(+)-Dihydromyricetin
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(+)-Dihydromyricetin
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CAS No:
27200-12-0
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Formula:
C15H12O8
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Chemical Name:
(+)-Dihydromyricetin
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Synonyms:
4H-1-Benzopyran-4-one,2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-,(2R,3R)-;Flavanone,3,3′,4′,5,5′,7-hexahydroxy-;4H-1-Benzopyran-4-one,2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-,(2R-trans)-;Ampelopsin;(2R,3R)-2,3-Dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one;Dihydromyricetin;Ampelopsin (flavanol);Ampeloptin;(+)-Dihydromyricetin;(+)-Ampelopsin;100405-68-3;491-53-2;59284-90-1;437650-51-6;221071-97-2
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CAS No:
Description
Dihydromyricetin is a potent inhibitor with an IC50 of 48 μM on dihydropyrimidinase. Dihydromyricetin can activate autophagy through inhibiting mTOR signaling. Dihydromyricetin suppresses the formation of mTOR complexes (mTORC1/2).
(+)-dihydromyricetin is an optically active form of dihydromyricetin having (2R,3R)-configuration. It has a role as a metabolite, an antioxidant and an antineoplastic agent. It is a secondary alpha-hydroxy ketone and a dihydromyricetin. It is an enantiomer of a (-)-dihydromyricetin.|Dihydromyricetin is under investigation in clinical trial NCT03606694 (Effect of Dihydromirycetin on Glycemic Control, Insulin Sensitivity and Insulin Secretion in Type 2 Diabetes Mellitus).
Characteristics
147.68000
1.1
1.808 g/cm3
239-241 °C
780.7ºC
296.7ºC
1.798
DMSO: ≥5mg/mL (warmed)
1.16E-25mmHg at 25°C
(+)-Dihydromyricetin Use and Manufacturing
Ampelopsin, also known as dihydromyricetin, is a flavanonol, a type of flavonoid. It is found in the Ampelopsis species japonica, megalophylla, and grossedentata; Cercidiphyllum japonicum; Hovenia dulcis; Rhododendron cinnabarinum; some Pinus species; and some Cedrus species, as well as in Salix sachalinensis.Hovenia dulcis has been used in traditional Japanese, Chinese, and Korean medicines to treat fever, parasitic infection, as a laxative, and a treatment of liver diseases, and as a hangover treatment. Methods have been developed to extract ampelopsin from it at large scales, and laboratory research has been conducted with the compound to see if it might be useful as a drug in any of the conditions for which the parent plant has been traditionally used.In a trial of sixty patients with fatty liver disease dihydromyricetin improved glucose and lipid metabolism and exerted anti-inflammatory effects which were beneficial.
Computed Properties
Molecular Weight:320.25
XLogP3:1.1
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:1
Exact Mass:320.05321734
Monoisotopic Mass:320.05321734
Topological Polar Surface Area:148
Heavy Atom Count:23
Complexity:445
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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