EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

benzylidene acetone
4-phenyl-3-buten-2-one

Supplier Sponsors

Fragrance Demo Formulas
Name:4-phenylbut-3-en-2-one
CAS Number: 122-57-6Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:204-555-1
Beilstein Number:0742047
MDL:MFCD00008779
CoE Number:158
XlogP3:2.10 (est)
Molecular Weight:146.18890000
Formula:C10 H10 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Also(can) Contains:(E)-benzylidene acetone
 (Z)-benzylidene acetone
Category:flavoring agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:820 4-phenyl-3-buten-2-one
FLAVIS Number:07.024 (Old)
DG SANTE Food Flavourings:07.024 4-phenylbut-3-en-2-one
FEMA Number:2881 4-phenyl-3-buten-2-one
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm: 4-PHENYL-3-BUTEN-2-ONE
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart F--Flavoring Agents and Related Substances
Sec. 172.515 Synthetic flavoring substances and adjuvants.
 
Physical Properties:
Appearance:white to yellow crystalline solid (est)
Assay: 97.00 to 100.00 sum of isomers
Food Chemicals Codex Listed: No
Melting Point: 39.00 to 42.00 °C. @ 760.00 mm Hg
Boiling Point: 260.00 to 261.00 °C. @ 760.00 mm Hg
Boiling Point: 147.00 to 149.00 °C. @ 20.00 mm Hg
Congealing Point:39.00 °C.
Vapor Pressure:0.012000 mm/Hg @ 25.00 °C. (est)
Flash Point: 253.00 °F. TCC ( 122.78 °C. )
logP (o/w): 2.070
Soluble in:
 alcohol
 water, 1345 mg/L @ 25 °C (est)
Stability:
 bath foam
 hair spray
 non-discoloring
 shampoo
 soap
 
Organoleptic Properties:
Odor Type: spicy
Odor Strength:medium ,
recommend smelling in a 1.00 % solution or less
Substantivity:400 hour(s) at 20.00 %
sweet spicy cinnamon balsamic rhubarb creamy floral
Odor Description:at 1.00 % in dipropylene glycol. sweet spice cinnamon balsam rhubarb creamy floral
Luebke, William tgsc, (1986)
Odor sample from: Fritzsche Dodge & Olcott, Inc.
sweet spicy cinnamon balsamic anisic powdery phenolic jammy fruity
Odor Description:Sweet, spicy, cinnamon, balsamic, anisyl, powdery and phenolic with jammy, fruity notes
Mosciano, Gerard P&F 22, No. 3, 47, (1997)
Flavor Type: spicy
spicy cinnamyl powdery waxy balsamic
Taste Description: at 30.00 ppm. Spicy, cinnamate-like with powdery and waxy balsamic nuances
Mosciano, Gerard P&F 22, No. 3, 47, (1997)
Odor and/or flavor descriptions from others (if found).
Sigma-Aldrich
Benzylideneacetone, ≥98%, FG
Odor Description:almond; anise; balsam; butter; cherry; cinnamon; creamy; jam; floral; herbaceous; sweet; vanilla; woody
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: not used anymore
 
Suppliers:
Alfrebro
4-PHENYL-3-BUTEN-2-ONE NATURAL
Odor: Sweet, Pungent, Creamy
Berjé
Benzylidene Acetone
Happening at Berje
BOC Sciences
For experimental / research use only.
Warfarin Impurity (Benzalacetone)
Odor: characteristic
Use: One of the impurities of Warfarin, which is a kind of Coumarin anticoagulant.
Charkit Chemical
BENZYLIDENE ACETONE
EMD Millipore
For experimental / research use only.
Benzylideneacetone
Ernesto Ventós
BENZYLIDENEACETONE
Odor: FLORAL, SLIGHTLY BUTTERY
Flavor: BUTTER-LIKE, CHEESSY, SLIGHT RASPBERRY
Inoue Perfumery
BENZYLIDENE ACETONE
Lluch Essence
BENZYLIDENE ACETONE
Penta International
BENZYLIDENE ACETONE, Kosher
R C Treatt & Co Ltd
Benzylidene Acetone
Reincke & Fichtner
Benzylidene Acetone
Santa Cruz Biotechnology
For experimental / research use only.
4-Phenyl-3-buten-2-one
Sigma-Aldrich
Benzylideneacetone, ≥98%, FG
Odor: almond; anise; balsam; butter; cherry; cinnamon; creamy; jam; floral; herbaceous; sweet; vanilla; woody
Certified Food Grade Products
TCI AMERICA
For experimental / research use only.
Benzalacetone >98.0%(GC)
The John D. Walsh Company
Benzylidene Acetone
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
R 43 - May cause sensitisation by skin contact.
S 02 - Keep out of the reach of children.
S 22 - Do not breath dust.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 37/39 - Wear suitable gloves and eye/face protection.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Human Experience:
2 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50 2031 mg/kg
VASCULAR: REGIONAL OR GENERAL ARTERIOLAR OR VENOUS DILATION BEHAVIORAL: MUSCLE WEAKNESS SKIN AND APPENDAGES (SKIN): HAIR: OTHER
United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0391-1194

intraperitoneal-mouse LD50 1210 mg/kg
Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 617, 1969.

intravenous-mouse LD50 112 mg/kg
Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 617, 1969.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavoring agents
IFRA Critical Effect: Sensitization
IFRA: View Standard
Recommendation for benzylidene acetone usage levels up to:
 PROHIBITED: Should not be used as a fragrance ingredient.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 2.40 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 7.00 (μg/capita/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
 average usual ppmaverage maximum ppm
baked goods: -4.50000
beverages(nonalcoholic): -0.82000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: -0.20000
fish products: --
frozen dairy: -0.84000
fruit ices: -0.84000
gelatins / puddings: -2.10000
granulated sugar: --
gravies: --
hard candy: -3.70000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
 
Safety References:
European Food Safety Athority(efsa):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

List of apha, beta-Unsaturated Aldehydes and Ketones representative of FGE.19 substances for Genotoxicity Testing [1] - Statement of the Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 215 (FGE.215): Seven a,-Unsaturated Cinnamyl Ketones from subgroup 3.2 of FGE.19
View page or View pdf

EPI System: View
Chemical Carcinogenesis Research Information System:Search
Cancer Citations:Search
Toxicology Citations:Search
Env. Mutagen Info. Center:Search
EPA Substance Registry Services (TSCA):122-57-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :15909
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
4-phenylbut-3-en-2-one
Chemidplus:0000122576
RTECS:EN0330050 for cas# 122-57-6
 
References:
 4-phenylbut-3-en-2-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:122-57-6
Pubchem (cid):15909
Pubchem (sid):134973889
Pherobase:View
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS):View
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB31617
FooDB:FDB008255
Export Tariff Code:2914.39.9000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
For Odor
No odor group found for these
alpha-
ionone
FL/FR
acidic
acidic
cyclohexyl acetic acid
FL/FR
amber
ambrette seed oil
FL/FR
anise
anise oleoresin
FL/FR
anise seed oil
FL/FR
star
anise seed oil china
FL/FR
anise seed oil colombia
FL/FR
star
anise seed oil terpeneless
FL/FR
sweet
fennel absolute
FL/FR
sweet
fennel oleoresin
FL/FR
anisic
para-
acetanisole
FL/FR
ortho-
acetanisole
FL/FR
amyl furoate
FL/FR
para-
anisaldehyde
FL/FR
ortho-
anisaldehyde
FL/FR
para-
anisyl phenyl acetate
FL/FR
para-
anisyl propanal
FR
dihydroanethol
FL/FR
ethyl para-anisate
FL/FR
ocimum basilicum herb oil
FL/FR
sassafras acetate
FL/FR
balsamic
sumatra
benzoin absolute
FL/FR
sumatra
benzoin resinoid
FL/FR
benzophenone
FR
alpha-
bisabolene
FL/FR
iso
butyl benzoate
FL/FR
iso
butyl cinnamate
FL/FR
cinnamyl alcohol
FL/FR
cinnamyl benzoate
FL/FR
cinnamyl butyrate
FL/FR
cinnamyl cinnamate
FL/FR
copaiba balsam oil
FL/FR
ethyl cinnamate
FL/FR
frankincense absolute
FL/FR
(Z)-3-
hexen-1-yl cinnamate
FR
linalyl cinnamate
FL/FR
myrrh resinoid
FR
octyl cinnamate
FR
opoponax oil (balsamodendron kafal)
FL/FR
opoponax resinoid (balsamodendron kafal)
FR
peru balsam oil
FL/FR
peru balsam resinoid
FL/FR
2-
phenoxyethyl formate
FR
3-
phenyl propyl acetate
FL/FR
black
poplar bud oleoresin
FL/FR
tetrahydrofurfuryl cinnamate
FL/FR
tolu balsam oil
FL/FR
chocolate
cocoa oleoresin
FL/FR
cocoa pentenal
FL/FR
citrus
citral
FL/FR
citronella oil ceylon
FL/FR
lemongrass oil
FL/FR
litsea cubeba fruit oil
FL/FR
creamy
para-
vanillic acid
FL/FR
floral
anise indene
FR
para-
anisyl acetaldehyde
FL/FR
anisyl propanal / methyl anthranilate schiff's base
FR
autumn carboxylate
FR
citronellal
FL/FR
dimethyl alpha-ionone
FR
dimethyl anthranilate
FL/FR
geranyl phenyl acetate
FL/FR
hawthorn acetate
FR
heliotropin
FL/FR
hydroxycitronellal
FL/FR
(E)-beta-
ionone
FL/FR
alpha-
ionone
FL/FR
alpha-
irone
FL/FR
ortho-
methyl acetophenone
FL/FR
beta-iso
methyl ionone
FL/FR
alpha-iso
methyl ionone (50% min.)
FL/FR
alpha-iso
methyl ionone (90% min.)
FL/FR
methyl ionyl acetate
FL/FR
orris rhizome resinoid (iris pallida)
FL/FR
iso
propyl phenyl acetate
FL/FR
rhodinol
FL/FR
rhodinyl phenyl acetate
FL/FR
(E)-2,5,9-
trimethyl-4,9-decadien-1-al
FR
fruity
acetyl methyl anthranilate
FL/FR
para-
anisyl methyl ketone
FL/FR
berry hexanoate
FR
cherry oxyacetate
FL/FR
ethyl methyl-para-tolyl glycidate
FL/FR
(E,E)-
ethyl sorbate
FL/FR
peach pivalate
FR
tolualdehydes (mixed o,m,p)
FL/FR
green
diphenyl oxide
FL/FR
para-
methyl hydratropaldehyde
FL/FR
phenoxyethyl isobutyrate
FL/FR
tiglaldehyde
FL/FR
herbal
american
elder flower absolute
FR
floral nitrile
FR
licorice
(E)-
anethol
FL/FR
minty
ethyl salicylate
FL/FR
bitter
fennel seed oil lithuania
CS
musk
cyclohexadecanone
FR
ethylene brassylate
FL/FR
exaltone (Firmenich)
FR
dextro,laevo-
muscone
FL/FR
musk amberol
FR
musk indane
FR
musk tetralin
FR
omega-
pentadecalactone
FL/FR
musty
cocoa butenal
FL/FR
naphthyl
para-
methyl anisole
FL/FR
beta-
naphthyl ethyl ether
FL/FR
nutty
2,3,5-
trimethyl pyrazine
FL/FR
pine
white
pine bark oil
FL/FR
powdery
para-
anisyl acetate
FL/FR
para-
anisyl alcohol
FL/FR
alpha-
methyl ionone
FL/FR
spicy
artemisia dracunculus herb oil
FL/FR
bay leaf oil terpeneless
FL/FR
benzyl isoeugenol
FL/FR
cassia bark oil china
FL/FR
cinnamyl acetate
FL/FR
cinnamyl propionate
FL/FR
clove bud oil
FL/FR
mace oil CO2 extract
FL/FR
para-
methoxy-alpha-methyl cinnamaldehyde
FL/FR
para-
methoxycinnamaldehyde
FL/FR
alpha-
methyl cinnamaldehyde
FL/FR
methyl heptadienone
FL/FR
alpha-
methyl-(E)-cinnamaldehyde
FL/FR
myrtenal
FL/FR
nutmeg absolute
FL/FR
nutmeg oil CO2 extract
FL/FR
spicy acetoacetate
FL/FR
terpenic
alpha-
terpineol
FL/FR
tonka
mint lactone
FL/FR
tonka undecanone
FR
vanilla
heliotropyl alcohol
FL/FR
vanillyl acetate
FL/FR
vanillylidene acetone
FL/FR
woody
amber formate
FR
guaiacwood oil
FL/FR
patchouli ethanone
FR
(+)-alpha-
santalyl acetate
FL/FR
timber propanol
FR
vetiveryl acetate
FL/FR
woody epoxide
FR
woody octene
FR
For Flavor
No flavor group found for these
amyl furoate
FL/FR
para-
anisyl acetaldehyde
FL/FR
alpha-
bisabolene
FL/FR
cinnamyl benzoate
FL/FR
4-
ethyl anisole
FL
2-
furfurylidene butyraldehyde
FL
heliotropyl alcohol
FL/FR
alpha-
ionone
FL/FR
para-
methoxy-alpha-methyl cinnamaldehyde
FL/FR
methyl furfuracrylate
FL
beta-iso
methyl ionone
FL/FR
white
pine bark oil
FL/FR
black
poplar bud oleoresin
FL/FR
(+)-alpha-
santalyl acetate
FL/FR
tetrahydrofurfuryl cinnamate
FL/FR
vetiveryl acetate
FL/FR
amber
amber
ambrette seed oil
FL/FR
anise
(E)-
anethol
FL/FR
anise oleoresin
FL/FR
anise seed oil
FL/FR
star
anise seed oil china
FL/FR
anise seed oil colombia
FL/FR
star
anise seed oil terpeneless
FL/FR
ethyl para-anisate
FL/FR
sweet
fennel absolute
FL/FR
sweet
fennel oleoresin
FL/FR
anisic
para-
acetanisole
FL/FR
ortho-
anisaldehyde
FL/FR
para-
anisyl phenyl acetate
FL/FR
ortho-
methyl acetophenone
FL/FR
balsamic
sumatra
benzoin resinoid
FL/FR
iso
butyl cinnamate
FL/FR
copaiba balsam oil
FL/FR
ethyl cinnamate
FL/FR
opoponax oil (balsamodendron kafal)
FL/FR
peru balsam oil
FL/FR
peru balsam resinoid
FL/FR
3-
phenyl propyl acetate
FL/FR
tolu balsam oil
FL/FR
vanillylidene acetone
FL/FR
cherry
heliotropin
FL/FR
para-
methoxycinnamaldehyde
FL/FR
chocolate
cocoa oleoresin
FL/FR
citrus
citral
FL/FR
citronella oil ceylon
FL/FR
lemongrass oil
FL/FR
litsea cubeba fruit oil
FL/FR
alpha-
terpineol
FL/FR
coconut
6-
methyl coumarin
FL
creamy
para-
anisaldehyde
FL/FR
dihydrocoumarin
FL
mint lactone
FL/FR
para-
vanillic acid
FL/FR
floral
cinnamyl propionate
FL/FR
citronellal
FL/FR
cocoa pentenal
FL/FR
geranyl phenyl acetate
FL/FR
alpha-
ionone
FL/FR
alpha-iso
methyl ionone (50% min.)
FL/FR
alpha-iso
methyl ionone (90% min.)
FL/FR
orris rhizome resinoid (iris pallida)
FL/FR
rhodinol
FL/FR
fruity
acetyl methyl anthranilate
FL/FR
para-
anisyl acetate
FL/FR
para-
anisyl alcohol
FL/FR
iso
butyl benzoate
FL/FR
cherry oxyacetate
FL/FR
dimethyl anthranilate
FL/FR
ethyl methyl-para-tolyl glycidate
FL/FR
(E,E)-
ethyl sorbate
FL/FR
linalyl cinnamate
FL/FR
alpha-
methyl ionone
FL/FR
tiglaldehyde
FL/FR
tolualdehydes (mixed o,m,p)
FL/FR
green
cinnamyl alcohol
FL/FR
cocoa butenal
FL/FR
diphenyl oxide
FL/FR
methyl heptadienone
FL/FR
para-
methyl hydratropaldehyde
FL/FR
phenoxyethyl isobutyrate
FL/FR
herbal
dihydroanethol
FL/FR
ocimum basilicum herb oil
FL/FR
honey
iso
propyl phenyl acetate
FL/FR
licorice
2-
butyl-3-methyl pyrazine
FL
meaty
ortho-
thioguaiacol
FL
medicinal
frankincense absolute
FL/FR
minty
ethyl salicylate
FL/FR
myrtenal
FL/FR
(1R)-(-)-
myrtenal
FL
musk
ethylene brassylate
FL/FR
dextro,laevo-
muscone
FL/FR
musty
2,3,5-
trimethyl pyrazine
FL/FR
naphthyl
para-
methyl anisole
FL/FR
nutty
furfural acetone
FL
powdery
ortho-
acetanisole
FL/FR
beta-
naphthyl ethyl ether
FL/FR
powdery ketone
FL
spicy
para-
anisyl methyl ketone
FL/FR
artemisia dracunculus herb oil
FL/FR
bay leaf oil terpeneless
FL/FR
sumatra
benzoin absolute
FL/FR
benzyl isoeugenol
FL/FR
cassia bark oil china
FL/FR
cinnamyl acetate
FL/FR
cinnamyl cinnamate
FL/FR
clove bud oil
FL/FR
galangal root oleoresin
FL
mace oil CO2 extract
FL/FR
alpha-
methyl cinnamaldehyde
FL/FR
alpha-
methyl-(E)-cinnamaldehyde
FL/FR
nutmeg absolute
FL/FR
nutmeg oil CO2 extract
FL/FR
spicy acetoacetate
FL/FR
sweet
cyclohexyl acetic acid
FL/FR
tarragon
sassafras acetate
FL/FR
vanilla
omega-
pentadecalactone
FL/FR
vanillyl acetate
FL/FR
waxy
hydroxycitronellal
FL/FR
rhodinyl phenyl acetate
FL/FR
winey
cinnamyl butyrate
FL/FR
woody
guaiacwood oil
FL/FR
(E)-beta-
ionone
FL/FR
alpha-
irone
FL/FR
methyl ionyl acetate
FL/FR
 
Potential Uses:
FLalmond
FRapple blossom
FLblackberry
FRcastoreum
FLcherry
 chocolate cocoa
FRcurrant
FRfern
 fixer
 fruit
FLgrape
FRhawthorn
FRhay new mown hay
FRheliotrope
FRjonquil
 lavender
FLlemon
FRlilac
FRmusk
 neroli
FLnut
FRpine
FLraspberry
 rhubarb
FLstrawberry
FRsweet pea
FLvanilla
FLviolet
 
Occurrence (nature, food, other):note
 coffee roasted coffee
Search PMC Picture
 soybean
Search Trop Picture
 tobacco virginia tobacco
Search Picture
 
Synonyms:
 acetocinnamone
 benzal acetone
 benzalacetone
 benzylideneacetone
3-buten-2-one, 4-phenyl-
 methyl 2-phenyl vinyl ketone
 methyl beta-styryl ketone
 methyl styryl ketone
4-phenyl but-3-en-2-one
4-phenyl butenone
2-phenyl vinyl methyl ketone
4-phenyl-3-buten-2-one
4-phenylbut-3-en-2-one
4-phenylbutenone
 styryl methyl ketone
 

Articles:

PubMed:Digallane with redox-active diimine ligand: dualism of electron-transfer reactions.
PubMed:Ferrous Carbonyl Dithiolates as Precursors to FeFe, FeCo, and FeMn Carbonyl Dithiolates.
PubMed:Additive-assisted regioselective 1,3-dipolar cycloaddition of azomethine ylides with benzylideneacetone.
PubMed:Protein preparation, crystallization and preliminary X-ray analysis of Polygonum cuspidatum bifunctional chalcone synthase/benzalacetone synthase.
PubMed:An entomopathogenic bacterium, Xenorhabdus nematophila, suppresses expression of antimicrobial peptides controlled by Toll and Imd pathways by blocking eicosanoid biosynthesis.
PubMed:(99m)Tc-labeled dibenzylideneacetone derivatives as potential SPECT probes for in vivo imaging of β-amyloid plaque.
PubMed:Metabolism of BYZX in human liver microsomes and cytosol: identification of the metabolites and metabolic pathways of BYZX.
PubMed:Engineering of plant type III polyketide synthases.
PubMed:Gas phase retro-Michael reaction resulting from dissociative protonation: fragmentation of protonated warfarin in mass spectrometry.
PubMed:Gas chromatography with flame ionization detection for determination of additives in an electrolytic Zn bath.
PubMed:Toxicology and carcinogenesis studies of methyl trans-styryl ketone (CAS NO 1896-62-4) in F344/N rats and B6C3F1 mice (feed and dermal studies).
PubMed:Phospholipase A2 inhibitors synthesized by two entomopathogenic bacteria, Xenorhabdus nematophila and Photorhabdus temperata subsp. temperata.
PubMed:A facile solvent free Claisen-Schmidt reaction: synthesis of α,α'-bis-(substituted-benzylidene)cycloalkanones and α,α'-bis-(substituted-alkylidene)cycloalkanones.
PubMed:On the accuracy of DFT methods in reproducing ligand substitution energies for transition metal complexes in solution: the role of dispersive interactions.
PubMed:Synthesis of the pyridinyl analogues of dibenzylideneacetone (pyr-dba) via an improved Claisen-Schmidt condensation, displaying diverse biological activities as curcumin analogues.
PubMed:Evaluation of hepatic glutathione transferase Mu 1 and Theta 1 activities in humans and mice using genotype information.
PubMed:Ni(II) and Pd(II) pyridinyloxazolidine-compounds: synthesis, X-ray characterisation and catalytic activities in the aza-Michael reaction.
PubMed:Bacterial metabolites of an entomopathogenic bacterium, Xenorhabdus nematophila, inhibit a catalytic activity of phenoloxidase of the diamondback moth, Plutella xylostella.
PubMed:A New Route to Azadithiolato Complexes.
PubMed:Pd-NHC catalyzed conjugate addition versus the Mizoroki-Heck reaction.
PubMed:Benzylideneacetone, an eicosanoid biosynthesis inhibitor enhances baculovirus pathogenicity in the diamondback moth, Plutella xylostella.
PubMed:A structure-based mechanism for benzalacetone synthase from Rheum palmatum.
PubMed:Synthesis and anti-inflammatory activity of novel (substituted)benzylidene acetone oxime ether derivatives: molecular modeling study.
PubMed:Quantitative structure-activity relationship modeling of antioxidant activities of hydroxybenzalacetones using quantum chemical, physicochemical and spatial descriptors.
PubMed:Highly enantioselective organocatalytic conjugate addition of nitromethane to benzylidene acetones.
PubMed:Crystallization and preliminary crystallographic analysis of a plant type III polyketide synthase that produces benzalacetone.
PubMed:Benzylideneacetone, an immunosuppressant, enhances virulence of Bacillus thuringiensis against beet armyworm (Lepidoptera: Noctuidae).
PubMed:New "green" approaches to the synthesis of pyrazole derivatives.
PubMed:Microbial production of 4-hydroxybenzylidene acetone, the direct precursor of raspberry ketone.
PubMed:Novel hydrido-ruthenium(II) complexes with histidine derivatives and their application in the hydrogenation of ketones.
PubMed:Phenolic Michael reaction acceptors: combined direct and indirect antioxidant defenses against electrophiles and oxidants.
PubMed:An entomopathogenic bacterium, Xenorhabdus nematophila, inhibits hemocyte phagocytosis of Spodoptera exigua by inhibiting phospholipase A(2).
PubMed:Structure function analysis of benzalacetone synthase from Rheum palmatum.
PubMed:Highly asymmetric Michael addition to alpha,beta-unsaturated ketones catalyzed by 9-amino-9-deoxyepiquinine.
PubMed:Concise asymmetric total synthesis of obolactone.
PubMed:Antioxidant effects of hydroxybenzalacetones on peroxynitrite-induced lipid peroxidation in red blood cell membrane ghost and SOS response in Salmonella typhimurium TA4107/pSK1002.
PubMed:Metabolism of the alpha,beta-unsaturated ketones, chalcone and trans-4-phenyl-3-buten-2-one, by rat liver microsomes and estrogenic activity of the metabolites.
PubMed:Reaction of metalated nitriles with enones.
PubMed:Solution and solid state structure and tautomerism of azo coupled enaminone derivatives of benzoylacetone.
PubMed:Highly enantioselective conjugate additions of potassium organotrifluoroborates to enones by use of monodentate phosphoramidite ligands.
PubMed:Quantitative structure-activity relationship analyses of antioxidant and free radical scavenging activities for hydroxybenzalacetones.
PubMed:Identification of an antibacterial compound, benzylideneacetone, from Xenorhabdus nematophila against major plant-pathogenic bacteria.
PubMed:Site-directed mutagenesis of benzalacetone synthase. The role of the Phe215 in plant type III polyketide synthases.
PubMed:Organocatalytic asymmetric conjugate addition of nitroalkanes to alpha,beta-unsaturated enones using novel imidazoline catalysts.
PubMed:Enzymatic formation of an unnatural C(6)-C(5) aromatic polyketide by plant type III polyketide synthases.
PubMed:Quantum chemical- and 3-D-QSAR (CoMFA) studies of benzalacetones and 1,1,1-trifluoro-4-phenyl-3-buten-2-ones.
PubMed:Reductive metabolism of an alpha,beta-ketoalkyne, 4-phenyl-3-butyn-2-one, by rat liver preparations.
PubMed:Role of 4-phenyl-3-buten-2-one in boar taint: identification of new compounds related to sensorial descriptors in pig fat.
PubMed:Potency of Michael reaction acceptors as inducers of enzymes that protect against carcinogenesis depends on their reactivity with sulfhydryl groups.
PubMed:Structure-antimutagenic activity relationships of benzalacetone derivatives against UV-induced mutagenesis in E. coli WP2uvrA and gamma-induced mutagenesis in Salmonella typhimurium TA2638.
PubMed:Production and elicitation of benzalacetone and the raspberry ketone in cell suspension cultures of Rubus idaeus.
PubMed:Structure-activity relationship in potentially anti-tumor promoting benzalacetone derivatives, as assayed by the epstein-barr virus early antigen activation.
PubMed:Microsomal carbonyl reductase responsible for reduction of 4-phenyl-3-buten-2-one in rats.
PubMed:Reductive metabolism In vivo of trans-4-phenyl-3-buten-2-one in rats and dogs.
PubMed:Anticandidial effect of phenylbutene derivatives and their interaction with ergosterol.
PubMed:The three-dimensional structure of an avian class-mu glutathione S-transferase, cGSTM1-1 at 1.94 A resolution.
PubMed:The inhibition by flavonoids of 2-amino-3-methylimidazo[4,5-f]quinoline metabolic activation to a mutagen: a structure-activity relationship study.
PubMed:Absorption, disposition, and metabolism of trans-methyl styryl ketone in female B6C3F1 mice.
PubMed:Antimutagenic effects of dehydrozingerone and its analogs on UV-induced mutagenesis in Escherichia coli.
PubMed:Oral and topical absorption, disposition kinetics, and the metabolic fate of trans-methyl styryl ketone in the male Fischer 344 rat.
PubMed:Glutathione transferase mimics: micellar catalysis of an enzymic reaction.
PubMed:Distribution of glutathione S-transferase isoforms in rat liver after induction by beta-naphthoflavone or 3-methylcholanthrene.
PubMed:Multiplicity of rat liver 15-ketoprostaglandin delta 13-reductases.
PubMed:Glutathione S-transferases in the Japanese quail: tissue distribution and purification of the liver isozymes.
PubMed:Stereoselective catalysis of a retro-Michael reaction by class mu glutathione transferases. Consequences for the internal distribution of products in the active site.
PubMed:The high non-enzymatic conjugation rates of some glutathione S-transferase (GST) substrates at high glutathione concentrations.
PubMed:Biochemical analysis of recombinant glutathione S-transferase of Fasciola hepatica.
PubMed:Rational reconstruction of the active site of a class mu glutathione S-transferase.
PubMed:Influences of dietary deoxycholic acid on progression of hepatocellular neoplasms and expression of glutathione S-transferases in rats.
PubMed:Reduced expression of glutathione S-transferase Yb2 during progression of chemically induced hepatocellular carcinomas in Fischer 344 rats.
PubMed:Effects of age and dietary restriction on liver glutathione transferase activities in Lobund-Wistar rats.
PubMed:Purification and kinetic mechanism of the glutathione S-transferase from C6/36, an Aedes albopictus cell line.
PubMed:Inter-individual variability of human hepatic glutathione S-transferase isozymes assessed by inhibitory capacity.
PubMed:Structure and function of the xenobiotic substrate binding site of a glutathione S-transferase as revealed by X-ray crystallographic analysis of product complexes with the diastereomers of 9-(S-glutathionyl)-10-hydroxy-9,10-dihydrophenanthrene.
PubMed:Human Mu-class glutathione S-transferases present in liver, skeletal muscle and testicular tissue.
PubMed:Purification and characterization of class mu glutathione S-transferase isozymes from rabbit hepatic tissue.
PubMed:Characterization of a novel microsomal glutathione S-transferase produced by Aspergillus ochraceus TS.
PubMed:Schistosoma mansoni: single-step purification and characterization of glutathione S-transferase isoenzyme 4.
PubMed:Contribution of tyrosine 6 to the catalytic mechanism of isoenzyme 3-3 of glutathione S-transferase.
PubMed:Are the histidine residues of glutathione S-transferase important in catalysis? An assessment by 13C NMR spectroscopy and site-specific mutagenesis.
PubMed:A novel glutathione transferase (13-13) isolated from the matrix of rat liver mitochondria having structural similarity to class theta enzymes.
PubMed:Hepatic glutathione S-transferases in mice fed on a diet containing the anticarcinogenic antioxidant butylated hydroxyanisole. Isolation of mouse glutathione S-transferase heterodimers by gradient elution of the glutathione-Sepharose affinity matrix.
PubMed:Variation in the expression of Mu-class glutathione S-transferase isoenzymes from human skeletal muscle. Evidence for the existence of heterodimers.
PubMed:The isolation and characterization of the major glutathione S-transferase from the squid Loligo vulgaris.
PubMed:Xenobiotic-inducible expression of murine glutathione S-transferase Ya subunit gene is controlled by an electrophile-responsive element.
PubMed:S-(1,2-dicarboxyethyl)glutathione and activity for its synthesis in rat tissues.
PubMed:Effect of aflatoxin B1 treatment in vivo on the in vitro activity of hepatic and extrahepatic glutathione S-transferase.
PubMed:Sex differences in the subunits of glutathione-S-transferase isoenzyme from rat and human kidney.
PubMed:Changes in hepatic cytosolic glutathione S-transferase enzymes induced by clotrimazole treatment in rats.
PubMed:Purification and properties of glutathione transferase from Issatchenkia orientalis.
PubMed:Differences in the influence of diet on hepatic glutathione S-transferase activity and glutathione content between young and old C57 black female mice.
PubMed:Xenobiotic metabolizing enzyme systems in test fish. III. Comparative studies of liver cytosolic glutathione S-transferases.
PubMed:Fluorometric determination of benzylideneacetone in fragrance products by liquid chromatography with post-column derivatization.
PubMed:Purification of three cytosolic glutathione S-transferases from adult Schistosoma mansoni.
PubMed:Halothane: inhibition and activation of rat hepatic glutathione S-transferases.
PubMed:Paradoxical inhibition of rat glutathione transferase 4-4 by indomethacin explained by substrate-inhibitor-enzyme complexes in a random-order sequential mechanism.
PubMed:Differential induction of rat hepatic glutathione S-transferase isoenzymes by hexachlorobenzene and benzyl isothiocyanate. Comparison with induction by phenobarbital and 3-methylcholanthrene.
PubMed:Sex- and substrate-dependent changes in hepatic cytosolic glutathione S-transferase enzymes produced by dietary choline-deficiency.
PubMed:The purification and characterization of glutathione S-transferase from the hepatopancreas of the blue crab, Callinectes sapidus.
PubMed:Synthesis and antiarrhythmic activity of new 3-[2-(omega-aminoalkoxy)phenoxy]-4-phenyl-3-buten-2-ones and related compounds.
PubMed:The major isozyme of rat cardiac glutathione transferases. Its correspondence to hepatic transferase X.
PubMed:Kinetic independence of the subunits of cytosolic glutathione transferase from the rat.
PubMed:Synthesis of 3-(4,4-dimethyl-2-piperidon-6-yl)methyl-2-pyrazoline derivatives.
PubMed:Effects of pH on weak and positive control mutagens in the Ames Salmonella plate assay.
PubMed:Antigenic competition in the induction of contact sensitivity in the guinea pig.
PubMed:Age-development and inducibility of hepatic glutathione S-transferase activities in mice, rats, rabbits and guinea-pigs.
PubMed:Purification and characterization of glutathione S-transferases P, S and N. Isolation from rat liver of Yb1 Yn protein, the existence of which was predicted by subunit hybridization in vitro.
PubMed:Mannich bases of 4-phenyl-3-buten-2-one: a new class of antiherpes agent.
PubMed:Regulation of epididymal glutathione S-transferases: effects of orchidectomy and androgen replacement.
PubMed:Purification of a new glutathione S-transferase (transferase mu) from human liver having high activity with benzo(alpha)pyrene-4,5-oxide.
PubMed:The presence and longitudinal distribution of the glutathione S-transferases in rat epididymis and vas deferens.
PubMed:Stoichiometric model of alpha-cyclodextrin complex formation.
PubMed:Glutathione S-transferases in earthworms (Lumbricidae).
PubMed:Isoelectric focusing of glutathione S-transferases from rat liver and kidney.
PubMed:[Halogenated 4-phenyl-3-buten-2-one Oximes (author's transl)].
PubMed:Distribution of enzymes that catalyse reactions of glutathione with alpha beta-unsaturated compounds.
PubMed:Enzymes catalysing conjugations of glutathione with alpha-beta-unsaturated carbonyl compounds.
 
Notes:
Flavouring ingredient. Present in hydrolysed soy protein
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