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CHEBI:67945 - virgatic acid

ChEBI IDCHEBI:67945
ChEBI Namevirgatic acid
Stars
DefinitionA 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.
Last Modified20 January 2014
DownloadsMolfile
FormulaC30H46O4
Net Charge0
Average Mass470.694
Monoisotopic Mass470.33961
SMILES[H][C@]12CC=C3[C@]4([H])CC(C)(C)CC[C@]4(C(=O)O)CC[C@@]3(C)[C@]1(C)CC[C@@]1([H])C(C)(C)[C@@H](O)CC(=O)[C@]21C
InChIInChI=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
InChIKeyIZWBODJDDBCDFA-DXEZAUPJSA-N
Species of MetaboliteComponentSourceComments
Juglans sinensis (ncbitaxon:442437-1)
twig (BTO:0001411) PubMed (21309591) 80% Methanolic extract of dried leaves and twigs
leaf (BTO:0000713) PubMed (21309591) 80% Methanolic extract of dried leaves and twigs
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
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 NumbersSources
Reaxys:7359063Reaxys
Citations