Xanthohumol

Datasheet MSDS
Catalog Number
ANC01925
Product Name
Xanthohumol
Structure
Xanthohumol
CAS Number
6754-58-1
IUPAC Name
(E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
Synonyms
1-(2,4-Dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
Molecular Formula
C21H22O5
Molecular Weight
354.4
Appearance
White Solid
Purity
>98%
Density
1.244g/cm3
Solubility
DMSO: 70 mg/mL (197.51 mM); Ethanol: 70 mg/mL (197.51 mM)
Melting Point
157-159°C
Storage
3 years -20°C powder; 6 months -80°C in solvent
Description
Xanthohumol (6754-58-1) binds to the N-terminal domain of valosin-containing protein (VCP), an essential protein for autophagosome maturation. Xanthohumol inhibits the function of VCP thereby impairing autophagosome maturation and resulting in accumulation of the microtubule-associated protein 1 light chain 3-II (LC3-II)1. Impairs prostate cancer cell growth and proliferation2. Cell permeable.
SMILES
CC(=CCC1=C(C(=C(C=C1O)OC)C(=O)/C=C/C2=CC=C(C=C2)O)O)C
InChI
InChI=1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+
InChI Key
ORXQGKIUCDPEAJ-YRNVUSSQSA-N
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