|
| | 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 Statements | 24/25 | | WGK Germany | 3 | | HS Code | 29329990 |
| | 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). | | 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. | | 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. |
| | Dihydromyricetin Preparation Products And Raw materials |
|