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SML0295

Dihydromyricetin

≥98% (HPLC)

Synonym(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

Empirical Formula (Hill Notation):
C15H12O8
CAS Number:
27200-12-0
Molecular Weight:
320.25
NACRES:
NA.77
PubChem Substance ID:
329825302
UNSPSC Code:
12352200
MDL number:
MFCD00189451
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
protect from light
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assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

white to beige

solubility

DMSO: ≥5 mg/mL (warmed)

storage temp.

−20°C

SMILES string

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

InChI key

KJXSIXMJHKAJOD-LSDHHAIUSA-N

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General description

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.

Biochem/physiol Actions

Dihydromyricetin possesses anti-inflammatory action.
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 (Ampelopsin) is a flavanonol with antioxidant and anti-cancer activity.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000044747
0000044839
0000029333
0000029402
0000026040

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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
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
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
Dihydromyricetin promotes hepatocellular carcinoma regression via a p53 activation-dependent mechanism
Zhang Q, et al.
Scientific Reports, 4, 4628-4628 (2014)
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Global Trade Item Number

SKUGTIN
SML0295-25MG04061832075419
SML0295-5MG04061837084140

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