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Key Documents

07551

Sigma-Aldrich

Vanillylidenacetone

≥98.5%

Synonym(s):

4-(4-Hydroxy-3-methoxyphenyl)-3-buten-2-one

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About This Item

Empirical Formula (Hill Notation):
C11H12O3
CAS Number:
Molecular Weight:
192.21
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98.5%

color

yellow

mp

125-130 °C

functional group

ketone

SMILES string

COc1cc(\C=C\C(C)=O)ccc1O

InChI

1S/C11H12O3/c1-8(12)3-4-9-5-6-10(13)11(7-9)14-2/h3-7,13H,1-2H3/b4-3+

InChI key

AFWKBSMFXWNGRE-ONEGZZNKSA-N

Gene Information

human ... APP(351)

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Jin Tatsuzaki et al.
Journal of Asian natural products research, 12(3), 227-232 (2010-04-15)
Dehydrozingerone analogs and related compounds were screened as potential antitumor promoters by using the in vitro short-term 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced Epstein-Barr virus early antigen activation assay. Among the 40 synthesized compounds, the prenylated analogs 16 and 34-36 showed the most significant
D V Rajakumar et al.
Biochemical pharmacology, 46(11), 2067-2072 (1993-12-03)
The antioxidant properties of three related compounds, dehydrozingerone, isoeugenol and eugenol, were investigated using various models. Isoeugenol was found to be the most active in inhibiting ferrous-ion-, ferric-ion- and cumene-hydroperoxide-induced lipid peroxidation in rat brain homogenates. These compounds also showed
I Rahath Kubra et al.
Journal of food science, 78(1), M64-M69 (2013-01-03)
The efficacy of Dehydrozingerone (DZ; dehydroderivative of zingerone) as an antifungal agent and its mode of action against food spoilage fungal pathogens was studied and presented. DZ is a constituent of ginger (Zingiber officinale rhizomes) and structural half analogue of
Yizhen Liu et al.
Journal of cardiovascular pharmacology, 52(5), 422-429 (2008-11-27)
Growth factor and oxidative stress-mediated migration and proliferation of vascular smooth muscle cells (VSMCs) play a key role in the pathogenesis of atherosclerosis. The objective of this study was to assess the ability of dehydrozingerone, a structural analog of curcumin
D V Rajakumar et al.
Die Pharmazie, 49(7), 516-519 (1994-07-01)
The antioxidant property of dehydrozingerone and its analogs were investigated in the ferric-ascorbate induced lipid peroxidation model in rat brain homogenate. All the non phenolic compounds were either inactive or less active, while phenolic compounds with substitution at both meta

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