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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:
1080-12-2
Molecular Weight:
192.21
EC Number:
214-096-9
MDL number:
MFCD00012210
UNSPSC Code:
12352100
PubChem Substance ID:
329748477
NACRES:
NA.22

Quality Level

100

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCC0885
BCBV6598
BCBR8622V

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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
G B Singh et al.
Arzneimittel-Forschung, 37(4), 435-440 (1987-04-01)
Methyl- and phenyl-3-methoxy-4-hydroxy styryl ketones (MHSK and PHSK, resp.) upon oral administration displayed marked antiinflammatory activity in a variety of acute tests viz. carrageenan, histamine, 5-hydroxytryptamine, dextran, bradykinin and prostaglandin (PG) induced oedema in rats and carrageenan evoked swelling in
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
Vipan Kumar Parihar et al.
Chemico-biological interactions, 170(1), 49-58 (2007-09-04)
Dehydrozingerone (DZ) was explored for in vitro-in vivo antioxidant potential and in vivo radioprotective activity against whole body gamma irradiation in Swiss albino mice. DZ scavenged the ABTS (2, 2'-azinobis (3-ethylbenzothiazoline-6-sulfonic acid) and DPPH (1, 1-dipehnyl-2-picrylhydrazyl) free radicals at room
D V Rajakumar et al.
Molecular and cellular biochemistry, 140(1), 73-79 (1994-11-09)
The present study investigates the inhibition of lipid peroxidation by dehydrozingerone and curcumin in rat brain homogenates. Both the test compounds inhibited the formation of conjugated dienes and spontaneous lipid peroxidation. These compounds also inhibited lipid peroxidation induced by ferrous
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