Sophoricoside

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
CAS Number
  • 152-95-4 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 4479150
PubChem CID
  • 5321398
UNII
  • J0407L5MGM checkY
CompTox Dashboard (EPA)
  • DTXSID601017840 Edit this at Wikidata
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/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
Chemical formula
C21H20O10
Molar mass 432.381 g·mol−1
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
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.[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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Isoflavones and their glycosides
IsoflavonesO-methylated isoflavonesGlycosidesPrenylated isoflavones
Pyranoisoflavones
Derivatives
Synthetic


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