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:
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≥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:
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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
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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.
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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.