CHEBI:132333 - triptolidenol

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ChEBI Name triptolidenol
ChEBI ID CHEBI:132333
Definition A tetracyclic diterpenoid that is isolated from Tripterygium wilfordii and exhibits anti-inflammatory properties.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
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Formula C20H24O7
Net Charge 0
Average Mass 376.401
Monoisotopic Mass 376.15220
InChI InChI=1S/C20H24O7/c1-16(2,23)19-12(26-19)13-20(27-13)17(3)5-4-8-9(7-24-14(8)21)10(17)6-11-18(20,25-11)15(19)22/h10-13,15,22-23H,4-7H2,1-3H3/t10-,11-,12-,13-,15-,17-,18+,19-,20+/m0/s1
InChIKey APBNDXHFQWSYOS-KSYZUNFVSA-N
SMILES CC(O)(C)[C@]12O[C@H]1[C@@H]3O[C@@]34[C@@]5(C)CCC6=C(COC6=O)[C@]5([H])C[C@@H]7O[C@]47[C@@H]2O
Metabolite of Species Details
Tripterygium wilfordii (NCBI:txid458696) See: Chinese Pharmacological Bulletin 1994, 10(1):54-57
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing triptolidenol (CHEBI:132333) has role plant metabolite (CHEBI:76924)
triptolidenol (CHEBI:132333) is a γ-lactone (CHEBI:37581)
triptolidenol (CHEBI:132333) is a epoxide (CHEBI:32955)
triptolidenol (CHEBI:132333) is a secondary alcohol (CHEBI:35681)
triptolidenol (CHEBI:132333) is a tetracyclic diterpenoid (CHEBI:52557)
IUPAC Name
(3bS,4aS,5aS,6R,6aR,7aS,7bS,8aS,8bS)-6-hydroxy-6a-(2-hydroxypropan-2-yl)-8b-methyl-3b,4,4a,6,6a,7a,7b,8b,9,10-decahydrotrisoxireno[6,7:8a,9:4b,5]phenanthro[1,2-c]furan-1(3H)-one
Synonym Source
15-Hydroxytriptolide ChemIDplus
Manual Xref Database
Triptolidenol Wikipedia
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Registry Numbers Types Sources
9526173 Reaxys Registry Number Reaxys
99694-86-7 CAS Registry Number ChemIDplus
Last Modified
01 August 2016