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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

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
Mallikarjuna C Rao et al.
Molecular and cellular biochemistry, 355(1-2), 249-256 (2011-05-14)
Oxidative stress is triggered by the wound which results in the production of reactive oxygen species (ROS), thereby delaying normal wound repair. Therefore, it is important to reduce the level of ROS to improve healing. A known antioxidant, dehydrozingerone (DHZ)
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
N Motohashi et al.
Mutation research, 377(1), 17-25 (1997-06-09)
Antimutagenic activities of dehydrozingerone, benzalacetone and its analogs substituted with the hydroxyl, methoxyl or methyl group on the benzene ring were investigated by the post-treatment for UV-induced mutagenesis in Escherichia coli WP2s (uvrA). In this assay, dehydrozingerone was a poor
M Rao et al.
Journal of biochemistry, 125(2), 383-390 (1999-02-17)
We have investigated the effect of phenolic antioxidants on cisplatin-induced cytotoxicity in vero (African Green Monkey Kidney) cells and in rat renal cortical slices in vitro, and on cisplatin-induced nephrotoxicity in rats in vivo. Incubation of cisplatin with vero cells

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