Sappanol

Sappanol
Names

IUPAC name (3R,4S)-3-(3,4-Dihydroxybenzyl)-3,4,7-chromanetriol
Identifiers
CAS Number	111254-19-4
ChemSpider	10405207
Jmol interactive 3D	Image
PubChem	13846649
SMILES 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

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

References

↑ 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)

Types of homoisoflavonoids

Homoisoflavonoids

Portulacanones A, B, C and D

3,4-Dihydroxyhomoisoflavans

Sappanol

Homoisoflavones

Autumnalin and 3,9-dihydro-autumnalin
Punctatin and 4′-o-Methyl-punctatin
scillavones A and B

Homoisoflavanones

Eucomin
Eucomol
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

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