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CHEBI:132375 - wilforic acid C

ChEBI IDCHEBI:132375
ChEBI Namewilforic acid C
Stars
DefinitionA pentacyclic triterpenoid with formula C30H48O4, originally isolated from Tripterygium doianum.
Last Modified6 February 2018
Submitterliuqingping
DownloadsMolfile
FormulaC30H48O4
Net Charge0
Average Mass472.710
Monoisotopic Mass472.35526
SMILES[H][C@]12CC[C@]3(C)[C@@H](C)C(=O)[C@H](O)C[C@@]3([H])[C@]1(C)CC[C@@]1(C)[C@]3([H])C[C@](C)(C(=O)O)CC[C@]3(C)CC[C@]21C
InChIInChI=1S/C30H48O4/c1-18-23(32)19(31)16-21-27(18,4)9-8-20-28(21,5)13-15-30(7)22-17-26(3,24(33)34)11-10-25(22,2)12-14-29(20,30)6/h18-22,31H,8-17H2,1-7H3,(H,33,34)/t18-,19+,20-,21+,22+,25+,26+,27+,28+,29+,30-/m0/s1
InChIKeyKVLFXTHBJNNYDP-KWDXJSKJSA-N
Species of MetaboliteComponentSourceComments
Tripterygium doianum (ncbitaxon:859951) - Article (Phytochem., 61, (2002), 93)
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)
wilforic acid C (CHEBI:132375) has parent hydride friedelane (CHEBI:71575)
wilforic acid C (CHEBI:132375) has role plant metabolite (CHEBI:76924)
wilforic acid C (CHEBI:132375) is a cyclic terpene ketone (CHEBI:36130)
wilforic acid C (CHEBI:132375) is a hydroxy monocarboxylic acid (CHEBI:35868)
wilforic acid C (CHEBI:132375) is a pentacyclic triterpenoid (CHEBI:25872)
wilforic acid C (CHEBI:132375) is a secondary α-hydroxy ketone (CHEBI:2468)
IUPAC Name 
(2R,4aS,6aR,6bS,8aS,9R,11R,12aS,12bS,14aS,14bR)-11-hydroxy-2,4a,6a,8a,9,12b,14a-heptamethyl-10-oxodocosahydropicene-2-carboxylic acid
Manual XrefsDatabases
C00038014KNApSAcK
Registry NumbersSources
Reaxys:7779868Reaxys
CAS:158629-70-0KNApSAcK