivative (CHEBI:63367)
oblonganoside A (CHEBI:66801) is a oxacycle (CHEBI:38104)
oblonganoside A (CHEBI:66801) is a triterpenoid saponin (CHEBI:61778)
oblonganoside A (CHEBI:66801) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
1-O-{[(2R,4aR,4bR,6aR,6bS,8aS,12aS,14aR,14bR,16aS)-2-(hydroxymethyl)-4a,6a,6b,11,12,14b-hexamethyl-4a,5,6,6a,6b,7,8,9,10,12a,14,14a,14b,15,16,16a-hexadecahydro-4H-piceno[3,4-d][1,3]dioxin-8a(4bH)-yl]carbonyl}-β-D-glucopyranose
Synonym  Source
3,23-O-hydroxyethylidene-3β,23-dihydroxyurs-12,19(20)-dien-28-oic acid 28-β-D-glucopyranosyl esterChEBI
Citations