Sappanone A

Sappanone A
Names

IUPAC name (3E)-3-(3,4-Dihydroxybenzylidene)-7-hydroxy-2,3-dihydro-4H-chromen-4-one
Identifiers
CAS Number	102067-84-5
ChemSpider	7993024
Jmol interactive 3D	Image
PubChem	9817274
SMILES 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

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

References

↑ Melanogenesis Inhibition by Homoisoflavavone Sappanone A from Caesalpinia sappan. Te-Sheng Chang, Shih-Yu Chao and Hsiou-Yu Ding, Int J Mol Sci., 2012, volume 13, issue 8, pages 10359–10367, doi:10.3390/ijms130810359, PMC 3431864

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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