Dihydromyricetin CAS:27200-12-0

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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 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
pKa	7.38±0.60(Predicted)
color	white to beige
Stability:	Hygroscopic
InChI	InChI=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
InChIKey	KJXSIXMJHKAJOD-LSDHHAIUSA-N
SMILES	[C@H]1(C2=CC(O)=C(O)C(O)=C2)OC2=CC(O)=CC(O)=C2C(=O)[C@@H]1O
LogP	1.230 (est)
CAS DataBase Reference	27200-12-0

Safety Information

Safety Statements	24/25
WGK Germany	3
HS Code	29329990

MSDS Information

Dihydromyricetin Usage And Synthesis

Description	Dihydromyricetin (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).
Chemical Properties	White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from the stems and leaves of Camellia oleifera.
Uses	Dihydromyricetin 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.
Definition	ChEBI: (+)-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.
benefits	Dihydromyricetin (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 Actions	Dihydromyricetin (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.
Clinical Use	Dihydromyricetin can be used as a novel anti-alcoholism drug, clinically used to treat hangovers, fever, parasitic infections and liver disease. It is currently being studied in clinical trials for its effects on glycaemic control, insulin sensitivity and insulin secretion in type 2 diabetes.
Side effects	Dihydromyricetin 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.

First aid measures

General advice Consult a physician. Show this material safety data sheet to the doctor in attendance. If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

Firefighting measures

Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Special hazards arising from the substance or mixture Carbon oxides Nitrogen oxides (NOx) Advice for firefighters Wear self-contained breathing apparatus for firefighting if necessary.



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