Isosakuranetin

Isosakuranetin

Names
IUPAC name (2S)-5,7-Dihydroxy-4′-methoxyflavan-4-one
Systematic IUPAC name (2S)-5,7-Dihydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
Other names 4'-Methylnaringenin
Identifiers
CAS Number	480-43-3 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL470266 N
ChemSpider	141023 N
ECHA InfoCard	100.006.866
PubChem CID	160481
UNII	U02X7TF8UA Y
CompTox Dashboard (EPA)
InChI InChI=1S/C16H14O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1 N Key: HMUJXQRRKBLVOO-AWEZNQCLSA-N N InChI=1/C16H14O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1 Key: HMUJXQRRKBLVOO-AWEZNQCLBJ
SMILES COC1=CC=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)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 verify (what is YN ?) Infobox references

Isosakuranetin, an O-methylated flavonoid, is the 4'-methoxy derivative of naringenin, a flavanone. Didymin, a disaccharide of isosakuranetin, occur e.g. in sweet orange, blood orange and mandarin.^[1] Isosakuranetin is a potent inhibitor of TRPM3 channels.^[2]

Glycosides

• Poncirin is the 7-O-neohesperidoside of isosakuranetin.
• Didymin is the 7-O-rutinoside of isosakuranetin

References

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This page was last edited on 3 May 2023, at 00:03