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Isosakuranetin

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]

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
  • 480-43-3 Y
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL470266 N
ChemSpider
  • 141023 N
ECHA InfoCard 100.006.866
  • 160481
UNII
  • U02X7TF8UA Y
  • DTXSID60963980
  • 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
  • COC1=CC=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)O)O
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 YN ?)

Glycosides edit

References edit

  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.


isosakuranetin, methylated, flavonoid, methoxy, derivative, naringenin, flavanone, didymin, disaccharide, isosakuranetin, occur, sweet, orange, blood, orange, mandarin, potent, inhibitor, trpm3, channels, names, iupac, name, dihydroxy, methoxyflavan, systemati. 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 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 DTXSID60963980 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 NKey HMUJXQRRKBLVOO AWEZNQCLSA N NInChI 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 s1Key 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 Y N Infobox referencesGlycosides editPoncirin is the 7 O neohesperidoside of isosakuranetin Didymin is the 7 O rutinoside of isosakuranetinReferences edit Polyphenols in Human Health and Disease ISBN 9780123984562 Straub Isabelle Krugel 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 nbsp This article about an aromatic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Isosakuranetin amp oldid 1152897477, wikipedia, wiki, book, books, library,

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