Sappanol

Sappanol
Chemical structure of sappanol
Names
IUPAC name
(3R,4S)-1′(3)a-Homoisoflavan-3,3′,4,4′,7-pentol
Systematic IUPAC name
(3R,4S)-3-[(3,4-Dihydroxyphenyl)methyl]-3,4-dihydro-2H-1-benzopyran-3,4,7-triol
Identifiers
CAS Number
  • 111254-19-4
3D model (JSmol)
  • Interactive image
ChemSpider
  • 10405207
PubChem CID
  • 13846649
UNII
  • 98CDE6U7UL checkY
CompTox Dashboard (EPA)
  • DTXSID501031877 Edit this at Wikidata
  • C1[C@@]([C@H](C2=C(O1)C=C(C=C2)O)O)(CC3=CC(=C(C=C3)O)O)O
Properties
Chemical formula
 C16H16O6
Molar mass 304.29 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

Sappanol is a 3,4-dihydroxyhomoisoflavan, a type of homoisoflavonoid, that can be found in Caesalpinia sappan.[1]

References

  1. ^ Homoisoflavonoids and related compounds. II. Isolation and absolute configurations of 3,4-dihydroxylated homoisoflavans and brazilins from Caesalpinia sappan L. Michio Namikoshi, Hiroyuki Nakata, Hiroyuki Yamada, Minako Nagai and Tamotsu Saitoh, Chemical & Pharmaceutical Bulletin, 1987, volume 35, number 7, pages 2761-2773 (abstract)
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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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