Isosakuranetin
Names | |
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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 | |
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ECHA InfoCard | 100.006.866 |
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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 |
Chemical compound
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
- ^ "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.
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Flavanones and their glycosides
- Butin
- Eriodictyol
- Naringenin
- Pinocembrin
- Alpinetin
- Hesperetin
- Homoeriodictyol
- Isosakuranetin
- Pinostrobin (Pinocembrin-7-methylether)
- Sakuranetin
- Sterubin
- Eriocitrin
- Neoeriocitrin
- Hesperidin
- Liquiritin
- Naringin (Narigenin 7-O-neohesperidoside)
- Narirutin (Naringenin 7-O-rutinoside)
- Poncirin
- Prunin (Naringenin-7-O-glucoside)
- Sakuranin
- Nirurin
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