fukanemarin A (CHEBI:65919)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	fukanemarin A

ChEBI ID	CHEBI:65919

Definition	A hydroxycoumarin that is 4,7-dihydroxycoumarin substituted by a 1,2,6,10-tetramethyl-8-oxoundeca-2(E),5(E),9-trienyl moiety at position 3. Isolated from the roots of Ferula fukanensis, it exhibits inhibitory effects on the production of nitric oxide (NO).

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

Supplier Information

Download	Molfile XML SDF

Formula

C24H28O5

Net Charge

Average Mass

396.47610

Monoisotopic Mass

396.19367

InChI

InChI=1S/C24H28O5/c1-14(2)11-19(26)12-15(3)7-6-8-16(4)17(5)22-23(27)20-10-9-18(25)13-21(20)29-24(22)28/h7-11,13,17,25,27H,6,12H2,1-5H3/b15-7+,16-8+

InChIKey

PTNBQZMCTYXNSQ-BGPOSVGRSA-N

SMILES

CC(c1c(O)c2ccc(O)cc2oc1=O)C(\C)=C\C\C=C(/C)CC(=O)C=C(C)C

Metabolite of Species	Details
Ferula fukanensis (IPNI:842281-1)	Found in root (BTO:0001188). See: PubMed

Roles Classification
Biological Role(s):	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). metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

ChEBI Ontology
Outgoing	fukanemarin A (CHEBI:65919) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908) fukanemarin A (CHEBI:65919) has role metabolite (CHEBI:25212) fukanemarin A (CHEBI:65919) is a hydroxycoumarin (CHEBI:37912) fukanemarin A (CHEBI:65919) is a ketone (CHEBI:17087) fukanemarin A (CHEBI:65919) is a sesquiterpenoid (CHEBI:26658)

IUPAC Name

4,7-dihydroxy-3-[(3E,6E)-3,7,11-trimethyl-9-oxododeca-3,6,10-trien-2-yl]-2H-chromen-2-one

Synonym	Source
4,7-dihydroxy-3-(1,2,6,10-tetramethyl-8-oxoundeca-2(E),5(E),9-trienyl)coumarin	ChEBI

Registry Number	Type	Source
10217742	Reaxys Registry Number	Reaxys

Citation	Type	Source
15043424	PubMed citation	Europe PMC

Last Modified

28 January 2013