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Category: cosmetic agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00 %
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 576.00 to 577.00 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 398.00 °F. TCC ( 203.40 °C. ) (est)
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| logP (o/w): | 5.172 (est) |
| Soluble in: |
| | water, 0.5131 mg/L @ 25 °C (est) |
| Insoluble in: |
| | water |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | cosmetic agents |
| Recommendation for xanthohumol usage levels up to: | | | not for fragrance use.
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| Recommendation for xanthohumol flavor usage levels up to: |
| | not for flavor use.
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Safety References:
| European Food Safety Authority (EFSA) reference(s): |
Xanthohumol in XERME®, a xanthohumol-enriched roasted malt extract, and protection of DNA from oxidative damage: evaluation of a health claim pursuant to Article 13(5) of Regulation (EC) No 1924/2006 View page or View pdf |
| EPI System: | View |
| Cancer Citations: | Search |
| Toxicology Citations: | Search |
| EPA ACToR: | Toxicology Data |
| EPA Substance Registry Services (SRS): | Registry |
| Laboratory Chemical Safety Summary : | 639665 |
| National Institute of Allergy and Infectious Diseases: | Data |
| WGK Germany: | 3 |
| | (E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one |
| Chemidplus: | 0006754581 |
References:
| | (E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 639665 |
| Pubchem (sid): | 135118027 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| (E)-1-(2,4- | dihydroxy-6-methoxy-3-(3-methyl-2-butenyl)phenyl)-3-(4-hydroxyphenyl)-2-propen-1-one | | (E)-1-[2,4- | dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one | | 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)- |
Articles:
| PubMed: | Pharmacokinetics of Prenylated Hop Phenols in Women Following Oral Administration of a Standardized Extract of Hops. |
| PubMed: | Hop-derived prenylflavonoids are substrates and inhibitors of the efflux transporter breast cancer resistance protein (BCRP/ABCG2). |
| PubMed: | Xanthohumol, a Prenylated Chalcone from Beer Hops, Acts as an α-Glucosidase Inhibitor in Vitro. |
| PubMed: | Xanthohumol modulates inflammation, oxidative stress, and angiogenesis in type 1 diabetic rat skin wound healing. |
| PubMed: | Human pharmacokinetics of xanthohumol, an antihyperglycemic flavonoid from hops. |
| PubMed: | Xanthohumol modulates the expression of osteoclast-specific genes during osteoclastogenesis in RAW264.7 cells. |
| PubMed: | Curcumin analogue identified as hyaluronan export inhibitor by virtual docking to the ABC transporter MRP5. |
| PubMed: | Electrochemical versus spectrophotometric assessment of antioxidant activity of hop (Humulus lupulus L.) products and individual compounds. |
| PubMed: | Simultaneous determination of prenylflavonoid and hop bitter acid in beer lee by HPLC-DAD-MS. |
| PubMed: | Xanthohumol ameliorates atherosclerotic plaque formation, hypercholesterolemia, and hepatic steatosis in ApoE-deficient mice. |
| PubMed: | Analytical condition setting a crucial step in the quantification of unstable polyphenols in acidic conditions: analyzing prenylflavanoids in biological samples by liquid chromatography-electrospray ionization triple quadruple mass spectrometry. |
| PubMed: | Differential regulation of detoxification enzymes in hepatic and mammary tissue by hops (Humulus lupulus) in vitro and in vivo. |
| PubMed: | Xanthohumol and it's emerging anti-neoplastic effects: beyond it's role in breast carcinomas. |
| PubMed: | Xanthohumol, a prenylated chalcone from Humulus lupulus L., inhibits cholesteryl ester transfer protein. |
| PubMed: | Prenylated chalcone xanthohumol associates with histones in breast cancer cells--a novel target identified by a monoclonal antibody. |
| PubMed: | Xanthohumol prevents carbon tetrachloride-induced acute liver injury in rats. |
| PubMed: | Xanthohumol lowers body weight and fasting plasma glucose in obese male Zucker fa/fa rats. |
| PubMed: | Neuroprotective effects of xanthohumol, a prenylated flavonoid from hops (Humulus lupulus), in ischemic stroke of rats. |
| PubMed: | Pharmacokinetics of xanthohumol and metabolites in rats after oral and intravenous administration. |
| PubMed: | Protective effects of xanthohumol against the genotoxicity of heterocyclic aromatic amines MeIQx and PhIP in bacteria and in human hepatoma (HepG2) cells. |
| PubMed: | Xanthohumol uptake and intracellular kinetics in hepatocytes, hepatic stellate cells, and intestinal cells. |
| PubMed: | Xanthohumol-supplemented beer modulates angiogenesis and inflammation in a skin wound healing model. Involvement of local adipocytes. |
| PubMed: | Novel application of square-wave adsorptive-stripping voltammetry for the determination of xanthohumol in spent hops. |
| PubMed: | Computational analysis for hepatic safety signals of constituents present in botanical extracts widely used by women in the United States for treatment of menopausal symptoms. |
| PubMed: | Inhibitors of hyaluronan export from hops prevent osteoarthritic reactions. |
| PubMed: | Xanthohumol, a prenylated flavonoid contained in beer, prevents the induction of preneoplastic lesions and DNA damage in liver and colon induced by the heterocyclic aromatic amine amino-3-methyl-imidazo[4,5-f]quinoline (IQ). |
| PubMed: | Disposition of hop prenylflavonoids in human breast tissue. |
| PubMed: | Xanthohumol, a prenylated chalcone from hops, modulates hepatic expression of genes involved in thyroid hormone distribution and metabolism. |
| PubMed: | Xanthohumol feeding does not impair organ function and homoeostasis in mice. |
| PubMed: | Recovery and metabolism of xanthohumol in germ-free and human microbiota-associated rats. |
| PubMed: | Selective inhibition of prenylated flavonoids from Sophora flavescens against BACE1 and cholinesterases. |
| PubMed: | Triggering of dendritic cell apoptosis by xanthohumol. |
| PubMed: | Determination of xanthohumol in beer based on cloud point extraction coupled with high performance liquid chromatography. |
| PubMed: | Xanthohumol, a chalcon derived from hops, inhibits hepatic inflammation and fibrosis. |
| PubMed: | Anti-obesity effects of xanthohumol plus guggulsterone in 3T3-L1 adipocytes. |
| PubMed: | Inhibition of suicidal erythrocyte death by xanthohumol. |
| PubMed: | Xanthohumol from hop (Humulus lupulus L.) is an efficient inhibitor of monocyte chemoattractant protein-1 and tumor necrosis factor-alpha release in LPS-stimulated RAW 264.7 mouse macrophages and U937 human monocytes. |
| PubMed: | Fundamentals and health benefits of xanthohumol, a natural product derived from hops and beer. |
| PubMed: | LC-MS/MS quantitation of hop-derived bitter compounds in beer using the ECHO technique. |
| PubMed: | Xanthohumol influences preadipocyte differentiation: implication of antiproliferative and apoptotic effects. |
| PubMed: | Antimutagenicity of hops (Humulus lupulus L.): bioassay-directed fractionation and isolation of xanthohumol. |
| PubMed: | Enantioseparation of isoxanthohumol in beer by hydroxypropyl-gamma-cyclodextrin-modified micellar electrokinetic chromatography. |
| PubMed: | Binding of the hop (Humulus lupulus L.) chalcone xanthohumol to cytosolic proteins in Caco-2 intestinal epithelial cells. |
| PubMed: | Microbial and dietary factors associated with the 8-prenylnaringenin producer phenotype: a dietary intervention trial with fifty healthy post-menopausal Caucasian women. |
| PubMed: | Relevance of organic farming and effect of climatological conditions on the formation of alpha-acids, beta-acids, desmethylxanthohumol, and xanthohumol in hop (Humulus lupulus L.). |
| PubMed: | Effect of hop (Humulus lupulus L.) flavonoids on aromatase (estrogen synthase) activity. |
| PubMed: | Optimization of conditions for supercritical fluid extraction of flavonoids from hops (Humulus lupulus L.). |
| PubMed: | Xanthohumol kills B-chronic lymphocytic leukemia cells by an apoptotic mechanism. |
| PubMed: | Xanthohumol, a new all-rounder? |
| PubMed: | Xanthohumol, the chalcone from beer hops (Humulus lupulus L.), is the ligand for farnesoid X receptor and ameliorates lipid and glucose metabolism in KK-A(y) mice. |
| PubMed: | Enrichment of xanthohumol in the brewing process. |
| PubMed: | Broad spectrum anti-infective potential of xanthohumol from hop (Humulus lupulus L.) in comparison with activities of other hop constituents and xanthohumol metabolites. |
| PubMed: | A safety study of oral xanthohumol administration and its influence on fertility in Sprague Dawley rats. |
| PubMed: | In vitro phase II metabolism of xanthohumol by human UDP-glucuronosyltransferases and sulfotransferases. |
| PubMed: | Xanthohumol stimulates iodide uptake in rat thyroid-derived FRTL-5 cells. |
| PubMed: | Xanthohumol does not affect the composition of rat intestinal microbiota. |
| PubMed: | Biosynthetic (14)C-labelling of xanthohumol in hop cones. |
| PubMed: | Activation of proestrogens from hops (Humulus lupulus L.) by intestinal microbiota; conversion of isoxanthohumol into 8-prenylnaringenin. |
| PubMed: | Comparison of the in vitro estrogenic activities of compounds from hops (Humulus lupulus) and red clover (Trifolium pratense). |
| PubMed: | Xanthohumol induces apoptosis in cultured 40-16 human colon cancer cells by activation of the death receptor- and mitochondrial pathway. |
| PubMed: | In vitro free radical and ONOO- scavengers from Sophora flavescens. |
| PubMed: | Cloning and molecular analysis of the regulatory factor HlMyb1 in hop (Humulus lupulus L.) and the potential of hop to produce bioactive prenylated flavonoids. |
| PubMed: | Development of a radioimmunoassay for the quantitative determination of 8-prenylnaringenin in biological matrices. |
| PubMed: | Formation and accumulation of alpha-acids, beta-acids, desmethylxanthohumol, and xanthohumol during flowering of hops (Humulus lupulus L.). |
| PubMed: | Identification, quantitation and biological activity of phytoestrogens in a dietary supplement for breast enhancement. |
| PubMed: | Influence of prenylated and non-prenylated flavonoids on liver microsomal lipid peroxidation and oxidative injury in rat hepatocytes. |
| PubMed: | Prenylflavonoids from hops inhibit the metabolic activation of the carcinogenic heterocyclic amine 2-amino-3-methylimidazo[4, 5-f]quinoline, mediated by cDNA-expressed human CYP1A2. |
| PubMed: | Antioxidant and prooxidant actions of prenylated and nonprenylated chalcones and flavanones in vitro. |
| PubMed: | Fate of xanthohumol and related prenylflavonoids from hops to beer. |
| PubMed: | Antiproliferative and cytotoxic effects of prenylated flavonoids from hops (Humulus lupulus) in human cancer cell lines. |
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