Dihydromyricetin

Dihydromyricetin Basic information
Product Name:Dihydromyricetin
Synonyms:2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4h-1-benzopyran-4-on;3,3’,4’,5,5’,7-hexahydroxy-2,3-dihydroflavanonol;3,3’,4’,5,5’,7-hexahydroxy-flavanon;DihydroMyricetin, froM Myrica rubra;Two hydrogenMyricetin;(2R,3R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one;Dihydromyricetin (+)-Dihydromyricetin;Ampelopsin (2R,3R)-3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-4-one
CAS:27200-12-0
MF:C15H12O8
MW:320.25
EINECS:200-001-8
Product Categories:natural product;Inhibitors;chemical reagent;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Flavanones;pharmaceutical intermediate;27200-12-0
Mol File:27200-12-0.mol
Dihydromyricetin Structure
Dihydromyricetin Chemical Properties
storage temp. -20°C
solubility DMSO: ≥5mg/mL (warmed)
density 1.808±0.06 g/cm3(Predicted)
form powder
Boiling point 780.7±60.0 °C(Predicted)
Melting point 239-241 °C
pKa7.38±0.60(Predicted)
color white to beige
Stability:Hygroscopic
InChIInChI=1S/C15H12O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,14-20,22H/t14-,15+/m0/s1
InChIKeyKJXSIXMJHKAJOD-LSDHHAIUSA-N
SMILES[C@H]1(C2=CC(O)=C(O)C(O)=C2)OC2=CC(O)=CC(O)=C2C(=O)[C@@H]1O
LogP1.230 (est)
CAS DataBase Reference27200-12-0
Safety Information
Safety Statements 24/25
WGK Germany 3
HS Code 29329990
MSDS Information
Dihydromyricetin Usage And Synthesis
DescriptionDihydromyricetin (DHM), also known as ampelopsin, is a natural flavonoid compound, which is found in large quantities in Asian plant species. One of them – Hovenia dulcis – is known for centuries in traditional Chinese medicine as a cure for alcohol poisoning and hangover (Liang et al. 2014). DHM is sold as a supplement and is commonly marketed as a treatment for hangovers due to its ability to reduce blood alcohol levels and projected hepatoprotective properties.
Dihydromyricetin had beneficial effects on health such as antimicrobial, anti-inflammatory,antioxidative, anticancer, lipid and glucose metabolism-regulatory activities,and cell death-mediating without or with minimum adverse effects on normal cells. And most importantly, DHM has been shown to provide significant hepatoprotective effects. Its positive influence on alcohol-induced and other liver diseases was suggested in the study of acute liver failure (Liu et al. 2017).
UsesDihydromyricetin has been used to study its effect on adipogenesis and glucose uptake in differentiated 3T3-L1 pre-adipocytes. It has also been used to study its antitumor activity against liver cancer cells.
DefinitionChEBI: (+)-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.
benefitsDihydromyricetin (DHM) relieves alcohol toxicity and prevents intoxication by limiting the absorption of alcohol in the gastrointestinal tract and promoting the metabolisation of alcohol in the liver. DHM is a promising compound for kidney protection, liver protection, and neurological protection when drinking alcohol.
DHM benefits can include things like:
relieve hangover
relieve anxiety
cardioprotective properties
protect the liver
Biochem/physiol ActionsDihydromyricetin (Ampelopsin) is a flavanonol with antioxidant and anti-cancer activity, found to have anti-alcohol intoxication effects. Its anti-alcohol effects appear to be by its actions as a positive modulator of GABA-A receptors at the benzodiazepine site.
Side effectsDihydromyricetin has been used in Asia for thousands of years as a hangover cure and anti-intoxication medicine and is considered safe for humans even in massive doses.
In a DHM toxicity study, researchers failed to find any side-effects while giving mice massive doses of up to 22g/kg body weight.
Acute toxicity tests showed that a single dose of oral SHE up to 22 g/kg did not result in any death or toxic side effects in mice during 14 days'observation.
Conversions from rat to human pharmacology can be estimated using the HED ratio of 16%, giving DHM a safe upper limit dosage of 15.68g for a 70kg person.
Dihydromyricetin Preparation Products And Raw materials
TAXIFOLIN DIHYDROFISETIN (+)-GALLOCATECHIN Cianidanol Liquiritigenin Dihydromyricetin DIHYDROKAEMPFEROL (+/-)-TAXIFOLIN 3'-HYDROXYFLAVANONE Phloretin 2,3-DIHYDROROBINETIN (+/-)-EPICATECHIN ERIODICTYOL PINOBANKSIN (+)-TAXIFOLIN (-)-FISETINIDOL (+/-)-Catechin hydrate ERIODICTYOL DIHYDROCHALCONE

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