Description
Isoxanthohumol is a derivative of xanthohumol in the flavonoids class. It is isolated from the the roots of Sophora flavescens Ait. Isoxanthohumol exhibits antioxidant, anti-inflammatory and antiangiogenic properties. Isoxanthohumol induces apoptosis in mature adipocytes, and inhibits differentiation of preadipocytes.
Synonyms
4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-buten-1-yl)-, (2S)-; (2S)-2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one; 4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-butenyl)-, (2S)-; 4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-butenyl)-, (S)-; (-)-Isoxanthohumol; (2S)-7,4'-Dihydroxy-5-methoxy-8-(γ,γ-dimethylallyl)flavanone; Isoxanthohumol (Sophora); (2S)-Isoxanthohumol
IUPAC Name
(2S)-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
Molecular Formula
C21H22O5
Canonical SMILES
CC(=CCC1=C(C=C(C2=C1OC(CC2=O)C3=CC=C(C=C3)O)OC)O)C
InChI
InChI=1S/C21H22O5/c1-12(2)4-9-15-16(23)10-19(25-3)20-17(24)11-18(26-21(15)20)13-5-7-14(22)8-6-13/h4-8,10,18,22-23H,9,11H2,1-3H3/t18-/m0/s1
InChIKey
YKGCBLWILMDSAV-SFHVURJKSA-N
Boiling Point
585.8±50.0°C at 760 mmHg
Solubility
Soluble in Acetone, Chloroform, Dichloromethane, DMSO, Ethyl Acetate
Appearance
White to Orange to Green Powder to Crystal