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Sophoricoside

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Sophoricoside
Names
IUPAC name 4′-(β-D-Glucopyranosyloxy)-5,7-dihydroxyisoflavone
Systematic IUPAC name 5,7-Dihydroxy-3-(4-{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
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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/s1Key: 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/s1Key: ISQRJFLLIDGZEP-CMWLGVBABN
SMILES
  • O=C/1c4c(O)cc(O)cc4O\C=C\1c3ccc(O2O((O)(O)2O)CO)cc3
Properties
Chemical formula C21H20O10
Molar mass 432.381 g·mol
Appearance Pale yellow solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

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.

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.
Isoflavones and their glycosides
Isoflavones
O-methylated isoflavones
Glycosides
Prenylated isoflavones
Pyranoisoflavones
Derivatives
Synthetic


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