Sakuranetin

Sakuranetin
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
PubChem	73571
ChEMBL	CHEMBL448297 N
Jmol-3D images	Image 1
SMILES COC1=CC(=C2C(=O)CC(OC2=C1)C3=CC=C(C=C3)O)O
Properties
Molecular formula	C16H14O5
Molar mass	286.27 g/mol
Exact mass	286.084124
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Sakuranetin is a flavanone, a type of flavonoid. It can be found in Polymnia fruticosa^[1] and rice, where it acts as a phytoalexin against spore germination of Pyricularia oryzae^[2].

Glycosides

Sakuranin is the -O-glucoside of sakuranetin.

Metabolism

Naringenin 7-O-methyltransferase uses naringenin to yield sakuranetin, with S-adenosyl-methionine as the methyl donor^[3].

References

1. ^ Sakuranetin on home.ncifcrf.gov
2. ^ Sakuranetin, a flavonone phytoalexin from ultraviolet-irradiated rice leaves, Kodama O., Miyakawa J., Akatsuka T., Kiyosawa S, 1992
3. ^ A Methyltransferase for Synthesis of the Flavanone Phytoalexin Sakuranetin in Rice Leaves, Randeep Rakwala, Morifumi Hasegawab and Osamu Kodama, 1996

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