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ChemicalBook--->CAS DataBase List--->27200-12-0

27200-12-0

27200-12-0 Structure

27200-12-0 Structure
IdentificationBack Directory
[Name]

Dihydromyricetin
[CAS]

27200-12-0
[Synonyms]

ampeloptin
AMPELOPSIN
3,3',4',5,5
,(2r-trans)-
Ampelopsin(AMP)
DIHYDROMYRICETIN
dihydrromyricetin
Dihydrosalicylate
ampelopsin(flavanol)
(+)-Dihydromyricetin
DIHYDROMYRICETIN(RG)
Two hydrogenMyricetin
Dihydromyricetin (DHM)
Pea Protein 222400-29-5
Dihydromyricetin 25%-98%
Dihydromyricetin,HPLC≥98%
Vine Tea. Dihydromyricetin
Dihydromyricetin 27200-12-0
DihydroMyricetin(AMpeloptin)
DihydroMyricetin, AMpelopsin
Nano Liposomal Dihydromyricetin
vine tea extract dihydromyricetin
3,3’,4’,5,5’,7-hexahydroxyflavanone
3,3’,4’,5,5’,7-hexahydroxy-flavanon
DihydroMyricetin, froM Myrica rubra
Dihydromyricetin (+)-Dihydromyricetin
Dihydromyricetin, 98%, from Myrica rubra
Hovenia Dulcis Extract. Dihydromyricetin
3,3’,4’,5,5’,7-hexahydroxy-2,3-dihydroflavanonol
Dihydromyricetin Powder 27200-12-0 Dihydromyricetin
Water-soluble DihydroMyricetin, Liposomal DihydroMyricetin
(2R,3R)-3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-4-one
aMpeloptin,(2R,3R)-3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)chroMan-4-one
Ampelopsin (2R,3R)-3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-4-one
(2R,3R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one
2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4h-1-benzopyran-4-on
(2r-trans)-2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4h-1-benz
3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
(2R)-2,3-Dihydro-3β,5,7-trihydroxy-2α-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one
(2R)-2α-(3,4,5-Trihydroxyphenyl)-3β,5,7-trihydroxy-2,3-dihydro-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-, (2R,3R)-
[EINECS(EC#)]

200-001-8
[Molecular Formula]

C15H12O8
[MDL Number]

MFCD00189451
[MOL File]

27200-12-0.mol
[Molecular Weight]

320.25
Chemical PropertiesBack Directory
[Melting point ]

239-241 °C
[Boiling point ]

780.7±60.0 °C(Predicted)
[density ]

1.808±0.06 g/cm3(Predicted)
[storage temp. ]

?20°C
[solubility ]

DMSO: ≥5mg/mL (warmed)
[form ]

powder
[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 DataBack Directory
[Safety Statements ]

24/25
[WGK Germany ]

3
[HS Code ]

29329990
Hazard InformationBack Directory
[Description]

Dihydromyricetin (DHM), also called ampelopsin, is the major flavonoid in Ampelopsis plants, primarily in the species grossedentata. It is also found in some other plant species, such as the Japanese raisin tree, Hovenia dulcis. These plants have been used as part of traditional Asian medicine, due to their reported anti-inflammatory, antioxidant, and anti-cancer properties, which have more recently been attributed to their high DHM content. 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. In preclinical animal models, DHM shows a variety of beneficial anti-aging properties, by reducing inflammation, oxidative stress, lipidemia, as well as regulating energy metabolism and promoting autophagy. These effects are primarily derived from its ability to activate sirtuins. However, the magnitude of the benefits seen in preclinical studies has not yet translated to the effects seen in clinical trials, likely due to the poor stability and bioavailability of currently available DHM preparations.
[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: An optically active form of dihydromyricetin having (2R,3R)-configuration.
[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
[General Description]

Dihydromyricetin is a major flavonoid present in A. grossedentata.
[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 (DHM) is a natural antioxidant, It is a flavonoid isolated from Ampelopsis grossedentata (Hand.-Mazz.) W.T. Wang (family Vitaceae), an edible plant used in traditional Chinese medicine (Li et al., 2017). The original herb has effects of detoxification, anti-inflammatory and analgesic, commonly used as a dietary supplement. DHM is now demonstrated to impede atherosclerotic process by regulating endothelial dysfunction(Yang D. et al.,2018),and exert anti-aging effect against neurodegenerative diseases (Kou et al.,2016).It inhibits miR-21 expression and then improves endothelial dysfunction induced by TNF- , accompanied by suppression of abnormal expression of eNOS, DDAH1, NO, and ADMA, as well as improvement of tube formation and migration. Furthermore, miR-21 blockade can produce similar effects with DHM treatment; while miR-21 overexpression abolishes the above protection. Additionally,improvement of endothelial dysfunction can be reversed by a non-specific NOs inhibitor, indicating DHM ameliorates vascular endothelial function and inhibits atherosclerosis by targeting miR-21-mediated DDAH1/ADMA/NO signal pathway(Yang D.et al., 2018).
[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.
[storage]

Store at RT
Spectrum DetailBack Directory
[Spectrum Detail]

Dihydromyricetin(27200-12-0)1HNMR
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