Home Categories Analytical Chemistry Dihydromethysticin
M2062135

Dihydromethysticin , 98% , 19902-91-1

Synonym(s):
(6S)-6-[2-(1,3-Benzodioxol-5-yl)ethyl]-5,6-dihydro-4-methoxy-2H-pyran-2-one;Dihydromethysticin

CAS NO.:19902-91-1

Empirical Formula: C15H16O5

Molecular Weight: 276.28

MDL number: MFCD00221731

Pack Size Price Stock Quantity
5mg RMB1641.60 In Stock
10mg RMB2553.60 In Stock
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Update time: 2022-07-08

PRODUCT 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 Application food and beverages
InChI InChI=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
InChIKey RSIWXFIBHXYNFM-NSHDSACASA-N
SMILES C1(=O)O[C@@H](CCC2=CC=C3OCOC3=C2)CC(OC)=C1
LogP 1.810 (est)

Description and Uses

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.

(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.

Safety

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
WGK Germany  3
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral

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