Description
Ampelopsin is a flavanonol isolated from the herb of Myrica rubra (Lour.)Zucc., exhibiting antioxidant, antiproliferative, anti-apoptotic, and anti-alcohol intoxication properties. Ampelopsin is a natural compound used in cosmetics material. It can improve the skin barrier and has multiple effects such as anti-aging and removing wrinkles, whitening and lightening spots, soothing repair, anti-inflammatory, and antibacterial. In addition, it has the effect of healing wounds and nursing hair.
Synonyms
Ampelopsis Grossedentata Extract; Water-Soluble Dihydromyricetin; (2R,3R)-2,3-Dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one; 4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-, (2R-trans)-; Ampelopsin; Flavanone, 3,3',4',5,5',7-hexahydroxy-; (+)-Ampelopsin; (+)-Dihydromyricetin; Ampelopsin (flavanol); Ampeloptin; REL-Eqyms 98
IUPAC Name
(2R,3R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one
Molecular Formula
C15H12O8
Canonical SMILES
C1=C(C=C(C(=C1O)O)O)C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O
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
Boiling Point
780.7±60.0°C at 760 Torr
Flash Point
296.7±26.4 °C
Solubility
Soluble in Acetone (Freely), DMSO, Ethanol, Ethyl Acetate (Very Slightly), hot Ethanol (Freely), hot Water (Freely), Methanol
Appearance
Pale Beige to Light Beige Solid
Application
Food, Health Care Products
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.
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.
Vapor Pressure
0.0±2.8 mmHg at 25°C