Sophoricoside

Sophoricoside is an isoflavone Genistein glycoside found in the dried ripe fruit of Styphnolobium japonicum (L.) Schott, a herb used in traditional Chinese medicine. At the time the chemical was discovered and named the plant was called Sophora japonica L.[1]

Sophoricoside
Names
IUPAC name
4′-(β-D-Glucopyranosyloxy)-5,7-dihydroxyisoflavone
Systematic IUPAC name
5,7-Dihydroxy-3-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-4H-1-benzopyran-4-one
Other names
Genistein β-glucoside; 4-(5,7-dihydroxy-4-oxo-4H-chromen-3-yl)phenylbeta-D-glucopyranoside; 4-(5,7-Dihydroxy-4-oxo-4H-chromen-3-yl)phenylalpha-L-gulopyranoside
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-3-1-9(2-4-11)12-8-29-14-6-10(23)5-13(24)16(14)17(12)25/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1
    Key: ISQRJFLLIDGZEP-CMWLGVBASA-N
  • InChI=1/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-3-1-9(2-4-11)12-8-29-14-6-10(23)5-13(24)16(14)17(12)25/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1
    Key: ISQRJFLLIDGZEP-CMWLGVBABN
  • O=C/1c4c(O)cc(O)cc4O\C=C\1c3ccc(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)CO)cc3
Properties
C21H20O10
Molar mass 432.38 g/mol
Appearance Pale yellow solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Chang, L.; Zhang, X.X.; Ren, Y.P.; Cao, L.; Zhi, X.R.; Zhang, L.T. (2013). "Simultaneous Quantification of Six Major Flavonoids From Fructus sophorae by LC-ESI-MS/MS and Statistical Analysis". Indian Journal of Pharmaceutical Sciences. 75 (3): 330–338. doi:10.4103/0250-474X.117437. PMC 3783751. PMID 24082349.


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