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
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
N Key: NEPMMBQHELYZIW-YMTXFHFDSA-N
N 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
C 22 H 24 O 10
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).
Chemical compound
Sakuranin is a flavanone , a type of flavonoid. It is the O -glucoside of sakuranetin . It can be found in Prunus sp.[ 1]
References
^ 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
External links
Media related to Sakuranin at Wikimedia Commons