Xanthohumol

CAS: 6754-58-1

Ref. 3D-FX09701

Product Information

• Name: Xanthohumol
• Synonyms: (E)-1-[2,4-Dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one, (2E)-1-[2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one, (2E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one, 1-(2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-butenyl)phenyl)-3-(4-hydroxyphenyl)-2-propen-1-one, 2-Propen-1-one, 1-(2,4-hydroxy-6-methoxy-3-(3-methyl-2-butenyl)phenyl)-3-(4-hydroxyphenyl)-, (E)-, 2-Propen-1-one, 1-[2,4-dihydroxy-6-methoxy-3-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-, (2E)-, 2-Propen-1-one, 1-[2,4-dihydroxy-6-methoxy-3-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-, (2E)-, 2-Propen-1-one, 1-[2,4-dihydroxy-6-methoxy-3-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-, (E)-, Xantho Flav-Pure, Xantho-Flav, Xanthopure

Description

Xanthohumol is a natural compound that is found in the hop plant. It has been shown to have anti-cancer effects and is currently being studied for its potential as an anti-angiogenic agent. Xanthohumol induces apoptosis by inhibiting pro-apoptotic proteins, such as Bax, Bak, and Bad. This compound also inhibits the angiogenic process by downregulating vascular endothelial growth factor (VEGF) and matrix metalloproteinase 9 (MMP9). In vivo experiments have shown that xanthohumol prevents tumor growth and reduces metastasis of MDA-MB-231 breast cancer cells by preventing tumor cell viability. Xanthohumol also inhibits the degradation of detoxification enzymes, such as glutathione S-transferases (GSTs), which are important in the protection against oxidative stress induced DNA damage.

• Brand: Biosynth

Chemical properties

• Molecular weight: 354.4 g/mol
• Formula: C₂₁H₂₂O₅
• Purity: Min. 98 Area-%
• Color/Form: Yellow Orange Powder
• 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: InChIKey=ORXQGKIUCDPEAJ-YRNVUSSQSA-N
• SMILES: COc1cc(O)c(CC=C(C)C)c(O)c1C(=O)/C=C/c1ccc(O)cc1