visnagin (CHEBI:10002)

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ChEBI Name	visnagin

ChEBI ID	CHEBI:10002

Definition	A furanochromone that is furo[3,2-g]chromen-5-one which is substituted at positions 4 and 7 by methoxy and methyl groups, respectively. Found in the toothpick-plant, Ammi visnaga.

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

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Formula

C13H10O4

Net Charge

Average Mass

230.219

Monoisotopic Mass

230.05791

InChI

InChI=1S/C13H10O4/c1-7-5-9(14)12-11(17-7)6-10-8(3-4-16-10)13(12)15-2/h3-6H,1-2H3

InChIKey

NZVQLVGOZRELTG-UHFFFAOYSA-N

SMILES

COC1=C2C=COC2=CC2=C1C(=O)C=C(C)O2

Metabolite of Species	Details
Ammi visnaga (NCBI:txid1053409)	See: Ber., 1941, 74, 1492

Roles Classification
Biological Role(s):	phytotoxin Any toxin produced by a plant. EC 1.1.1.37 (malate dehydrogenase) inhibitor An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of any malate dehydrogenase (EC 1.1.1.37). plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

Application(s):	vasodilator agent A drug used to cause dilation of the blood vessels. antihypertensive agent Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism. anti-inflammatory agent Any compound that has anti-inflammatory effects.

ChEBI Ontology
Outgoing	visnagin (CHEBI:10002) has functional parent 5H-furo[3,2-g]chromen-5-one (CHEBI:173072) visnagin (CHEBI:10002) has role anti-inflammatory agent (CHEBI:67079) visnagin (CHEBI:10002) has role antihypertensive agent (CHEBI:35674) visnagin (CHEBI:10002) has role EC 1.1.1.37 (malate dehydrogenase) inhibitor (CHEBI:140378) visnagin (CHEBI:10002) has role phytotoxin (CHEBI:38231) visnagin (CHEBI:10002) has role plant metabolite (CHEBI:76924) visnagin (CHEBI:10002) has role vasodilator agent (CHEBI:35620) visnagin (CHEBI:10002) is a aromatic ether (CHEBI:35618) visnagin (CHEBI:10002) is a furanochromone (CHEBI:137443) visnagin (CHEBI:10002) is a polyketide (CHEBI:26188)

IUPAC Name

4-methoxy-7-methyl-5H-furo[3,2-g]chromen-5-one

Synonyms	Sources
5-methoxy-2-methylfuranochromone	ChemIDplus
desmethoxykhellin	ChemIDplus
FUK-724	LINCS
visnagidin	ChemIDplus
visnagine	ChemIDplus

Last Modified

24 May 2021