acrolein

General Material Information

Preferred name	acrolein
Trivial Name	Acrolein
Short Description	allyl aldehyde
Formula	C3 H4 O
CAS Number	107-02-8
Deleted CAS Number	25314-61-8
ECHA Number	203-453-4
FDA UNII	7864XYD3JJ
Nikkaji Number	J4.045B
Beilstein Number	0741856
MDL	MFCD00006998
Bio Activity Summary	External link
NMR Predictor	External link
FDA Mainterm	107-02-8 ; ACROLEIN
Synonyms	acquinite acraldehyde acrylaldehyd acrylaldehyde acrylic aldehyde akrolein aldehyde acrylique aldehyde, acrylic aldehyde, allyl aldehyde, ethylene aldeide acrilica allyl aldehyde aqualin crolean ethylene aldehyde magnacide papite prop-2-en-1-al prop-2-enal 2-propen-1-al 2-propenal propenaldehyde 2-propene-1-one propenone propylene aldehyde slimicide 2-Propenal Propenal 2-Propen-1-one NSC 8819 Magnacide H Magnacide B MeSH ID: D000171

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Literature & References

	prop-2-enal
NIST Chemistry WebBook:	Search Inchi
Canada Domestic Sub. List:	107-02-8
Pubchem (cid):	7847
Pubchem (sid):	134972243

Publications by Info
Volatile Flavor Components in Bogyojosaeng and Suhong Cultivars of Strawberry (Fragaria ananassa Duch.)
Publications by PubMed
Scientific assessment of the use of sugars as cigarette tobacco ingredients: a review of published and other publicly available studies.
The cinnamon-derived dietary factor cinnamic aldehyde activates the Nrf2-dependent antioxidant response in human epithelial colon cells.
Evaluation of natural antimicrobials on typical meat spoilage bacteria in vitro and in vacuum-packed pork meat.
A randomized, controlled exposure study in adult smokers of full flavor Marlboro cigarettes switching to Marlboro Lights or Marlboro Ultra Lights cigarettes.
Mechanisms of flavor release in chewing gum: cinnamaldehyde.
Toxicological evaluation of glycerin as a cigarette ingredient.
Scope for regulation of cigarette smoke toxicity according to brand differences in published toxicant emissions.
NTP toxicology and carcinogenesis studies of trans-cinnamaldehyde (CAS No. 14371-10-9) in F344/N rats and B6C3F1 mice (feed studies).
NTP toxicology and carcinogensis Studies of 2,4-hexadienal (89% trans,trans isomer, CAS No. 142-83-6; 11% cis,trans isomer) (Gavage Studies).
The FEMA GRAS assessment of cinnamyl derivatives used as flavor ingredients.
Direct analysis of volatile organic compounds in human breath using a miniaturized cylindrical ion trap mass spectrometer with a membrane inlet.
Cinnamaldehyde content in foods determined by gas chromatography-mass spectrometry.
Effect of food flavor cinnamaldehyde on liver microsomal cytochrome P-450 in rats.
Effects of short-term field applications of acrolein and 2,4-D (DMA) on flavor of the flesh of rainbow trout.
Acrolein Decreases Endothelial Cell Migration and Insulin Sensitivity Through Induction of Let-7a.
Development of three stable isotope dilution assays for the quantitation of (E)-2-butenal (crotonaldehyde) in heat-processed edible fats and oils as well as in food.
Functional properties and antifungal activity of films based on gliadins containing cinnamaldehyde and natamycin.
Mechanism for the protective effect of diallyl disulfide against cyclophosphamide acute urotoxicity in rats.
Rapid inactivation of Salmonella Enteritidis on shell eggs by plant-derived antimicrobials.
Smokers' and nonsmokers' beliefs about harmful tobacco constituents: implications for FDA communication efforts.
Cinnamomum cassia essential oil inhibits α-MSH-induced melanin production and oxidative stress in murine B16 melanoma cells.
Antifungal properties of gliadin films incorporating cinnamaldehyde and application in active food packaging of bread and cheese spread foodstuffs.
Efficacy of plant-derived antimicrobials as antimicrobial wash treatments for reducing enterohemorrhagic Escherichia coli O157:H7 on apples.
The TRPA1 agonist, methyl syringate suppresses food intake and gastric emptying.
Thermally induced process-related contaminants: the example of acrolein and the comparison with acrylamide: opinion of the Senate Commission on Food Safety (SKLM) of the German Research Foundation (DFG).
Hazardous airborne carbonyls emissions in industrial workplaces in China.
Curcumin protects neuronal-like cells against acrolein by restoring Akt and redox signaling pathways.
Quantitation of tr-cinnamaldehyde, safrole and myristicin in cola-flavoured soft drinks to improve the assessment of their dietary exposure.
Predictive thermal inactivation model for the combined effect of temperature, cinnamaldehyde and carvacrol on starvation-stressed multiple Salmonella serotypes in ground chicken.
Methods for thermal stability enhancement of leaf essential oils and their main constituents from indigenous cinnamon (Cinnamomum osmophloeum).
Combustion of hydrotreated vegetable oil and jatropha methyl ester in a heavy duty engine: emissions and bacterial mutagenicity.
Cassia cinnamon as a source of coumarin in cinnamon-flavored food and food supplements in the United States.
Chemical composition and hypoglycemic and pancreas-protective effect of leaf essential oil from indigenous cinnamon (Cinnamomum osmophloeum Kanehira).
Retention and release of cinnamaldehyde from wheat protein matrices.
Inactivation of Salmonella enterica serovar Typhimurium and quality maintenance of cherry tomatoes treated with gaseous essential oils.
Potent nematicidal activity of phthalaldehyde, salicylaldehyde, and cinnamic aldehyde against Meloidogyne incognita.
Formation of mainstream cigarette smoke constituents prioritized by the World Health Organization--yield patterns observed in market surveys, clustering and inverse correlations.
Consumption of deep-fried foods and risk of prostate cancer.
Insect-resistant food packaging film development using cinnamon oil and microencapsulation technologies.
Effects of aliphatic aldehydes on the growth and patulin production of Penicillium expansum in apple juice.
Changes in nitrosative stress biomarkers in swine intestine following dietary intervention with verbascoside.
Mutagenic/recombinogenic effects of four lipid peroxidation products in Drosophila.
Whiskey congeners suppress LPS/IFNγ-induced NO production in murine macrophage RAW 264 cells by inducing heme oxygenase-1 expression.
Examination of the genome-wide transcriptional response of Escherichia coli O157:H7 to cinnamaldehyde exposure.
Identification and releasing characteristics of high-amylose corn starch-cinnamaldehyde inclusion complex prepared using ultrasound treatment.
Profiling of mercapturic acids of acrolein and acrylamide in human urine after consumption of potato crisps.
Small reactive carbonyl compounds as tissue lipid oxidation products; and the mechanisms of their formation thereby.
Acrolein cytotoxicity in hepatocytes involves endoplasmic reticulum stress, mitochondrial dysfunction and oxidative stress.
Ingestion of cinnamaldehyde, a TRPA1 agonist, reduces visceral fats in mice fed a high-fat and high-sucrose diet.
In vitro attenuation of acrolein-induced toxicity by phloretin, a phenolic compound from apple.
Prevalent lactic acid bacteria in cider cellars and efficiency of Oenococcus oeni strains.
Sensory evaluation of baked chicken wrapped with antimicrobial apple and tomato edible films formulated with cinnamaldehyde and carvacrol.
Regular ingestion of cinnamomi cortex pulveratus offers gastroprotective activity in mice.
Temperature-dependent effect of sublethal levels of cinnamaldehyde on viability and morphology of Escherichia coli.
Inactivation of Listeria monocytogenes on ham and bologna using pectin-based apple, carrot, and hibiscus edible films containing carvacrol and cinnamaldehyde.
Effects of wheat dried distillers' grains with solubles and cinnamaldehyde on in vitro fermentation and protein degradation using the Rusitec technique.
Study on carvacrol and cinnamaldehyde polymeric films: mechanical properties, release kinetics and antibacterial and antibiofilm activities.
Effect of xylanase and a blend of essential oils on performance and Salmonella colonization of broiler chickens challenged with Salmonella Heidelberg.
In vivo antioxidant activities of essential oils and their constituents from leaves of the Taiwanese Cinnamomum osmophloeum.
Effect of cinnamaldehyde on melanosis and spoilage of Pacific white shrimp (Litopenaeus vannamei) during storage.
Kinetics of thermal destruction of Salmonella in ground chicken containing trans-cinnamaldehyde and carvacrol.
Synthesis and structural characterization of oaklin-catechins.
Suppression of phospholipase Cγ1 phosphorylation by cinnamaldehyde inhibits antigen-induced extracellular calcium influx and degranulation in mucosal mast cells.
The potential of biodetoxification activity as a probiotic property of Lactobacillus reuteri.
Biochemical properties of bioplastics made from wheat gliadins cross-linked with cinnamaldehyde.
The cinnamon-oil ingredient trans-cinnamaldehyde fails to target Campylobacter jejuni strain KC 40 in the broiler chicken cecum despite marked in vitro activity.
Anti-diabetic effects of TongGuanWan, a Chinese traditional herbal formula, in C57BL/KsJ-db/db mice.
Evaluating the efficacy of cinnamaldehyde and Echinacea purpurea plant extract in broilers against Eimeria acervulina.
Acrolein - a pulmonary hazard.
[Harm reduction strategy in tobacco control].
Chemistry, biogenesis, and biological activities of Cinnamomum zeylanicum.
Toxicology and risk assessment of acrolein in food.
Acrolein.
The antimicrobial activities of the cinnamaldehyde adducts with amino acids.
Cinnamaldehyde protects from the hypertension associated with diabetes.
Preservation of acidified cucumbers with a combination of fumaric acid and cinnamaldehyde that target lactic acid bacteria and yeasts.
Integrative metabolome and transcriptome profiling reveals discordant energetic stress between mouse strains with differential sensitivity to acrolein-induced acute lung injury.
Acrolein-mediated injury in nervous system trauma and diseases.
Acrolein-induced dyslipidemia and acute-phase response are independent of HMG-CoA reductase.
The effects of acrolein on the thioredoxin system: implications for redox-sensitive signaling.
Mass spectrometry-based quantification of myocardial protein adducts with acrolein in an in vivo model of oxidative stress.
Protein modification by acrolein: relevance to pathological conditions and inhibition by aldehyde sequestering agents.
A novel application of the Margin of Exposure approach: segregation of tobacco smoke toxicants.
Analysis of DNA adducts in human samples: acrolein-derived exocyclic DNA adducts as an example.
Therapeutic effects of cinnamaldehyde and potentiation of its efficacy in combination with methylcellulose on murine oral candidiasis.
Design of nanoemulsion-based delivery systems of natural antimicrobials: effect of the emulsifier.
Protein-conjugated acrolein as a biochemical marker of brain infarction.
Acrolein scavengers: reactivity, mechanism and impact on health.
Acrolein induced DNA damage, mutagenicity and effect on DNA repair.
Proteomic analysis of the mode of antibacterial action of trans-cinnamaldehyde against Cronobacter sakazakii 415.
Inhibition of acrolein-stimulated MUC5AC expression by Platycodon grandiflorum root-derived saponin in A549 cells.
A rapid sample screening method for authenticity control of whiskey using capillary electrophoresis with online preconcentration.
Validation of a novel air toxic risk model with air monitoring.
Synergistic effects and physiological responses of selected bacterial isolates from animal feed to four natural antimicrobials and two antibiotics.
Functional properties of bioplastics made from wheat gliadins modified with cinnamaldehyde.
Antimicrobial edible apple films inactivate antibiotic resistant and susceptible Campylobacter jejuni strains on chicken breast.
Poly (DL-lactide-co-glycolide) (PLGA) nanoparticles with entrapped trans-cinnamaldehyde and eugenol for antimicrobial delivery applications.
Cinnamaldehyde inhibits enzymatic browning of cut lettuce by repressing the induction of phenylalanine ammonia-lyase without promotion of microbial growth.
Cinnamaldehyde enhances Nrf2 nuclear translocation to upregulate phase II detoxifying enzyme expression in HepG2 cells.
NTP toxicity studies of toxicity studies of 2,4-decadienal (CAS No. 25152-84-5) administered by gavage to F344/N Rats and B6C3F1 mice.
Intragastric administration of allyl isothiocyanate increases carbohydrate oxidation via TRPV1 but not TRPA1 in mice.
Development of two stable isotope dilution assays for the quantitation of acrolein in heat-processed fats.
Cinnamaldehyde prevents adipocyte differentiation and adipogenesis via regulation of peroxisome proliferator-activated receptor-γ (PPARγ) and AMP-activated protein kinase (AMPK) pathways.
Effects of bioreactive acrolein from automotive exhaust gases on human cells in vitro.
Pre-harvest application of putrescine influences Japanese plum fruit ripening and quality.
Effect of trans-cinnamaldehyde on inhibition and inactivation of Cronobacter sakazakii biofilm on abiotic surfaces.
Inactivation of Salmonella in organic soil by cinnamaldehyde, eugenol, Ecotrol, and Sporan.
Effect of trans-cinnamaldehyde on reducing resistance to environmental stresses in Cronobacter sakazakii.
Influence of heating time and metal ions on the amount of free fatty acids and formation rates of selected carbonyl compounds during the thermal oxidation of canola oil.
Reduction of Escherichia coli O157:H7 viability on leafy green vegetables by treatment with a bacteriophage mixture and trans-cinnamaldehyde.
Patch testing for food-associated allergies in orofacial granulomatosis.
Occupational allergy to cinnamal in a baker.
Quantification of flavoring constituents in cinnamon: high variation of coumarin in cassia bark from the German retail market and in authentic samples from indonesia.
Composition, antimicrobial activity and in vitro cytotoxicity of essential oil from Cinnamomum zeylanicum Blume (Lauraceae).
A review on the beneficial aspects of food processing.
Induction of heme oxygenase-1 by whisky congeners in human endothelial cells.
The cinnamon-derived dietary factor cinnamic aldehyde activates the Nrf2-dependent antioxidant response in human epithelial colon cells.
Enhancing the thermal destruction of Escherichia coli O157:H7 in ground beef patties by trans-cinnamaldehyde.
Effect of subinhibitory concentrations of plant-derived molecules in increasing the sensitivity of multidrug-resistant Salmonella enterica serovar Typhimurium DT104 to antibiotics.
New approach to study the mechanism of antimicrobial protection of an active packaging.
Differences in the volatile compositions of French labeled brandies (Armagnac, Calvados, Cognac, and Mirabelle) using GC-MS and PLS-DA.
Evaluation of natural antimicrobials on typical meat spoilage bacteria in vitro and in vacuum-packed pork meat.
Inactivation of Escherichia coli O157:H7 in apple juice and apple cider by trans-cinnamaldehyde.
Identification of alpha-beta unsaturated aldehydes as sources of toxicity to activated sludge biomass in polyester manufacturing wastewater.
Acrolein induces apoptosis through the death receptor pathway in A549 lung cells: role of p53.
Acrolein in wine: importance of 3-hydroxypropionaldehyde and derivatives in production and detection.
Carvacrol and cinnamaldehyde inactivate antibiotic-resistant Salmonella enterica in buffer and on celery and oysters.
Acrolein consumption induces systemic dyslipidemia and lipoprotein modification.
Cinnamaldehyde in feedlot cattle diets: intake, growth performance, carcass characteristics, and blood metabolites.
Influence of environmental parameters on production of the acrolein precursor 3-hydroxypropionaldehyde by Lactobacillus reuteri DSMZ 20016 and its accumulation by wine lactobacilli.
Evaluation of combined antibacterial effects of eugenol, cinnamaldehyde, thymol, and carvacrol against E. coli with an improved method.
Dose response to cinnamaldehyde supplementation in growing beef heifers: ruminal and intestinal digestion.
Inactivation of Escherichia coli O157:H7 on the intact and damaged portions of lettuce and spinach leaves by using allyl isothiocyanate, carvacrol, and cinnamaldehyde in vapor phase.
Edible apple film wraps containing plant antimicrobials inactivate foodborne pathogens on meat and poultry products.
Natural polyphenols as direct trapping agents of lipid peroxidation-derived acrolein and 4-hydroxy-trans-2-nonenal.
Natural formation of styrene by cinnamon mold flora.
Effect of mixed antimicrobial agents and flavors in active packaging films.
Coumarin and cinnamaldehyde in cinnamon marketed in Italy: a natural chemical hazard?
Acrolein induces a cellular stress response and triggers mitochondrial apoptosis in A549 cells.
Short communication: assessment of the potential of cinnamaldehyde, condensed tannins, and saponins to modify milk fatty acid composition of dairy cows.
A novel packaging method with a dissolving CO(2) headspace combined with organic acids prolongs the shelf life of fresh salmon.
Spice active principles as the inhibitors of human platelet aggregation and thromboxane biosynthesis.
Protective effect of lipoic acid against acrolein-induced cytotoxicity in IMR-90 human fibroblasts.
Inactivation of Salmonella and Escherichia coli O157:H7 on sliced and whole tomatoes by allyl isothiocyanate, carvacrol, and cinnamaldehyde in vapor phase.
Acrolein, a ubiquitous pollutant and lipid hydroperoxide product, inhibits antiviral activity of interferon-alpha: relevance to hepatitis C.
Hop proanthocyanidins induce apoptosis, protein carbonylation, and cytoskeleton disorganization in human colorectal adenocarcinoma cells via reactive oxygen species.
Trapping effects of green and black tea extracts on peroxidation-derived carbonyl substances of seal blubber oil.
Inactivation of Enterobacter sakazakii in reconstituted infant formula by trans-cinnamaldehyde.
Digestion, ruminal fermentation, ciliate protozoal populations, and milk production from dairy cows fed cinnamaldehyde, quebracho condensed tannin, or Yucca schidigera saponin extracts.
Volatile aldehydes in the mainstream smoke of the narghile waterpipe.
Carvacrol and cinnamaldehyde facilitate thermal destruction of Escherichia coli O157:H7 in raw ground beef.
New cinnamon-based active paper packaging against Rhizopusstolonifer food spoilage.
Acrylamide-induced nerve terminal damage: relevance to neurotoxic and neurodegenerative mechanisms.
Importance of oil degradation components in the formation of acrylamide in fried foodstuffs.
Comparative study on essential oils incorporated into an alginate-based edible coating to assure the safety and quality of fresh-cut Fuji apples.
Plant-derived compounds inactivate antibiotic-resistant Campylobacter jejuni strains.
Structure of polymeric polyphenols of cinnamon bark deduced from condensation products of cinnamaldehyde with catechin and procyanidins.
Effective chemical control of psychrotrophic Bacillus cereus EPSO-35AS and INRA TZ415 spore outgrowth in carrot broth.
Mechanisms of flavor release in chewing gum: cinnamaldehyde.
Influence of time, surface-to-volume ratio, and heating process (continuous or intermittent) on the emission rates of selected carbonyl compounds during thermal oxidation of palm and soybean oils.
Effect of food characteristics, storage conditions, and electron beam irradiation on active agent release from polyamide-coated LDPE films.
Inhibition of Arcobacter butzleri, Arcobacter cryaerophilus, and Arcobacter skirrowii by plant oil aromatics.
Acrolein: sources, metabolism, and biomolecular interactions relevant to human health and disease.
Glycerol metabolism and bitterness producing lactic acid bacteria in cidermaking.
Fragrances as a cause of food allergy.
Trans-cinnamaldehyde from Cinnamomum zeylanicum bark essential oil reduces the clindamycin resistance of Clostridium difficile in vitro.
Subchronic inhalation of mixtures of cigarette smoke constituents in Xpa-/-p53+/- knock-out mice: a comparison of intermittent with semi-continuous exposure to acetaldehyde, formaldehyde, and acrolein.
Characterization of acrolein-induced protein cross-links.
Mechanisms of acrolein-induced myocardial dysfunction: implications for environmental and endogenous aldehyde exposure.
Preventing cell death induced by carbonyl stress, oxidative stress or mitochondrial toxins with vitamin B anti-AGE agents.
Cinnamaldehyde inhibits pro-inflammatory cytokines secretion from monocytes/macrophages through suppression of intracellular signaling.
Modulation of oral heat and cold pain by irritant chemicals.
Reaction of the indole group with malondialdehyde: application for the derivatization of tryptophan residues in peptides.
Vapor-phase activities of cinnamon, thyme, and oregano essential oils and key constituents against foodborne microorganisms.
Antimicrobial paper based on a soy protein isolate or modified starch coating including carvacrol and cinnamaldehyde.
Carvacrol, cinnamaldehyde, oregano oil, and thymol inhibit Clostridium perfringens spore germination and outgrowth in ground turkey during chilling.
Isotopic criteria in the characterization of aromatic molecules. 2. Influence of the chemical elaboration process.
NTP Technical Report on the comparative toxicity studies of allyl acetate (CAS No. 591-87-7), allyl alcohol (CAS No. 107-18-6) and acrolein (CAS No. 107-02-8) administered by gavage to F344/N rats and B6C3F1 mice.
In vitro assessment of antimicrobial activity of carvacrol, thymol and cinnamaldehyde towards Salmonella serotype Typhimurium DT104: effects of pig diets and emulsification in hydrocolloids.
Effect of the food flavour cinnamaldehyde on the antioxidant status of rat kidney.
Subinhibitory concentrations of cinnamaldehyde interfere with quorum sensing.
Combined effect of volatile antimicrobial agents on the growth of Penicillium notatum.
Synergistic bactericidal effect of carvacrol, cinnamaldehyde or thymol and refrigeration to inhibit Bacillus cereus in carrot broth.
Carbonyl emissions from commercial cooking sources in Hong Kong.
Sugars as tobacco ingredient: Effects on mainstream smoke composition.
Control of Clostridium perfringens in cooked ground beef by carvacrol, cinnamaldehyde, thymol, or oregano oil during chilling.
Aqueous extract of Trigonella foenum-graecum L. ameliorates additive urotoxicity of buthionine sulfoximine and cyclophosphamide in mice.
Inhibition of membrane bound ATPases of Escherichia coli and Listeria monocytogenes by plant oil aromatics.
Changes in membrane fatty acids composition of microbial cells induced by addiction of thymol, carvacrol, limonene, cinnamaldehyde, and eugenol in the growing media.
Cinnamaldehyde inhibits phenylalanine ammonia-lyase and enzymatic browning of cut lettuce.
Disruption of Escherichia coli, Listeria monocytogenes and Lactobacillus sakei cellular membranes by plant oil aromatics.
Antimicrobial activities of Eugenol and Cinnamaldehyde against the human gastric pathogen Helicobacter pylori.
How cysteine reacts with citral: an unexpected reaction of beta,beta-disubstituted acroleins with cysteine leading to hexahydro-1,4-thiazepines.
Tetramethylammonium hydroxide (TMAH) thermochemolysis of lignin: behavior of 4-O-etherified cinnamyl alcohols and aldehydes.
Toxicological evaluation of glycerin as a cigarette ingredient.
Simplified preparation of coniferyl and sinapyl alcohols.
Antifungal synergistic effect of scopoletin, a hydroxycoumarin isolated from Melia azedarach L. fruits.
Fragrance material review on cinnamaldehyde.
A toxicologic and dermatologic assessment of cinnamyl alcohol, cinnamaldehyde and cinnamic acid when used as fragrance ingredients.
Authentication and quantitative analysis on the chemical profile of cassia bark (cortex cinnamomi) by high-pressure liquid chromatography.
Acrylamide formation in food: a mechanistic perspective.
Behavior of monolignol glucosides in angiosperms.
A review of acrylamide: an industry perspective on research, analysis, formation, and control.
Mechanisms of bactericidal action of cinnamaldehyde against Listeria monocytogenes and of eugenol against L. monocytogenes and Lactobacillus sakei.
Antibacterial activities of plant essential oils and their components against Escherichia coli O157:H7 and Salmonella enterica in apple juice.
Microbial transformation of aliphatic aldehydes by Bacillus megaterium to 2,3-dialkylacroleins.
Quantitative analysis of acrolein in heated vegetable oils by liquid chromatography with pulsed electrochemical detection.
Toxicology and carcinogenesis studies of microencapsulated trans-cinnamaldehyde in rats and mice.
Correlations of patch test reactivity and the repeated open application test (ROAT)/provocative use test (PUT).
Chemical composition and mosquito larvicidal activity of essential oils from leaves of different Cinnamomum osmophloeum provenances.
NTP toxicology and carcinogensis Studies of 2,4-hexadienal (89% trans,trans isomer, CAS No. 142-83-6; 11% cis,trans isomer) (Gavage Studies).
Influence of distillation system, oak wood type, and aging time on composition of cider brandy in phenolic and furanic compounds.
The FEMA GRAS assessment of cinnamyl derivatives used as flavor ingredients.
Antioxidant isoflavones in Osage orange, Maclura pomifera (Raf.) Schneid.
Antimutagenic activity of phenylpropanoids from clove (Syzygium aromaticum).
Formation of acrolein-derived 2'-deoxyadenosine adduct in an iron-induced carcinogenesis model.
N(epsilon)-(3-methylpyridinium)lysine, a major antigenic adduct generated in acrolein-modified protein.
Alpha,beta-unsaturated carbonyl compounds: induction of oxidative DNA damage in mammalian cells.
Gas chromatographic investigation of acrylamide formation in browning model systems.
Bacteriocidal effects and inhibition of cell separation of cinnamic aldehyde on Bacillus cereus.
Chemical and sensorial aroma characterization of freshly distilled Calvados. 2. Identification of volatile compounds and key odorants.
Suppression effect of Cinnamomum cassia bark-derived component on nitric oxide synthase.
Bound malondialdehyde in foods: bioavailability of the N-2-propenals of lysine.
Exposure to cooking fumes in restaurant kitchens in norway.
In vitro effect of eugenol and cinnamaldehyde on membrane potential and respiratory chain complexes in isolated rat liver mitochondria.
Thiolation of protein-bound carcinogenic aldehyde. An electrophilic acrolein-lysine adduct that covalently binds to thiols.
The influence of the solvents DMSO and ethanol on the genotoxicity of alpha,beta-unsaturated aldehydes in the SOS chromotest.
Antitermitic activity of leaf essential oils and components from Cinnamomum osmophleum.
Selective growth inhibitor toward human intestinal bacteria derived from Pulsatilla cernua root.
Glutathione depletion in rat hepatocytes: a mixture toxicity study with alpha, beta-unsaturated esters.
Mutagenicity of 2-alkylpropenals in Salmonella typhimurium strain TA 100: structural influences.
Metabolism and distribution of [2,3-(14)C]acrolein in laying hens.
Metabolism and distribution of [2,3-(14)C]acrolein in lactating goats.
Cyclopentenone prostaglandins as potential inducers of intracellular oxidative stress.
Cinnamaldehyde content in foods determined by gas chromatography-mass spectrometry.
Effect of cinnamon, clove and some of their constituents on the Na(+)-K(+)-ATPase activity and alanine absorption in the rat jejunum.
Glycerol metabolism in Lactobacillus collinoides: production of 3-hydroxypropionaldehyde, a precursor of acrolein.
Evaluation of a novel antimicrobial polymer for the control of porcine postweaning colibacillosis.
Current status of acrolein as a lipid peroxidation product.
Toxicity of selected plant volatiles in microbial and mammalian short-term assays.
Detection of 1,N2-propanodeoxyguanosine adducts of 2-hexenal in organs of Fischer 344 rats by a 32P-post-labeling technique.
Control of Aspergillus flavus in maize with plant essential oils and their components.
Acrolein is a product of lipid peroxidation reaction. Formation of free acrolein and its conjugate with lysine residues in oxidized low density lipoproteins.
Protein-bound acrolein: potential markers for oxidative stress.
Susceptibility to skin stinging, non-immunologic contact urticaria and acute skin irritation; is there a relationship?
Cellular response to the redox active lipid peroxidation products: induction of glutathione S-transferase P by 4-hydroxy-2-nonenal.
Simultaneous determination of acrolein, malonaldehyde and 4-hydroxy-2-nonenal produced from lipids oxidized with Fenton's reagent.
Changes in the nasal epithelium of rats exposed by inhalation to mixtures of formaldehyde, acetaldehyde, and acrolein.
Sensory irritation to mixtures of formaldehyde, acrolein, and acetaldehyde in rats.
[Eating cinnamon in cinnamaldehyde allergy].
Inhibition of lecithin: cholesterol acyltransferase activity in human blood plasma by cigarette smoke extract and reactive aldehydes.
Mutagenicity and antimutagenicity testing of six chemicals associated with the pungent properties of specific spices as revealed by the Ames Salmonella/microsomal assay.
The influence of glutathione and detoxifying enzymes on DNA damage induced by 2-alkenals in primary rat hepatocytes and human lymphoblastoid cells.
The Melkersson-Rosenthal syndrome and food additive hypersensitivity.
Comparison of the toxicity of cinnamaldehyde when administered by microencapsulation in feed or by corn oil gavage.
Studies on trans-cinnamaldehyde. 1. The influence of dose size and sex on its disposition in the rat and mouse.
Contact urticaria from cinnamic aldehyde and benzaldehyde in a confectioner.
Lymph node cell proliferation assay in guinea pigs for the assessment of sensitizing potentials of chemical compounds.
Tissue distribution and excretion of 14C-labelled cinnamic aldehyde following single and multiple oral administration in male Fischer 344 rats.
Enhanced glutathione S-transferase 7-7 expression in rat hepatic cytosol following treatment with pyrrole.
Results with OECD recommended positive control sensitizers in the maximization, Buehler and local lymph node assays.
Effect of food flavor cinnamaldehyde on liver microsomal cytochrome P-450 in rats.
Reproductive study of acrolein on two generations of rats.
Antibacterial activity of essential oil components.
Monitoring aldehyde production during frying by reversed-phase liquid chromatography.
Yields of tar and other smoke components from UK cigarettes.
Aldehydes: occurrence, carcinogenic potential, mechanism of action and risk assessment.
Pre-natal (segment II) toxicity study of cinnamic aldehyde in the Sprague-Dawley rat.
Contact dermatitis in children.
Toxic and carcinogenic agents in dry and moist snuff.
The study of mutagenic activity of carcinogens and other chemical agents with Salmonella typhimurium assays: testing of 126 compounds.
Genotoxicity of allyl compounds--a quick screening strategy based on structure-activity relationships and a battery of prescreening tests.
[Gas chromatography determination of 2-ethylhex-2-en-1-al and its metabolites in grain].
[Mutagenic activity of carcinogens and other chemical agents in Salmonella typhimurium tests].
Allyl isothiocyanate is mutagenic in Salmonella typhimurium.
Acrolein.
Cinnamic aldehyde: a survey of consumer patch-test sensitization.
2-Haloacrylic acids as indicators of mutagenic 2-haloacrolein intermediates in mammalian metabolism of selected promutagens and carcinogens.
Mechanism for the mutagenic activation of the herbicide sulfallate.
Effects of short-term field applications of acrolein and 2,4-D (DMA) on flavor of the flesh of rainbow trout.
Analysis of acrolein in aged aqueous media. Comparison of various analytical methods with bioassays.
[Use of small peptides to study the loss of available methionine, lysine and tryptophan during technological processing].
[Severe accidental acrolein intoxication in the home (author's transl)].
[Continuous inhalation of small amounts of formaldehyde: experimental study in the rat].
Fluorescent lipid autoxidation products.
Cinnamic aldehyde in toothpaste. 1. Clinical aspects and patch tests.
Publications by J-Stage
Effects of Aliphatic Aldehydes on the Growth and Patulin Production of Penicillium expansum in Apple Juice

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Formulations/Preparations: usepaopp pc code 000701; trade names: aqualin, crolean, magnacide h, acquinite, nsc 8819. magnacide h herbicide: active ingredient 95.0% acrolein magnacide b microbiocide: active ingredient 95.0% acrolein aqualine herbicide (shell)--85% acrolein. former use acrolein is available in the usa as a commercial grade with minimum purity of 92% & contains 0.1-0.25% hydroquinone as an inhibitor. technical grade is 92-97%.

Suppliers

Sigma-Aldrich: Aldrich

TCI AMERICA

PhysChem Properties

Material listed in food chemical codex	No
Molecular weight	56.064079284668
Specific gravity	@ 20 °C
Pounds per Gallon	7.023 to 7.056
Refractive Index	1.399 to 1.404 @ 20 °C
Boiling Point	52 to 53°C @ 760 mm Hg
Vapor Pressure	274 mmHg @ 25 °C
Vapor Density	1.94
Flash Point TCC Value	-18.89 °C TCC
logP (o/w)	-0.01
Solubility
alcohol	Yes
water, 2.12E+05 mg/L @ 25 °C (exp)	Yes

Organoleptic Properties

Odor Type: Fruity
almond, cherry
General comment	At 0.10 % in dipropylene glycol. almond cherry

Occurrences

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
T N - Toxic, Dangerous for the environment.
R 12 - Extremely flammable. R 24/25 - Toxic in contact with skin and if swallowed. R 26 - Very toxic by inhalation. R 34 - Causes burns. R 50 - Very toxic to aquatic organisms. S 02 - Keep out of the reach of children. S 23 - Do not breath vapour. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 28 - After contact with skin, wash immediately with plenty of water. S 36/37/39 - Wear suitable clothing, gloves and eye/face protection. S 45 - In case of accident or if you feel unwell seek medical advice immediately. S 61 - Avoid release to the environment. Refer to special instructions/safety data sheet.

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.
Oral/Parenteral Toxicity:
oral-mouse LD50 13.90 mg/kg National Technical Information Service. Vol. OTS0533812 oral-rabbit LD50 7 mg/kg Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 1, 1966. intraperitoneal-rat LD50 4 mg/kg Toxicology and Applied Pharmacology. Vol. 71, Pg. 84, 1983. oral-rat LD50 26 mg/kg Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 58(10), Pg. 4, 1993. intravenous-cat LDLo 15 mg/kg BLOOD: OTHER CHANGES Acta Pharmacologica et Toxicologica. Vol. 8, Pg. 275, 1952. oral-mammal (species unspecified) LDLo 10 mg/kg American Journal of Hygiene. Vol. 29, Pg. 32, 1939. intraperitoneal-mouse LD50 9008 ug/kg National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986 oral-mouse LD50 13900 ug/kg SKIN AND APPENDAGES (SKIN): HAIR: OTHER BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) National Technical Information Service. Vol. OTS0533812
Dermal Toxicity:
skin-rabbit LD50 200 mg/kg Union Carbide Data Sheet. Vol. 6/18/1971 subcutaneous-rat LD50 50 mg/kg BEHAVIORAL: GENERAL ANESTHETIC LIVER: FATTY LIVER DEGERATION Acta Pharmacologica et Toxicologica. Vol. 6, Pg. 299, 1950. subcutaneous-mouse LD50 30 mg/kg LIVER: FATTY LIVER DEGERATION BEHAVIORAL: GENERAL ANESTHETIC Acta Pharmacologica et Toxicologica. Vol. 6, Pg. 299, 1950. subcutaneous-guinea pig LDLo 178 ug/kg BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD CARDIAC: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: DYSPNEA Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 43, Pg. 351, 1900. subcutaneous-rabbit LDLo 250 mg/kg LUNGS, THORAX, OR RESPIRATION: DYSPNEA Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 43, Pg. 351, 1900.
Inhalation Toxicity:
inhalation-rat LC50 18 mg/m3/4H Current Toxicology. Vol. 1, Pg. 47, 1993. inhalation-mouse LC50 66 ppm/6H Internationales Archiv fuer Arbeitsmedizin. Vol. 26, Pg. 281, 1970. inhalation-cat LCLo 1570 mg/m3/2H Acta Pharmacologica et Toxicologica. Vol. 6, Pg. 299, 1950. inhalation-child TCLo 300 ppb/2H LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI LUNGS, THORAX, OR RESPIRATION: RESPIRATORY OBSTRUCTION Nouvelle Presse Medicale. Vol. 8, Pg. 2469, 1979. inhalation-guinea pig LCLo 24 mg/m3/6H LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI LUNGS, THORAX, OR RESPIRATION: EMPHYSEMA British Medical Journal. Vol. 2, Pg. 913, 1956. inhalation-hamster LCLo 1000 ppm/10M LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE Sangyo Igaku. Japanese Journal of Industrial Health. Vol. 19, Pg. 367, 1977. inhalation-human LCLo 5500 ppb "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 73, 1969. inhalation-human LCLo 153 ppm/10M National Technical Information Service. Vol. PB214-270 inhalation-man TCLo 1 ppm SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE British Medical Journal. Vol. 2, Pg. 913, 1956. inhalation-rabbit LCLo 24 mg/m3/6H LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI LUNGS, THORAX, OR RESPIRATION: EMPHYSEMA LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA British Medical Journal. Vol. 2, Pg. 913, 1956.

Safety in use information

Category:
food starch-modified and slimicides
Recommendation for acrolein usage levels up to:
	not for fragrance use.

Recommendation for acrolein flavor usage levels up to:
	not for flavor use.