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DIHYDROMETHYSTICIN

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Products Intro: Product Name:dihydromethysticin
CAS:19902-91-1
Purity:HPLC>=98% Package:10mg
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Products Intro: Product Name:Dihydromethysticin
CAS:19902-91-1
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CAS:19902-91-1
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CAS:19902-91-1
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Products Intro: Product Name:DIHYDROMETHYSTICIN
CAS:19902-91-1
Purity:>=98% Package:1KG;9.8USD

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  • CAS:19902-91-1
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DIHYDROMETHYSTICIN Basic information
Product Name:DIHYDROMETHYSTICIN
Synonyms:6-(2-(1,3-benzodioxol-5-yl)ethyl)-5,6-dihydro-4-methoxy-2h-pyran-2-on(s);6-dihydro-4-methoxy-6-(3,4-(methylenedioxy)phenethyl)-(s)-2h-pyran-2-on;7,8-dihydromethysticin;dhm;DIHYDROMETHYLSTICIN;7,8-DIHYDROMETHYLSTICIN;5,6-Dihydro-4-methoxy-6-[2-(1,3-benzodioxol-5-yl)ethyl]-2H-pyran-2-one;6-[2-(1,3-Benzodioxol-5-yl)ethyl]-4-methoxy-5,6-dihydro-2H-pyran-2-one
CAS:19902-91-1
MF:C15H16O5
MW:276.28
EINECS:
Product Categories:Coumarins
Mol File:19902-91-1.mol
DIHYDROMETHYSTICIN Structure
DIHYDROMETHYSTICIN Chemical Properties
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly), Pyridine (Slightly)
Melting point 117-118 °C
density 1.28±0.1 g/cm3(Predicted)
form Solid
Boiling point 476.1±45.0 °C(Predicted)
color White to Off-White
BRN 91699
Stability:Hygroscopic
Major Applicationfood and beverages
InChIInChI=1S/C15H16O5/c1-17-12-7-11(20-15(16)8-12)4-2-10-3-5-13-14(6-10)19-9-18-13/h3,5-6,8,11H,2,4,7,9H2,1H3/t11-/m0/s1
InChIKeyRSIWXFIBHXYNFM-NSHDSACASA-N
SMILESC1(=O)O[C@@H](CCC2=CC=C3OCOC3=C2)CC(OC)=C1
LogP1.810 (est)
Safety Information
WGK Germany 3
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
MSDS Information
DIHYDROMETHYSTICIN Usage And Synthesis
DescriptionDihydromethysticin is a kavalactone originally isolated from P. methysticum (kava-kava) that has diverse biological activities, including efflux transporter inhibitory, antinociceptive, and neuroprotective properties. Dihydromethysticin is a P-glycoprotein (P-gp) inhibitor that increases uptake of the P-gp substrate calcein AM by 50% in P388 mouse leukemia cancer cells overexpressing P-gp when used at a concentration of 54.6 μM. Dihydromethysticin (275 mg/kg) has analgesic activity, increasing the latency to tail withdrawal in the tail-flick assay in mice. It also decreases the infarct size in a mouse model of ischemia induced by microbipolar coagulation of the left middle cerebral artery (MCA) when administered at a dose of 10 mg/kg.
Chemical PropertiesWhite crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from the rhizome of Pipermethysticum Forst.
Uses(6S)-6-[2-(1,3-Benzodioxol-5-yl)ethyl]-5,6-dihydro-4-methoxy-2H-pyran-2-one, is used in toxicity studies through in vitro analysis. This complex is found in the roots of kava plant.
DefinitionChEBI: Dihydromethysticin is a member of 2-pyranones and an aromatic ether.
IC 50CYP3
References[1] D. D. JAMIESON  P. H D. THE ANTINOCICEPTIVE ACTIONS OF KAVA COMPONENTS IN MICE[J]. Clinical and Experimental Pharmacology and Physiology, 1990, 17 7: 495-507. DOI: 10.1111/j.1440-1681.1990.tb01349.x
[2] CORD BACKHAUΒ  Josef K. Extract of kava (Piper methysticum) and its methysticin constituents protect brain tissue against ischemic damage in rodents[J]. European journal of pharmacology, 1992, 215 2: Pages 265-269. DOI: 10.1016/0014-2999(92)90037-5
[3] JOHANNA WEISS. Extracts and kavalactones of Piper methysticum G. Forst (kava-kava) inhibit P-glycoprotein in vitro.[J]. Drug Metabolism and Disposition, 2005, 33 11: 1580-1583. DOI: 10.1124/dmd.105.005892
DIHYDROMETHYSTICIN Preparation Products And Raw materials
Raw materialsMETHYSTICIN
Tag:DIHYDROMETHYSTICIN(19902-91-1) Related Product Information
DIHYDROKAVAIN YANGONIN FLAVOKAWAINC FLAVOKAVAIN A(P) L-KAWAIN Kavain METHYSTICIN DIHYDROMETHYSTICIN DIHYDROMETHYSTICIN(P) Dihydrokawain DIHYDROMETHYSTICIN 5,6-DIHYDRO-2H-PYRAN-2-ONE 5,6-DIHYDRO-4-METHOXY-2H-PYRAN 3-BENZO[1,3]DIOXOL-5-YL-PROPAN-1-OL 1-PHENYL-HEX-5-EN-3-OL 5,6-DIHYDRO-4-HYDROXY-6-METHYL-2H-PYRAN-2-ONE DIHYDROMETHYSTICIN SNAP-N-SHOOT 0.1mg/mL(P) PARASORBICACID

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