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
Off-white to pale yellow powder
Application
Food, Health Care Products
Storage
Dark, cool and dry place.
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