Ampelopsin

For other uses, see Ampelopsin (compound).

Ampelopsin, also known as dihydromyricetin and DHM, when used as an herbal medicine, is a flavanonol, a type of flavonoid. It is extracted from the Japanese raisin tree and found in Ampelopsis species japonica, megalophylla, and grossedentata; Cercidiphyllum japonicum; Hovenia dulcis; Rhododendron cinnabarinum; some Pinus species; and some Cedrus species,^[1] as well as in Salix sachalinensis.^[2]

Ampelopsin

Names
IUPAC name (2R,3R)-3,3′,4′,5,5′,7-Hexahydroxyflavan-4-one
Systematic IUPAC name (2R,3R)-3,5,7-Trihydroxy-2-(3,4,5-trihydroxy)-2,3-dihydro-4H-1-benzopyran-4-one
Other names Dihydromyricetin, Ampeloptin,(+)-Ampelopsin,(+)-Dihydromyricetin
Identifiers
CAS Number	27200-12-0 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:28429 N
ChemSpider	16735660 Y
PubChem CID	161557
UNII	KD8QND6427 Y
CompTox Dashboard (EPA)	DTXSID50181676
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+/m1/s1 Y Key: KJXSIXMJHKAJOD-CABCVRRESA-N Y InChI=1/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+/m1/s1 Key: KJXSIXMJHKAJOD-CABCVRREBP
SMILES Oc1cc(cc(O)c1O)[C@@H]3Oc2cc(O)cc(O)c2C(=O)[C@H]3O
Properties
Chemical formula	C15H12O8
Molar mass	320.253 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

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.^[3] Methods have been developed to extract ampelopsin on a larger scale, 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.^[3]

Research

Research suggests that DHM protects against DOX-induced cardiotoxicity by inhibiting NLRP3 inflammasome activation via stimulation of the SIRT1 pathway.^[4]

In a trial of 60 patients with "nonalcoholic fatty liver disease," dihydromyricetin improved glucose and lipid metabolism and yielded potentially beneficial anti-inflammatory effects.^[5]

A study of rats demonstrated pharmacological properties of DHM which suggest it would be a therapeutic candidate to treat alcohol use disorders.^[6]

Additional research is required before claims of human efficacy and application, necessary dosage, and solutions to poor bioavailability, are met with scientific validation.^[7]

Purported benefits

Ampelopsin has been claimed to possess various health, wellness, and cosmetic benefits, including:

• Anti-Alcohol Intoxication: DHM is widely used in hangover remedies due to its claimed ability to accelerate alcohol breakdown in the liver and mitigate alcohol-induced damage.^[3] However, a pharmacokinetic study found no effect of DHM on alcohol metabolism.^[8]

• Cosmetic Applications: DHM is used in skincare products for its purported ability to protect skin from UV-induced damage and aging.^[9]