Sakuranin

Sakuranin
Sakuranin
Sakuranin
Names
IUPAC name
(2S)-5-(β-D-Glucopyranosyloxy)-4′-hydroxy-7-methoxyflavan-4-one
Systematic IUPAC name
(2S)-2-(4-Hydroxyphenyl)-7-methoxy-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-4H-1-benzopyran-4-one
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C22H24O10/c1-29-12-6-15-18(13(25)8-14(30-15)10-2-4-11(24)5-3-10)16(7-12)31-22-21(28)20(27)19(26)17(9-23)32-22/h2-7,14,17,19-24,26-28H,8-9H2,1H3/t14-,17+,19+,20-,21+,22+/m0/s1 X markN
    Key: NEPMMBQHELYZIW-YMTXFHFDSA-N X markN
  • InChI=1/C22H24O10/c1-29-12-6-15-18(13(25)8-14(30-15)10-2-4-11(24)5-3-10)16(7-12)31-22-21(28)20(27)19(26)17(9-23)32-22/h2-7,14,17,19-24,26-28H,8-9H2,1H3/t14-,17+,19+,20-,21+,22+/m0/s1
    Key: NEPMMBQHELYZIW-YMTXFHFDBM
  • COC1=CC(=C2C(=O)C[C@H](OC2=C1)C3=CC=C(C=C3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
Properties
C22H24O10
Molar mass 448.424 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Sakuranin is a flavanone, a type of flavonoid. It is the O-glucoside of sakuranetin. It can be found in Prunus sp.


References

  1. ↑ Flavonoids of Various Prunus Species. IV. The Flavonoids in the Wood of Prunus donarium var. spontanea. Masao Hasegawa and Teruo Shirato, J. Am. Chem. Soc., 1955, 77 (13), pages 3557–3558, doi:10.1021/ja01618a039