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CHEBI:67911 - 2α,3β-dihydroxyolean-13(18)-en-28-oic acid

ChEBI IDCHEBI:67911
ChEBI Name2α,3β-dihydroxyolean-13(18)-en-28-oic acid
Stars
ASCII Name2alpha,3beta-dihydroxyolean-13(18)-en-28-oic acid
DefinitionA pentacyclic triterpenoid that is olean-13(18)-en-28-oic acid substituted by hydroxy groups at positions 2 and 3 (the 2α,3β-stereoisomer). It has been isolated from the leaves of Rosa laevigata.
Last Modified27 May 2015
DownloadsMolfile
FormulaC30H48O4
Net Charge0
Average Mass472.710
Monoisotopic Mass472.35526
SMILES[H][C@]12CCC3=C4CC(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)[C@H](O)C[C@]21C
InChIInChI=1S/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h20-23,31-32H,8-17H2,1-7H3,(H,33,34)/t20-,21+,22-,23+,27+,28-,29-,30+/m1/s1
InChIKeyHJMFZRRKMVZJCX-JZQYXDLISA-N
Species of MetaboliteComponentSourceComments
Rosa laevigata (ncbitaxon:74652) leaf (BTO:0000713) PubMed (21384845) 70% EtOH extract of dried leaves
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.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
2α,3β-dihydroxyolean-13(18)-en-28-oic acid (CHEBI:67911) has parent hydride oleanane (CHEBI:36481)
2α,3β-dihydroxyolean-13(18)-en-28-oic acid (CHEBI:67911) has role anti-inflammatory agent (CHEBI:67079)
2α,3β-dihydroxyolean-13(18)-en-28-oic acid (CHEBI:67911) has role plant metabolite (CHEBI:76924)
2α,3β-dihydroxyolean-13(18)-en-28-oic acid (CHEBI:67911) is a dihydroxy monocarboxylic acid (CHEBI:35972)
2α,3β-dihydroxyolean-13(18)-en-28-oic acid (CHEBI:67911) is a pentacyclic triterpenoid (CHEBI:25872)
IUPAC Name 
(2α,3β)-2,3-dihydroxyolean-13(18)-en-28-oic acid
Citations