CHEBI:65926 - fukanefuromarin F

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ChEBI Name fukanefuromarin F
ChEBI ID CHEBI:65926
Definition A furanocoumarin that is 2,3-dihydrofuro[3,2-c]coumarin substituted by a methoxy group at position 7, methyl groups at positions 2 and 3 (relatively trans configuration) and a 4-methyl-5-(4-methyl-2-furyl)-3(E)-pentenyl moiety at position 3. Isolated from the roots of Ferula fukanensis, it inhibits production of nitric oxide (NO).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H28O5
Net Charge 0
Average Mass 408.48680
Monoisotopic Mass 408.19367
InChI InChI=1S/C25H28O5/c1-15(11-19-12-16(2)14-28-19)7-6-10-25(4)17(3)29-23-20-9-8-18(27-5)13-21(20)30-24(26)22(23)25/h7-9,12-14,17H,6,10-11H2,1-5H3/b15-7+/t17-,25+/m1/s1
InChIKey VQRPFWMTIIMDKU-PCHPTOQVSA-N
SMILES COc1ccc2c3O[C@H](C)[C@](C)(CC\C=C(/C)Cc4cc(C)co4)c3c(=O)oc2c1
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fukanefuromarin F (CHEBI:65926) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
fukanefuromarin F (CHEBI:65926) has role metabolite (CHEBI:25212)
fukanefuromarin F (CHEBI:65926) is a aromatic ether (CHEBI:35618)
fukanefuromarin F (CHEBI:65926) is a furanocoumarin (CHEBI:24128)
fukanefuromarin F (CHEBI:65926) is a furans (CHEBI:24129)
fukanefuromarin F (CHEBI:65926) is a sesquiterpenoid (CHEBI:26658)
IUPAC Name
(2R*,3R*)-7-methoxy-2,3-dimethyl-3-[(3E)-4-methyl-5-(4-methylfuran-2-yl)pent-3-en-1-yl]-2,3-dihydro-4H-furo[3,2-c]chromen-4-one
Synonym Source
2,3-dihydro-7-methoxy-2R*,3R*-dimethyl-3-[4-methyl-5-(4-methyl-2-furyl)-3(E)-pentenyl]-furo[3,2-c]coumarin ChEBI
Registry Number Type Source
9971429 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15467238 PubMed citation Europe PMC
Last Modified
28 January 2013