Xanthohumol from hop (Humulus lupulus)

SIGMA/X0379 - ≥96% (HPLC)

Synonym: (E)-1-[2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)propenone; 2′,4,4′-Trihydroxy-6′-methoxy-3′-prenylchalcone

CAS Number: 6754-58-1
Empirical Formula (Hill Notation): C₂₁H₂₂O₅
Molecular Weight: 354.40
MDL Number: MFCD00210576
Linear Formula: C₂₁H₂₂O₅
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-X0379-5MG	5 mg	$365.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥96% (HPLC)
biological source	plant (Humulus lupulus)
form	powder
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
mp	172 °C
Quality Level	200
SMILES string	COc1cc(O)c(CC=C(/C)C)c(O)c1C(=O)C=Cc2ccc(O)cc2
solubility	ethanol: 10 mg/mL
storage temp.	2-8°C

Application:	Xanthohumol from hop (Humulus lupulus) has been used: • to treat glioblastoma cells to test its effect on inducing apoptosis • to test its protective effect in renal ischemia/reperfusion (I/R) injury • as a component of Dulbecco′s modified Eagle medium (DMEM) to test its antiviral activity in Huh7.5 cells infected with hepatitis C virus cell culture (HCVcc) system
Biochem/physiol Actions:	Prenylated flavonoids such as xanthohumol have antiproliferative and cytotoxic effects in human cancer cell lines. Xanthohumol inhibits diacylglycerol acetyltransferase (DGAT) and human P450 enzymes. It also inhibits the expression of HIF-1α and VEGF under hypoxic conditions.
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.
Biochem/physiol Actions:	Xanthohumol induces apoptosis in glioma cancer by modulating microRNA based network. It exhibits anti-inflammatory property by inhibiting janus kinases (JAKs), signal transducer and activator of transcription proteins (STATs). Xanthohumol elicits antiviral functionality against bovine viral diarrhea virus (BVDV) and anti-hepatitis C virus in vitro. It also induces autophagy and has antiplatelet and neuroprotective effects. Xanthohumol also regulates various metabolic processes including the inhibition of triglyceride formation, atherosclerotic plaque and adipogenesis.
General description:	Xanthohumol is a chalcone compound present in the female inflorescence of hop (Humulus lupulus) plant. It is a food additive.
Packaging:	5 mg in glass bottle

Hazard Codes	Xi,N
Risk Statements	43-50/53
Safety Statements	22-45-60-61
RIDADR	UN 3077 9 / PGIII
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥96% (HPLC)
mp	172 °C
Storage Temp.	2-8°C
UNSPSC	12352204

To Order From a Quote