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CHEBI:67913 - 2α,3α,23-trihydroxyolean-12-en-28-oic acid

ChEBI IDCHEBI:67913
ChEBI Name2α,3α,23-trihydroxyolean-12-en-28-oic acid
Stars
ASCII Name2alpha,3alpha,23-trihydroxyolean-12-en-28-oic acid
DefinitionA pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 2, 3 and 23 respectively (the 2α,3α-stereoisomer). It has been isolated from the leaves of Rosa laevigata.
Last Modified27 May 2015
DownloadsMolfile
FormulaC30H48O5
Net Charge0
Average Mass488.709
Monoisotopic Mass488.35017
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@]2(C)C[C@@H](O)[C@@H](O)[C@@]1(C)CO
InChIInChI=1S/C30H48O5/c1-25(2)11-13-30(24(34)35)14-12-28(5)18(19(30)15-25)7-8-22-26(3)16-20(32)23(33)27(4,17-31)21(26)9-10-29(22,28)6/h7,19-23,31-33H,8-17H2,1-6H3,(H,34,35)/t19-,20+,21+,22+,23+,26-,27-,28+,29+,30-/m0/s1
InChIKeyRWNHLTKFBKYDOJ-LHFSSXJCSA-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,3α,23-trihydroxyolean-12-en-28-oic acid (CHEBI:67913) has parent hydride oleanane (CHEBI:36481)
2α,3α,23-trihydroxyolean-12-en-28-oic acid (CHEBI:67913) has role anti-inflammatory agent (CHEBI:67079)
2α,3α,23-trihydroxyolean-12-en-28-oic acid (CHEBI:67913) has role plant metabolite (CHEBI:76924)
2α,3α,23-trihydroxyolean-12-en-28-oic acid (CHEBI:67913) is a hydroxy monocarboxylic acid (CHEBI:35868)
2α,3α,23-trihydroxyolean-12-en-28-oic acid (CHEBI:67913) is a pentacyclic triterpenoid (CHEBI:25872)
2α,3α,23-trihydroxyolean-12-en-28-oic acid (CHEBI:67913) is a triol (CHEBI:27136)
IUPAC Name 
(2α,3α)-2,3,23-trihydroxyolean-12-en-28-oic acid
Registry NumbersSources
Reaxys:3574130Reaxys
Citations