Dihydromyricetin (Ampelopsin)

Alias: Ampelopsin; Ampeloptin
Cat No.:V1290 Purity: ≥98%
Dihydromyricetin (also known as Ampelopsin, Ampeloptin, DHM) is a naturally occuring flavonoid isolated from Ampelopsis grossedentata with antioxidant activity.
Dihydromyricetin (Ampelopsin) Chemical Structure CAS No.: 27200-12-0
Product category: GABA Receptor
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Dihydromyricetin (also known as Ampelopsin, Ampeloptin, DHM) is a naturally occuring flavonoid isolated from Ampelopsis grossedentata with antioxidant activity. It can be found in Cedrus deodara or in the Japanese raisin tree (Hovenia dulcis). It is also found in Erythrophleum africanum. The compound is credited with hepatoprotective effects observed in rodents. 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.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Dihydromyricetin is a flavonol that greatly inhibits the catalytic activity of dihydropyrimidine enzymes on both the native substrate dihydrouracil and the heterologous substrate 5-propyl-hydantoin. Dihydromyricetin inhibited the dihydropyrimidinase activity of both substrates significantly, more so than Myricetin. The IC50 values of dihydromyricetin for dihydropyrimidase were calculated using the titration curves of dihydrouracil and 5-propylhydantoin, which were 48±2 and 40±2 μM, respectively [1]. Dihydromyricetin (DHM) supplementation significantly reversed the rise in mTOR phosphorylation at Ser2448 (p-mTOR) during D-gal administration, implying that DHM promotes autophagy by blocking mTOR signaling [2].
ln Vivo
The Morris water maze (MWM) test was used to assess the rats in the D-galactose, D-galactose+Dihydromyricetin (100 mg/kg), D-galactose+Dihydromyricetin (200 mg/kg), and normal control groups. Learning and memory capacity changes (n = 10 per group). When compared to the D-galactose-induced model group, the escape latency duration was dramatically shortened by dihydromyricetin (DHM) administration [2].
Animal Protocol
1 mg/kg, i.p.
Rats
References
[1]. Huang CY. Inhibition of a Putative Dihydropyrimidinase from Pseudomonas aeruginosa PAO1 by Flavonoids and Substrates of Cyclic Amidohydrolases. PLoS One. 2015 May 19;10(5):e0127634.
[2]. Chang H, et al. Ampelopsin suppresses breast carcinogenesis by inhibiting the mTOR signalling pathway. Carcinogenesis. 2014 Aug;35(8):1847-54.
[3]. Kou X, et al. Ampelopsin attenuates brain aging of D-gal-induced rats through miR-34a-mediated SIRT1/mTORsignal pathway. Oncotarget. 2016 Nov 15;7(46):74484-74495.
[4]. Václav Zima, et al. Unraveling the Anti-Influenza Effect of Flavonoids: Experimental Validation of Luteolin and its Congeners as Potent Influenza Endonuclease Inhibitors. Eur J Med Chem. 22 August 2020, 112754
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H12O8
Molecular Weight
320.25
CAS #
27200-12-0
Related CAS #
27200-12-0
SMILES
O1C2=C([H])C(=C([H])C(=C2C([C@@]([H])([C@@]1([H])C1C([H])=C(C(=C(C=1[H])O[H])O[H])O[H])O[H])=O)O[H])O[H]
InChi Key
KJXSIXMJHKAJOD-LSDHHAIUSA-N
InChi Code
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
Chemical Name
4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-, (2R-trans)-
Synonyms
Ampelopsin; Ampeloptin
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 64 mg/mL (199.8 mM)
Water: 5 mg/mL (20.3 mM)
Ethanol:64 mg/mL (199.8 mM)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.1226 mL 15.6128 mL 31.2256 mL
5 mM 0.6245 mL 3.1226 mL 6.2451 mL
10 mM 0.3123 mL 1.5613 mL 3.1226 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

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Biological Data
  • Dihydromyricetin

    DHM ameliorates EtOH withdrawal symptoms in rats.J Neurosci.2012 Jan 4;32(1):390-401.
  • Dihydromyricetin

    DHM prevents the escalation of EtOH consumption in the voluntary intermittent two-bottle choice paradigm in rats.J Neurosci.2012 Jan 4;32(1):390-401.
  • Dihydromyricetin

    DHM potentiates GABAAR-mediated inhibition in a concentration-dependent manner in primary cultured hippocampal neurons (DIV14).J Neurosci.2012 Jan 4;32(1):390-401.
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