desmethoxyyangonin

demethoxyyangonin

CAS: 15345-89-8 C14 H12 O3 MW: 228.24724000

Identification

Namedesmethoxyyangonin
IUPAC4-methoxy-6-[(E)-2-phenylethenyl]pyran-2-one
CAS Number15345-89-8
FDA UNIIF2MBQ8QRUN
Molecular FormulaC14 H12 O3
Molecular Weight228.24724000
MDL NumberMFCD00221730
Nikkaji NumberJ81.846A
Beilstein0181238

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 440.00 °C. @ 760.00 mm Hg (est)
Flash Point 370.00 °F. TCC ( 188.00 °C. ) (est)
logP (o/w) 1.800 (est)
Soluble in water, 1399 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral Toxicityintraperitoneal-mouse LD50 > 800 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

demethoxyyangonin (E)-4- methoxy-6-(2-phenyl ethenyl)-2H-pyran-2-one (E)-4- methoxy-6-(2-phenylethenyl)-2H-pyran-2-one 4- methoxy-6-[(E)-2-phenylethenyl]-2H-pyran-2-one 4- methoxy-6-[(E)-2-phenylethenyl]pyran-2-one 4- methoxy-6-[(E)-2-phenylvinyl]-2H-pyran-2-one 4- methoxy-6-styryl-(E)-2H-pyran-2-one (E)-4- methoxy-6-styryl-2H-pyran-2-one 4- methoxy-6-styryl-2H-pyran-2-one 2H- pyran-2-one, 4-methoxy-6-(2-phenylethenyl)-, (E)- (9CI) 2H- pyran-2-one, 4-methoxy-6-[(E)-2-phenylethenyl]- PubMed: Quantitative Determination of Lactones in Piper methysticum (Kava-Kava) by Supercritical Fluid Chromatography. PubMed: Kavalactone content and chemotype of kava beverages prepared from roots and rhizomes of Isa and Mahakea varieties and extraction efficiency of kavalactones using different solvents. PubMed: A plant kavalactone desmethoxyyangonin prevents inflammation and fulminant hepatitis in mice. PubMed: Kavalactone metabolism in rat liver microsomes. PubMed: Kavalactone metabolism in the isolated perfused rat liver. PubMed: Proposal for a kava quality standardization code. PubMed: High-performance liquid chromatography assays for desmethoxyyangonin, methysticin, kavain and their microsomal metabolites. PubMed: Efficacy of extracting solvents to chemical components of kava (Piper methysticum) roots. PubMed: Evaluation of commercial kava extracts and kavalactone standards for mutagenicity and toxicity using the mammalian cell gene mutation assay in L5178Y mouse lymphoma cells. PubMed: Permeability studies of Kavalactones using a Caco-2 cell monolayer model. PubMed: Fourier transform ion cyclotron resonance mass spectrometry for the characterisation of kavalactones in the kava plant: elemental formulae confirmation by dual spray accurate mass measurement and structural confirmation by infrared multiphoton dissociation and sustained off-resonance irradiation collision induced dissociation. PubMed: Determination of kava lactones and flavonoid glycoside in Scorzonera austriaca by capillary zone electrophoresis. PubMed: Kavalactones fail to inhibit alcohol dehydrogenase in vitro. PubMed: Extracts and kavalactones of Piper methysticum G. Forst (kava-kava) inhibit P-glycoprotein in vitro. PubMed: Pharmacokinetics and disposition of the kavalactone kawain: interaction with kava extract and kavalactones in vivo and in vitro. PubMed: Superheated water chromatography-nuclear magnetic resonance spectroscopy of kava lactones. PubMed: Determination of kava lactones in food supplements by liquid chromatography-atmospheric pressure chemical ionisation tandem mass spectrometry. PubMed: Determination of six kavalactones in dietary supplements and selected functional foods containing Piper methysticum by isocratic liquid chromatography with internal standard. PubMed: LC-UV and LC-MS analysis of food and drink products containing kava. PubMed: Antimycobacterial compounds from Piper sanctum. PubMed: Desmethoxyyangonin and dihydromethysticin are two major pharmacological kavalactones with marked activity on the induction of CYP3A23. PubMed: Effects of kava (Kava-kava, 'Awa, Yaqona, Piper methysticum) on c-DNA-expressed cytochrome P450 enzymes and human cryopreserved hepatocytes. PubMed: Kava does not display metabolic toxicity in a homogeneous cellular assay. PubMed: In vitro toxicity of kava alkaloid, pipermethystine, in HepG2 cells compared to kavalactones. PubMed: Isolation and synthesis of TNF-alpha release inhibitors from Fijian kawa (Piper methysticum). PubMed: Inhibition of human cytochrome P450 activities by kava extract and kavalactones. PubMed: Effects of herbal components on cDNA-expressed cytochrome P450 enzyme catalytic activity. PubMed: Drug absorption in vitro model: filter-immobilized artificial membranes. 2. Studies of the permeability properties of lactones in Piper methysticum Forst. PubMed: Interaction of various Piper methysticum cultivars with CNS receptors in vitro. PubMed: Anxiolytic effects of kava extract and kavalactones in the chick social separation-stress paradigm. PubMed: Inhibition of platelet MAO-B by kava pyrone-enriched extract from Piper methysticum Forster (kava-kava). PubMed: Effect of kava extract and individual kavapyrones on neurotransmitter levels in the nucleus accumbens of rats. PubMed: Influence of genuine kavapyrone enantiomers on the GABA-A binding site. PubMed: Contribution to the quantitative and enantioselective determination of kavapyrones by high-performance liquid chromatography on ChiraSpher NT material. PubMed: Piper methysticum: enantiomeric separation of kavapyrones by high performance liquid chromatography. PubMed: Identification of some human urinary metabolites of the intoxicating beverage kava. PubMed: Uptake into mouse brain of four compounds present in the psychoactive beverage kava.