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SML0295

Sigma-Aldrich

Dihydromyricetin

≥98% (HPLC)

Synonyme(s) :

(2R,3R)-3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one, 3,3′,4′,5,5′,7-Hexahydroxyflavanone, Ampelopsin, Ampeloptin, DHM

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About This Item

Formule empirique (notation de Hill):
C15H12O8
Numéro CAS:
27200-12-0
Poids moléculaire :
320.25
Numéro MDL:
MFCD00189451
Code UNSPSC :
12352200
ID de substance PubChem :
329825302
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

protect from light

Couleur

white to beige

Solubilité

DMSO: ≥5 mg/mL (warmed)

Température de stockage

−20°C

Chaîne SMILES 

O=C1C2=C(O)C=C(O)C=C2O[C@H](C3=CC(O)=C(C(O)=C3)O)[C@H]1O

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

Clé InChI

KJXSIXMJHKAJOD-LSDHHAIUSA-N

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Description générale

Dihydromyricetin is a major flavonoid present in A. grossedentata.

Application

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.

Actions biochimiques/physiologiques

Dihydromyricetin (Ampelopsin) is a flavanonol with antioxidant and anti-cancer activity, found to have anti-alcohol intoxication effects. Its anti-alcohol effects appear to be by its actions as a positive modulator of GABA-A receptors at the benzodiazepine site.
Dihydromyricetin possesses anti-inflammatory action.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Scott A Snyder et al.
Nature, 474(7352), 461-466 (2011-06-24)
Although much attention has been devoted to resveratrol, a unique polyphenol produced by plants and credited as potentially being responsible for the 'French paradox'--the observation that French people have a relatively low incidence of coronary heart disease, even though their
Jun Zhou et al.
Journal of separation science, 34(2), 160-168 (2011-01-20)
A simple, rapid and specific method based on cloud-point extraction (CPE) was developed to determine ampelopsin in rat plasma after oral administration by reversed-phase high-performance liquid chromatography. The non-ionic surfactant Genapol X-080 was chosen as the extract solvent. Some important
Li-Ping Ruan et al.
Journal of pharmaceutical and biomedical analysis, 38(3), 457-464 (2005-06-01)
The aim of this study was to increase the solubility of ampelopsin (AMP) in water by two systems: solid dispersions with polyethylene glycol 6000 (PEG 6000) or polyvinylpyrrolidone K-30 (PVP K30) and inclusion complexes with beta-cyclodextrin (BCD) and hydroxypropyl-beta-cyclodextrin (HPBCD).
Baolai Zhang et al.
Anti-cancer drugs, 23(6), 590-596 (2012-01-14)
The aim of this study was to establish xenograft models of tumor in mice bladder and evaluate the antitumor efficacy of ampelopsin sodium (Amp-Na). A total of 2×10 human bladder carcinoma EJ cells and murine sarcoma 180 cells were instilled
Shimei Qi et al.
International immunopharmacology, 12(1), 278-287 (2011-12-24)
Ampelopsin (AMP), a plant flavonoid, has potent anti-inflammatory properties in vitro and in vivo. The molecular mechanisms of ampelopsin on pharmacological and biochemical actions of RAW264.7 macrophages in inflammation have not been clearly elucidated yet. In the present study, non-cytotoxic
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