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X0379 Sigma-Aldrich

Xanthohumol from hop (Humulus lupulus)

≥96% (HPLC)

  • Empirical Formula (Hill Notation) C21H22O5

  • Molecular Weight 354.40

  •  MDL number MFCD00210576

  •  PubChem Substance ID 24902121

  •  NACRES NA.77

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Properties

Related Categories Biochemicals and Reagents, Cell Biology, D to K, Diacylglycerol acetyltransferase, Enzyme Inhibitors,
assay   ≥96% (HPLC)
form   powder
solubility   ethanol: 10 mg/mL
storage temp.   2-8°C
SMILES string   COc1cc(O)c(C\C=C(/C)C)c(O)c1C(=O)\C=C\c2ccc(O)cc2
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

Description

Packaging

5 mg in glass bottle

Biochem/physiol Actions

Prenylated flavonoids such as xanthohumol have antiproliferative and cytotoxic effects in human cancer cell lines. Xanthohumol protected HepG2 cells against benzo[a]pyrene and related carcinogens. It also protected against reactive oxygen species (ROS), not by a direct anti-oxidant effect, but instead mediated by induction of cellular defense mechanisms against oxidative stress.Xanthohumol inhibits diacylglycerol acetyltransferase (DGAT) and human P450 enzymes. It also inhibits the expression of HIF-1α and VEGF under hypoxic conditions.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

NF-κB and Inflammation

Chronic inflammation is an underlying factor in the development and progression of many of the chronic diseases of aging, such as arthritis, atherosclerosis, diabetes, and cancer. Oxidative cellular ...
BioFiles 2007, 2.4, 14.
Keywords: Acetylations, Adhesion, Angiogenesis, Apoptosis, Cancer, Carcinogens, Catalysis, Cell culture, Cell proliferation, Cell signaling, Cellular processes, Degradations, Diabetes, Diseases, Environmental, Gene expression, Glycosylations, High performance liquid chromatography, Inflammation, PAGE, Phosphorylations, Thin layer chromatography, Transcription, transformation

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Peer-Reviewed Papers
15

References

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