Ampelopsin

Title: Ampelopsin
CAS Registry Number: 27200-12-0
CAS Name: (2R-trans)-2,3-Dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one
Additional Names: 3,3¢,4¢,5,5¢,7-hexahydroxyflavanone; ampeloptin; dihydromyricetin
Molecular Formula: C15H12O8
Molecular Weight: 320.25
Percent Composition: C 56.26%, H 3.78%, O 39.97%
Literature References: From leaves of Ampelopsis meliaefolia Kudo, Vitaceae: Kotake, Kubota, Ann. 544, 253 (1940); from bark of Pinus contoria Dougl., Pinaceae: Hergert, J. Org. Chem. 21, 534 (1956); US 2870165 (1959 to Rayonier); from Erythrophleum africanum (Welw.) Harms, Caesalpiniaceae: Hansel, Klaffenbach, Arch. Pharm. 294, 158 (1961). Synthesis from myricetin, q.v.: Kotake, Kubota, J. Inst. Polytech. Osaka City Univ. 1, no. 2, 47 (1950), C.A. 46, 2052e (1952).
Derivative Type: Hemipentahydrate
Properties: Needles from water, mp 245-246°.
Melting point: mp 245-246°
Derivative Type: Hexaacetate
Molecular Formula: C27H24O14
Molecular Weight: 572.47
Percent Composition: C 56.65%, H 4.23%, O 39.13%
Properties: Needles from alc, mp 174-175°.
Melting point: mp 174-175°
Derivative Type: Hexabenzoate
Molecular Formula: C57H42O14
Molecular Weight: 950.93
Percent Composition: C 71.99%, H 4.45%, O 23.56%
Properties: Needles from alc, mp 174°.
Melting point: mp 174°
Amperozide Amphecloral Amphenidone Amphenone B Amphetaminil

Ampelopsin
Ampelopsin.svg
Identifiers
CAS number 27200-12-0 YesY
PubChem 161557
ChemSpider 16735660 YesY
ChEBI CHEBI:28429 YesY
Jmol-3D images Image 1
Properties
Molecular formula C15H12O8
Molar mass 320.25 g mol−1
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Ampelopsin, also known as dihydromyricetin, is a flavanonol, a type of flavonoid. It can be found in Cedrus deodara[1] or in the Japanese raisin tree (Hovenia dulcis).[2][3] It is also found in Erythrophleum africanum.[4]

The compound is credited with hepatoprotective effects observed in rodents.[5] Use of Hovenia species in traditional Chinese herbal medicine as a hangover cure has led to research into the potential action of dihydromyricetin in counteracting the effects of alcohol in the brain.[2][6][7]