Isosakuranetin
Appearance
Names | |
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IUPAC name
(2S)-5,7-Dihydroxy-4′-methoxyflavan-4-one
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Systematic IUPAC name
(2S)-5,7-Dihydroxy-2-(4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one | |
Other names
4'-Methylnaringenin
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Identifiers | |
3D model (JSmol)
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.006.866 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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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).
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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
[edit]- Poncirin is the 7-O-neohesperidoside of isosakuranetin.
- Didymin is the 7-O-rutinoside of isosakuranetin
References
[edit]- ^ "Polyphenols in Human Health and Disease" ISBN 9780123984562
- ^ 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.