triptoquinone A (CHEBI:132352)

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ChEBI Name	triptoquinone A

ChEBI ID	CHEBI:132352

Definition	A tricyclic diterpenoid with formula C₂₀H₂₄O₄, originally isolated from Tripterygium wilfordii.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	qingping liu

Supplier Information

Download	Molfile XML SDF

Formula

C20H24O4

Net Charge

Average Mass

328.403

Monoisotopic Mass

328.16746

InChI

InChI=1S/C20H24O4/c1-10(2)14-9-16(21)17-13(18(14)22)5-6-15-11(3)12(19(23)24)7-8-20(15,17)4/h9-10,15H,5-8H2,1-4H3,(H,23,24)/t15-,20-/m0/s1

InChIKey

PDPFWAJAYGLYHD-YWZLYKJASA-N

SMILES

O=C1C=2[C@@]3([C@@](CCC2C(=O)C(=C1)C(C)C)(C(=C(CC3)C(O)=O)C)[H])C

Metabolite of Species	Details
Tripterygium wilfordii (NCBI:txid458696)	See: PubMed

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

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. EC 1.14.13.39 (nitric oxide synthase) inhibitor An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39).

ChEBI Ontology
Outgoing	triptoquinone A (CHEBI:132352) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908) triptoquinone A (CHEBI:132352) has role plant metabolite (CHEBI:76924) triptoquinone A (CHEBI:132352) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020) triptoquinone A (CHEBI:132352) is a p-quinones (CHEBI:25830) triptoquinone A (CHEBI:132352) is a abietane diterpenoid (CHEBI:36762) triptoquinone A (CHEBI:132352) is a carbotricyclic compound (CHEBI:38032) triptoquinone A (CHEBI:132352) is a cyclic terpene ketone (CHEBI:36130) triptoquinone A (CHEBI:132352) is a tricyclic diterpenoid (CHEBI:79084)

IUPAC Name

(4aS,10aS)-1,4a-dimethyl-5,8-dioxo-7-(propan-2-yl)-3,4,4a,5,8,9,10,10a-octahydrophenanthrene-2-carboxylic acid

Synonym	Source
(4aS-trans)-3,4,4a,5,8,9,10,10a-Octahydro-1,4a-dimethyl-7-(1-methylethyl)-5,8-dioxo-2-phenanthrenecarboxylic acid	ChemIDplus

Last Modified

24 October 2016