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CHEBI:132347 - triptonolide

ChEBI IDCHEBI:132347
ChEBI Nametriptonolide
Stars
DefinitionA tetracyclic diterpenoid with formula C20H22O4, originally isolated from Tripterygium wilfordii.
Last Modified24 October 2016
Submitterliuqingping
DownloadsMolfile
FormulaC20H22O4
Net Charge0
Average Mass326.392
Monoisotopic Mass326.15181
SMILES[H][C@]12CC(=O)c3c(ccc(C(C)C)c3O)[C@]1(C)CCC1=C2COC1=O
InChIInChI=1S/C20H22O4/c1-10(2)11-4-5-14-17(18(11)22)16(21)8-15-13-9-24-19(23)12(13)6-7-20(14,15)3/h4-5,10,15,22H,6-9H2,1-3H3/t15-,20+/m1/s1
InChIKeyMHZZHUMKOAYLPH-QRWLVFNGSA-N
Species of MetaboliteComponentSourceComments
Tripterygium wilfordii (ncbitaxon:458696) - PubMed (7304185)
Roles Classification
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)
triptonolide (CHEBI:132347) has role plant metabolite (CHEBI:76924)
triptonolide (CHEBI:132347) is a aromatic ketone (CHEBI:76224)
triptonolide (CHEBI:132347) is a cyclic terpene ketone (CHEBI:36130)
triptonolide (CHEBI:132347) is a organic heterotetracyclic compound (CHEBI:38163)
triptonolide (CHEBI:132347) is a phenols (CHEBI:33853)
triptonolide (CHEBI:132347) is a tetracyclic triterpenoid (CHEBI:26893)
triptonolide (CHEBI:132347) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3bR,9bS)-6-hydroxy-9b-methyl-7-(propan-2-yl)-3,3b,4,9b,10,11-hexahydrophenanthro[1,2-c]furan-1,5-dione
Registry NumbersSources
Reaxys:7440891Reaxys
Citations