Sophoricoside

Last updated
Sophoricoside
Sophoricoside.svg
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
PubChem CID
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 432.381 g·mol−1
AppearancePale yellow solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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

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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