Sakuranetin

Sakuranetin

Names
IUPAC name (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one
Other names 4',5-Dihydroxy-7-methoxyflavanone Naringenin 7-methyl ether
Identifiers
CAS Number	2957-21-3 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:28927 N
ChEMBL	ChEMBL448297 N
ChemSpider	66249 N
ECHA InfoCard	100.019.073
IUPHAR/BPS	412
PubChem	73571
InChI InChI=1S/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1 N Key: DJOJDHGQRNZXQQ-AWEZNQCLSA-N N InChI=1/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1 Key: DJOJDHGQRNZXQQ-AWEZNQCLBK
SMILES COC1=CC(=C2C(=O)CC(OC2=C1)C3=CC=C(C=C3)O)O
Properties
Chemical formula	C16H14O5
Molar mass	286.27 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Sakuranetin is a flavanone, a type of flavonoid. It can be found in Polymnia fruticosa and rice, where it acts as a phytoalexin against spore germination of Pyricularia oryzae.

Sakuranin is the -O-glucoside of sakuranetin.

Naringenin 7-O-methyltransferase uses naringenin to yield sakuranetin, with S-adenosyl-methionine as the methyl donor.

In compounds like 7-methoxylated flavanones like sakuranetin, demethylation followed by sulfation occur in model organism Cunninghamella elegans.