Sappanone A

Sappanone A
Chemical structure of sappanone A
Names
IUPAC name
[1′a(3)E]-3′,4′,7-Trihydroxy-2H-1′(3)a-homoisoflav-1′a(3)-en-4-one
Systematic IUPAC name
(3E)-3-[(3,4-Dihydroxyphenyl)methylidene]-7-hydroxy-2,3-dihydro-4H-1-benzopyran-4-one
Identifiers
CAS Number
  • 104778-14-5 checkY
  • 102067-84-5 (non-specific) checkY
  • 112458-02-3 (non-specific) checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 7993024
PubChem CID
  • 9817274
UNII
  • 659E9Z3J5X checkY
  • C1/C(=C\C2=CC(=C(C=C2)O)O)/C(=O)C3=C(O1)C=C(C=C3)O
Properties
Chemical formula
 C16H12O5
Molar mass 284.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Sappanone A is a homoisoflavanone that can be found in Caesalpinia sappan.[1]

References

  1. ^ Chang, T. S.; Chao, S. Y.; Ding, H. Y. (2012). "Melanogenesis Inhibition by Homoisoflavavone Sappanone a from Caesalpinia sappan". International Journal of Molecular Sciences. 13 (8): 10359–10367. doi:10.3390/ijms130810359. PMC 3431864. PMID 22949866.
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Types of homoisoflavonoids
3,4-Dihydroxyhomoisoflavans
  • Sappanol
Homoisoflavones
  • Autumnalin and 3,9-dihydro-autumnalin
  • Punctatin and 4′-o-Methyl-punctatin
  • Scillavones A and B
Homoisoflavanones
  • Eucomin
  • Eucomol
  • Portulacanones A, B, C and D
  • Sappanone A
  • Scillascillin
  • 3-(4'-Methoxybenzyl)-7,8-methylenedioxy-chroman-4-one
  • 5,7-Dihydroxy-3-(3-hydroxy-4-methoxybenzyl)-chroman-4-one
C-Methylated homoisoflavanones
  • 3-(4'-methoxy-benzyl)-5,7-dihydroxy-6-methyl-8-methoxy-chroman-4-one
  • 3-(4'-methoxy-benzyl)-5,7-dihydroxy-6,8-dimethyl-chroman-4-one
  • 3-(4'-hydroxy-benzyl)-5,7-dihydroxy-6,8-dimethyl-chroman-4-one
  • 3-(4'-hydroxy-benzyl)-5,7-dihydroxy-6-methyl-8-methoxy-chroman-4-one
  • 3-(4'-hydroxy-benzyl)-5,7-dihydroxy-6-methyl-chroman-4-one
Homoisoflavanone glycosides
  • (-)-7-O-methyleucomol 5-O-beta-D-glucopyranoside
  • (-)-7-O-methyleucomol 5-O-beta-rutinoside
  • (-)-7-O-methyleucomol 5-O-beta-neohesperidoside
Brazilin-type
  • Brazilin
  • Haematoxylin
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