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SMB00074

Sigma-Aldrich

Viniferin

≥95% (LC/MS-ELSD)

Synonym(s):

(+)-ε-Viniferin

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About This Item

Empirical Formula (Hill Notation):
C28H22O6
CAS Number:
129170-22-5
Molecular Weight:
454.47
UNSPSC Code:
12352205
PubChem Substance ID:
329824753
NACRES:
NA.25

Quality Level

200

Assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

InChI

1S/C28H22O6/c29-19-7-2-16(3-8-19)1-4-18-13-22(32)15-25-26(18)27(23-12-11-21(31)14-24(23)33)28(34-25)17-5-9-20(30)10-6-17/h1-15,27-33H/b4-1+/t27-,28+/m0/s1

InChI key

KQXXUMAWOUVEHD-BQYFGGCBSA-N

Related Categories

General description

Natural product derived from plant source.

Application

Viniferin has been used to study its effect on melanin production in melanocyte cultures.

Biochem/physiol Actions

Protein Huntingtin (Htt) mutation, reduces the SIRT3 (sirtuin 3) expression. Viniferin is known to offer protection against Htt mutation by reducing oxidative stress and preventing SIRT3 depletion, which is involved in energy metabolism. In vitro analysis showed that viniferin derivative could prevent amyloid β peptide aggregation.

Pictograms

Environment
GHS09

Signal Word

Warning

Hazard Statements

H410

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Aude Pflieger et al.
PloS one, 8(11), e81184-e81184 (2013-12-07)
Polynucleotidyl transferases are enzymes involved in several DNA mobility mechanisms in prokaryotes and eukaryotes. Some of them such as retroviral integrases are crucial for pathogenous processes and are therefore good candidates for therapeutic approaches. To identify new therapeutic compounds and
trans-(−)-ε-Viniferin increases mitochondrial sirtuin 3 (SIRT3), activates AMP-activated protein kinase (AMPK), and protects cells in models of Huntington Disease
Fu J, et al.
The Journal of Biological Chemistry, 287(29) (2012)
Protective effect of varepsilon-viniferin on beta-amyloid peptide aggregation investigated by electrospray ionization mass spectrometry
Richard T, et al.
Bioorganic & Medicinal Chemistry, 19(10) (2011)
Advances in Chorea Research and Treatment (2013)
α-Viniferin Improves Facial Hyperpigmentation via Accelerating Feedback Termination of cAMP/PKA-Signaled Phosphorylation Circuit in Facultative Melanogenesis.
Yun C Y, et al.
Theranostics, 8(7), 2031-2031 (2018)

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