Chemistry:Isosakuranetin

From HandWiki
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
3D model (JSmol)
ChEMBL
ChemSpider
UNII
Properties
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 ☑Y☒N ?)
Infobox references
Tracking categories (test):

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

  1. "Polyphenols in Human Health and Disease" ISBN:9780123984562
  2. Straub, Isabelle; Krügel, Ute; Mohr, Florian; Teichert, Jens; Rizun, Oleksandr; Konrad, Maik; Oberwinkler, Johannes; Schaefer, Michael (November 2013). "Flavanones that selectively inhibit TRPM3 attenuate thermal nociception in vivo". Molecular Pharmacology 84 (5): 736–750. doi:10.1124/mol.113.086843. ISSN 1521-0111. PMID 24006495. https://pubmed.ncbi.nlm.nih.gov/24006495.