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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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G B Singh et al.
Arzneimittel-Forschung, 37(6), 708-712 (1987-06-01)
Some pharmacological actions and acute toxicity effects of methyl- and phenyl-3-methoxy-4-hydroxy styryl ketones have been described in experimental animals. The compounds antagonised the contractions evoked by a variety of agonists on several smooth muscle preparations in vitro. They produced inhibitory
Shingo Yogosawa et al.
Journal of natural products, 75(12), 2088-2093 (2012-12-19)
Dehydrozingerone (1) is a pungent constituent present in the rhizomes of ginger (Zingiber officinale) and belongs structurally to the vanillyl ketone class. It is a representative of half the chemical structure of curcumin (2), which is an antioxidative yellow pigment
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
Inhibition of albumin denaturation and antiinflammatory activity of dehydrozingerone and its analogs.
G Elias et al.
Indian journal of experimental biology, 26(7), 540-542 (1988-07-01)
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

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