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Category: natural substances and extractives
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 |
| Soluble in: |
| | water, 582 mg/L @ 25 °C (est) |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
| BOC Sciences |
| For experimental / research use only. |
| Methysticin ≥98%
Odor: characteristic Use: Methysticin is a natural kavalactone found in the kava plant. It induces hepatic CYP1A1 enzyme. Study in a mouse model of Alzhe
A lactone isolated from the Kava plant (Piper methysticum). |
Safety Information:
Safety in Use Information:
| Category: | natural substances and extractives |
| Recommendation for methysticin usage levels up to: | | | not for fragrance use.
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| Recommendation for methysticin flavor usage levels up to: |
| | not for flavor use.
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Safety References:
References:
| | (2R)-2-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-4-methoxy-2,3-dihydropyran-6-one |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 5281567 |
| Pubchem (cas): | 495-85-2 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| (R-(E))-6-(2-(1,3- | benzodioxol-5-yl)ethenyl)-5,6-dihydro-4-methoxy-2H-pyran-2-one | | (2R)-2-[(E)-2-(1,3- | benzodioxol-5-yl)ethenyl]-4-methoxy-2,3-dihydropyran-6-one | | (R)-5,6- | dihydro-4-methoxy-6-(3,4-(methylene dioxy)styryl)-2H-pyran-2-one | | 5- | hydroxy-3-methoxy-7-(3,4-(methylenedioxy)phenyl)-2,6-heptadienoic acid gamma-lactone | | | kavahin | | | kavatin | | 2H- | pyran-2-one, 5,6-dihydro-4-methoxy-6-(3,4-(methylenedioxy)styryl)-, (R)- |
Articles:
| PubMed: | Oral administration of methysticin improves cognitive deficits in a mouse model of Alzheimer's disease. |
| 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: | Kavalactones, a novel class of protein glycation and lipid peroxidation inhibitors. |
| PubMed: | Phototoxicity of kava - formation of reactive oxygen species leading to lipid peroxidation and DNA damage. |
| PubMed: | Kavalactone metabolism in rat liver microsomes. |
| PubMed: | Pacific island 'Awa (Kava) extracts, but not isolated kavalactones, promote proinflammatory responses in model mast cells. |
| PubMed: | Kavalactone metabolism in the isolated perfused rat liver. |
| PubMed: | Kava components down-regulate expression of AR and AR splice variants and reduce growth in patient-derived prostate cancer xenografts in mice. |
| PubMed: | Methysticin and 7,8-dihydromethysticin are two major kavalactones in kava extract to induce CYP1A1. |
| PubMed: | Proposal for a kava quality standardization code. |
| PubMed: | Herbal bioactivation, molecular targets and the toxicity relevance. |
| PubMed: | Kavalactones Yangonin and Methysticin induce apoptosis in human hepatocytes (HepG2) in vitro. |
| PubMed: | Final report on the safety assessment of Piper methysticum leaf/root/stem extract and Piper methysticum root extract. |
| PubMed: | Highly regio- and stereoselective Heck reaction of allylic esters with arenediazonium salts: application to the synthesis of kavalactones. |
| PubMed: | Identification of methysticin as a potent and non-toxic NF-kappaB inhibitor from kava, potentially responsible for kava's chemopreventive activity. |
| 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: | Kavalactones protect neural cells against amyloid beta peptide-induced neurotoxicity via extracellular signal-regulated kinase 1/2-dependent nuclear factor erythroid 2-related factor 2 activation. |
| 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: | Melanogenesis stimulation in murine B16 melanoma cells by Kava (Piper methysticum) rhizome extract and kavalactones. |
| PubMed: | Herbicidal and Fungicidal Activities of Lactones in Kava (Piper methysticum). |
| PubMed: | Kavalactones fail to inhibit alcohol dehydrogenase in vitro. |
| PubMed: | Mass spectrometry-based screening for inhibitors of beta-amyloid protein aggregation. |
| 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: | Analysis of kavalactones from Piper methysticum (kava-kava). |
| 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: | Inhibition of cytochrome P450 3A4 by extracts and kavalactones of Piper methysticum (Kava-Kava). |
| 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: | Cyclooxygenase enzyme inhibitory compounds with antioxidant activities from Piper methysticum (kava kava) roots. |
| 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: | Microbial transformation of kawain and methysticin. |
| 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: | Kava extract ingredients, (+)-methysticin and (+/-)-kavain inhibit voltage-operated Na(+)-channels in rat CA1 hippocampal neurons. |
| PubMed: | Electrospray high performance liquid chromatography-mass spectrometry in phytochemical analysis of kava (Piper methysticum) extract. |
| PubMed: | Piper methysticum: enantiomeric separation of kavapyrones by high performance liquid chromatography. |
| PubMed: | Effects of methysticin on three different models of seizure like events studied in rat hippocampal and entorhinal cortex slices. |
| PubMed: | Extract of kava (Piper methysticum) and its methysticin constituents protect brain tissue against ischemic damage in rodents. |
| PubMed: | The antinociceptive actions of kava components in mice. |
| PubMed: | Metabolism of some kava pyrones in the rat. |
| PubMed: | [Quantitative determination of kawa lactones in Piper methysticum (Forster). 2. Determination of kawain, methysticin and yangonin]. |
| PubMed: | [Quantitative determination of kawa-lactones in Piper methysticum (Forster). 1. Determination methods with pure substances kawain, methysticin and yangonin]. |
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