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Dihydromethysticin

Base Information
  • Chemical Name:Dihydromethysticin
  • CAS No.:19902-91-1
  • Molecular Formula:C15H16O5
  • Molecular Weight:276.289
  • Hs Code.:
  • NSC Number:112159
  • UNII:FZ66MQ73GS
  • DSSTox Substance ID:DTXSID601314143
  • Nikkaji Number:J816.005H
  • Wikipedia:Dihydromethysticin
  • Wikidata:Q5276438
  • Metabolomics Workbench ID:67971
  • ChEMBL ID:CHEMBL576066
  • Mol file:19902-91-1.mol
Dihydromethysticin

Synonyms:7,8-dihydromethysticin;dihydromethysticin

Suppliers and Price of Dihydromethysticin
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • (6S)-6-[2-(1,3-Benzodioxol-5-yl)ethyl]-5,6-dihydro-4-methoxy-2H-pyran-2-one
  • 10mg
  • $ 375.00
  • Sigma-Aldrich
  • (+)-Dihydromethysticin analytical standard
  • 5mg
  • $ 459.00
  • DC Chemicals
  • dihydromethysticin >98%,StandardReferencesGrade
  • 20 mg
  • $ 280.00
  • Crysdot
  • Dihydromethysticin 98+%
  • 5mg
  • $ 126.00
  • Crysdot
  • Dihydromethysticin 98+%
  • 10mg
  • $ 196.00
  • ChemScene
  • Dihydromethysticin
  • 10mg
  • $ 420.00
  • ChemScene
  • Dihydromethysticin
  • 5mg
  • $ 250.00
  • ChemScene
  • Dihydromethysticin
  • 1mg
  • $ 100.00
  • Cayman Chemical
  • Dihydromethysticin
  • 5mg
  • $ 195.00
  • AvaChem
  • Dihydromethysticin
  • 10mg
  • $ 189.00
Total 40 raw suppliers
Chemical Property of Dihydromethysticin
Chemical Property:
  • Vapor Pressure:3.13E-09mmHg at 25°C 
  • Melting Point:117-118 °C 
  • Refractive Index:1.575 
  • Boiling Point:476.1 °C at 760 mmHg 
  • Flash Point:214.1 °C 
  • PSA:53.99000 
  • Density:1.28 g/cm3 
  • LogP:2.19370 
  • Storage Temp.:2-8°C 
  • Solubility.:Chloroform (Slightly), Methanol (Slightly), Pyridine (Slightly) 
  • XLogP3:2.6
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:5
  • Rotatable Bond Count:4
  • Exact Mass:276.09977361
  • Heavy Atom Count:20
  • Complexity:392
Purity/Quality:

≥98% *data from raw suppliers

(6S)-6-[2-(1,3-Benzodioxol-5-yl)ethyl]-5,6-dihydro-4-methoxy-2H-pyran-2-one *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:COC1=CC(=O)OC(C1)CCC2=CC3=C(C=C2)OCO3
  • Isomeric SMILES:COC1=CC(=O)O[C@H](C1)CCC2=CC3=C(C=C2)OCO3
  • Description Dihydromethysticin 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.
  • 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.
Technology Process of Dihydromethysticin

There total 26 articles about Dihydromethysticin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 12h; regioselective reaction;
DOI:10.1021/ol901416e
Guidance literature:
With 5%-palladium/activated carbon; hydrogen; In tetrahydrofuran; for 2h;
DOI:10.1021/acs.jmedchem.7b00921
Guidance literature:
methanol; carbon monoxide; 1-[benzo[d][1,3]dioxol-5-yl]hex-5-yn-3-ol; With palladium(II) trifluoroacetate; (+/-)-3,5,3',5'-t-Bu4-Phbox; p-benzoquinone; at 20 ℃; for 24h;
With potassium carbonate; at 20 ℃; for 24h;
DOI:10.1002/asia.201000292
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