Prunetin

Prunetin

Chemical structure of prunetin
Names
IUPAC name 4′,5-Dihydroxy-7-methoxyisoflavone
Systematic IUPAC name 5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one
Other names Prunusetin 5,4'-dihydroxy-7-methoxyisoflavone
Identifiers
CAS Number	552-59-0 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:8600 N
ChEMBL	ChEMBL491174 N
ChemSpider	4445116 N
ECHA InfoCard
EC Number	209-018-5
E number
IUPHAR/BPS	6919
KEGG	C10521 N
PubChem CID	5281804
UNII	1TG4H5H11J Y
CompTox Dashboard (EPA)	{{#property:P3117}}
InChI InChI=1S/C16H12O5/c1-20-11-6-13(18)15-14(7-11)21-8-12(16(15)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3 N Key: KQMVAGISDHMXJJ-UHFFFAOYSA-N N InChI=1/C16H12O5/c1-20-11-6-13(18)15-14(7-11)21-8-12(16(15)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3 Key: KQMVAGISDHMXJJ-UHFFFAOYAR
SMILES COC1=CC(=C2C(=C1)OC=C(C2=O)C3=CC=C(C=C3)O)O
Properties
Chemical formula	C16H12O5
Molar mass	284.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Prunetin is an O-methylated isoflavone, a type of flavonoid. It has been isolated for the first time by Finnemore in 1910 in the bark of Prunus emarginata (the Oregon cherry). Prunetin isolated from pea roots can act as an attractant for Aphanomyces euteiches zoospores. It is also an allosteric inhibitor of human liver aldehyde dehydrogenase.

Prunetin can lower blood pressure of spontaneously hypertensive rats and relax isolated rat aortic rings through calcium channel block mechanisms in vessel smooth muscles.

Glycosides

• 8-C-glucosyl prunetin, isolated from the leaves of Dalbergia hainanensis

See also

• List of phytochemicals in food
• Biochanin A