CHEBI:67945 - virgatic acid

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ChEBI Name virgatic acid
ChEBI ID CHEBI:67945
Definition A pentacyclic triterpenoid that is olean-12-ene substituted by a carboxy group at position 28, a β-hydroxy group at position 3 and an oxo group at position 1. It has been isolated from Juglans sinensis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H46O4
Net Charge 0
Average Mass 470.68380
Monoisotopic Mass 470.33961
InChI InChI=1S/C30H46O4/c1-25(2)12-14-30(24(33)34)15-13-27(5)18(19(30)17-25)8-9-21-28(27,6)11-10-20-26(3,4)22(31)16-23(32)29(20,21)7/h8,19-22,31H,9-17H2,1-7H3,(H,33,34)/t19-,20-,21-,22-,27+,28+,29-,30-/m0/s1
InChIKey IZWBODJDDBCDFA-DXEZAUPJSA-N
SMILES CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@H]4[C@@]3(C)CC[C@H]3C(C)(C)[C@@H](O)CC(=O)[C@]43C)[C@@H]2C1)C(O)=O
Metabolite of Species Details
Juglans sinensis (NCBI:txid442437-1) Found in leaf (BTO:0000713). 80% Methanolic extract of dried leaves and twigs See: PubMed
Juglans sinensis (NCBI:txid442437-1) Found in twig (BTO:0001411). 80% Methanolic extract of dried leaves and twigs See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing virgatic acid (CHEBI:67945) has parent hydride oleanane (CHEBI:36481)
virgatic acid (CHEBI:67945) has role plant metabolite (CHEBI:76924)
virgatic acid (CHEBI:67945) is a cyclic terpene ketone (CHEBI:36130)
virgatic acid (CHEBI:67945) is a hydroxy monocarboxylic acid (CHEBI:35868)
virgatic acid (CHEBI:67945) is a pentacyclic triterpenoid (CHEBI:25872)
IUPAC Name
3β-hydroxy-1-oxoolean-12-en-28-oic acid
Registry Number Type Source
7359063 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12150795 PubMed citation Europe PMC
21309591 PubMed citation Europe PMC
Last Modified
20 January 2014