Pratensein

Pratensein
Chemical structure of pratensein
Pratensein molecule
Names
IUPAC name
3′,5,7-Trihydroxy-4′-methoxyisoflavone
Systematic IUPAC name
5,7-Dihydroxy-3-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
Other names
4′-Methoxy-3′,5,7-trihydroxyisoflavone
Identifiers
CAS Number
  • 2284-31-3 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:8359 ☒N
ChEMBL
  • ChEMBL252904 ☒N
ChemSpider
  • 4445115 ☒N
ECHA InfoCard 100.347.521 Edit this at Wikidata
KEGG
  • C10520 ☒N
PubChem CID
  • 5281803
UNII
  • D2CF8CJ6AP checkY
CompTox Dashboard (EPA)
  • DTXSID60177388 Edit this at Wikidata
InChI
  • InChI=1S/C16H12O6/c1-21-13-3-2-8(4-11(13)18)10-7-22-14-6-9(17)5-12(19)15(14)16(10)20/h2-7,17-19H,1H3 ☒N
    Key: FPIOBTBNRZPWJW-UHFFFAOYSA-N ☒N
  • InChI=1/C16H12O6/c1-21-13-3-2-8(4-11(13)18)10-7-22-14-6-9(17)5-12(19)15(14)16(10)20/h2-7,17-19H,1H3
    Key: FPIOBTBNRZPWJW-UHFFFAOYAF
  • COC1=C(C=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)O)O
Properties
Chemical formula
 C16H12O6
Molar mass 300.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Chemical compound

Pratensein is an O-methylated isoflavone, a type of flavonoid. It can be found in Trifolium pratense (red clover)[1] and can have effects for the prevention of atherosclerosis.[2]

References

  1. ^ Isoflavone contents of red and subterranean clovers. E. Wong, Journal of the Science of Food and Agriculture, Volume 14 Issue 6, Pages 376-379
  2. ^ Characterization of the Isoflavone Pratensein as a Novel Transcriptional Up-Regulator of Scavenger Receptor Class B Type I in HepG2 Cells. Yang Yuan, JIiang Wei, Wang Li, Hang Zhong-Bing, Si Shu-Yi and Hong Bin, Biological & pharmaceutical bulletin, 2009, vol. 32, no7, pp. 1289-1294
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Isoflavones and their glycosides
IsoflavonesO-methylated isoflavonesGlycosidesPrenylated isoflavones
Pyranoisoflavones
Derivatives
Synthetic
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