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CHEBI:132378 - wilforol A

Default Structure
ChEBI IDCHEBI:132378
ChEBI Namewilforol A
Stars
DefinitionA pentacyclic triterpenoid with formula C29H38O5, originally isolated from the stems of Tripterygium regelii.
Last Modified25 October 2016
Submitterliuqingping
DownloadsMolfile
FormulaC29H38O5
Net Charge0
Average Mass466.618
Monoisotopic Mass466.27192
SMILES[H][C@@]12C[C@](C)(C(=O)O)CC[C@]1(C)CC[C@]1(C)C3=CC(=O)c4c(cc(O)c(O)c4C)[C@]3(C)CC[C@@]21C
InChIInChI=1S/C29H38O5/c1-16-22-17(13-19(31)23(16)32)27(4)10-12-29(6)21-15-26(3,24(33)34)8-7-25(21,2)9-11-28(29,5)20(27)14-18(22)30/h13-14,21,31-32H,7-12,15H2,1-6H3,(H,33,34)/t21-,25-,26-,27+,28-,29+/m1/s1
InChIKeyMIQDJLKXHZPMHH-CPISFEQASA-N
Species of MetaboliteComponentSourceComments
Tripterygium regelii (ncbitaxon:123485) stem (BTO:0001300) PubMed (27425447)
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)
wilforol A (CHEBI:132378) has role plant metabolite (CHEBI:76924)
wilforol A (CHEBI:132378) is a catechols (CHEBI:33566)
wilforol A (CHEBI:132378) is a cyclic terpene ketone (CHEBI:36130)
wilforol A (CHEBI:132378) is a enone (CHEBI:51689)
wilforol A (CHEBI:132378) is a hydroxy monocarboxylic acid (CHEBI:35868)
wilforol A (CHEBI:132378) is a pentacyclic triterpenoid (CHEBI:25872)
IUPAC Name 
(2R,4aS,6aS,12bR,14aS,14bR)-10,11-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-8-oxo-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid
Manual XrefsDatabases
10096097PubChem Compound
Registry NumbersSources
Reaxys:7320132Reaxys
CAS:167882-66-8PubChem Compound
Citations