Dihydromyricetin

Category	Influenza Virus
CAS	27200-12-0
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.

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Product Information

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 Weight	320.25
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
Melting Point	239-241°C
Flash Point	296.7±26.4 °C
Purity	95%
Density	1.808±0.06 g/cm3
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.
Animal Admin	Totally 40 male Sprague-Dawley (SD) rats are used. The rats are randomly divided into four groups including normal control group, D-gal model group, and D-gal combined with DHM at the doses of 100 and 200 mg/kg-d groups with 10 rats in each group. After adapting to new environment for 1 week, the rats from DHM groups are administered with DHM dissolved in distilled water at the designated dosages by gavage once a day at 8:00am for 6 consecutive weeks. Except from the normal control group, the rats from other groups are subjected to subcutaneous injection of D-gal at the dose of 150 mg/kg.d for 6 consecutive weeks. Each administration of DHM should be 2 h ahead of D-gal injection.
Complexity	445
Exact Mass	320.05321734
Index Of Refraction	1.798
In Vitro	Dihydromyricetin, a flavonol, significantly inhibits the catalytic activities of dihydropyrimidinase toward both the natural substrate dihydrouracil and xenobiotic substrate 5-propyl-hydantoin. Dihydromyricetin exhibits a significant inhibitory effect on the activities of dihydropyrimidinase for both substrates, even more than Myricetin does. The IC50 values of Dihydromyricetin for dihydropyrimidinase determined from the titration curves using Dihydrouracil and 5-propyl-hydantoin are 48±2 and 40±2 μM, respectively. Dihydromyricetin can activate Autophagy through inhibiting mTOR signaling.
In Vivo	Changes in learning and memory capacity in rats administrated normal control group, D-gal group, D-gal+Dihydromyricetin (100 mg/kg) group, D-gal+Dihydromyricetin (200 mg/kg) group assessed by morris water maze (MWM) (n=10 per group). Dihydromyricetin (DHM) treatment significantly shortens the escape latency when compared with D-gal-induced model group.
PSA	147.68000
Target	Dihydropyrimidinase:48 μM (IC50) mTORC1 mTORC2 Autophagy
Vapor Pressure	0.0±2.8 mmHg at 25°C
XLogP3-AA	1.1