ACROLEIN

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C3H4O
Molecular Weight	56.0633
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C=CC=O

InChI

InChIKey=HGINCPLSRVDWNT-UHFFFAOYSA-N

InChI=1S/C3H4O/c1-2-3-4/h2-3H,1H2

HIDE SMILES / InChI

Molecular Formula	C3H4O
Molecular Weight	56.0633
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Antioxidative function and substrate specificity of NAD(P)H-dependent alkenal/one oxidoreductase. A new role for leukotriene B4 12-hydroxydehydrogenase/15-oxoprostaglandin 13-reductase.	2001-11-02	11524419
Structure-activity studies of antitumor agent irofulven (hydroxymethylacylfulvene) and analogues.	2001-09-07	11529745
N-dealkylation of an N-cyclopropylamine by horseradish peroxidase. Fate of the cyclopropyl group.	2001-09-05	11525657
Amine metabolism: a novel path to coronary artery vasospasm.	2001-09-01	11543647
The antimutagenic effect of vanillin and cinnamaldehyde on spontaneous mutation in Salmonella TA104 is due to a reduction in mutations at GC but not AT sites.	2001-09-01	11506799
Calciphylaxis.	2001-09	11524512
Melanoma in African-Americans: trends in biological behavior and clinical characteristics over two decades.	2001-09	11519062
Inhibition of neutrophil apoptosis by acrolein: a mechanism of tobacco-related lung disease?	2001-09	11504702
Experimental and theoretical studies on the thermal decomposition of heterocyclic nitrosimines.	2001-08-08	11480966
Reactive carbonyl formation by oxidative and non-oxidative pathways.	2001-08-01	11487471
Infantile acute hemorrhagic edema of the skin.	2001-08	11534914
The chemistry, toxicology, and identification in rat and human urine of 4-hydroxy-5-phenyl-1,3-oxazaperhydroin-2-one: a reactive metabolite in felbamate bioactivation.	2001-08	11511169
Cytotoxic effects of cigarette smoke extract on an alveolar type II cell-derived cell line.	2001-08	11435227
Glutathione elevation and its protective role in acrolein-induced protein damage in synaptosomal membranes: relevance to brain lipid peroxidation in neurodegenerative disease.	2001-08	11408093
High-performance liquid chromatography method for the quantification of non-radiolabelled cinnamic compounds in analytes derived from human skin absorption and metabolism experiments.	2001-07-15	11486835
A new multicomponent domino reaction of 1,3-dicarbonyl compounds: one-pot access to polycyclic N/O-, N/S-, and N/N-aminals.	2001-07-12	11440565
Determination of acrolein by headspace solid-phase microextraction gas chromatography and mass spectrometry.	2001-07-05	11482731
Cutaneous manifestations of chronic renal failure in children of color.	2001-07-05	11437998
Determination of carbonyl compounds in air by electrochromatography.	2001-07	11504062
Woolly hair, premature loss of teeth, nail dystrophy, acral hyperkeratosis and facial abnormalities: possible new syndrome in a Dutch kindred.	2001-07	11453928
The last step of syringyl monolignol biosynthesis in angiosperms is regulated by a novel gene encoding sinapyl alcohol dehydrogenase.	2001-07	11449052
Navajo neurohepatopathy: a mitochondrial DNA depletion syndrome?	2001-07	11431741
Release of markedly increased quantities of prostaglandin D2 from the skin in vivo in humans after the application of cinnamic aldehyde.	2001-07	11423836
Beat-to-beat cardiovascular responses to rapid, low-level LBNP in humans.	2001-07	11404296
Evaluation of media and derivatization chemistry for six aldehydes in a passive sampler.	2001-06-01	11414036
Chemical and biological evaluation of a reaction mixture of R-(+)-limonene/ozone: formation of strong airway irritants.	2001-06	11485219
Human gingival fibroblast cytoskeleton is a target for volatile smoke components.	2001-06	11453231
Characterization of chemical interferences in the determination of unsaturated aldehydes using aromatic hydrazine reagents and liquid chromatography.	2001-06	11432268
A case of Rombo syndrome.	2001-06	11422044
The clinical and histologic spectrum of cutaneous fibrous perineuriomas.	2001-06	11391098
The suitability of hexyl cinnamic aldehyde as a calibrant for the murine local lymph node assay.	2001-06	11380546
Oxidative stress promotes the development of transformation: involvement of a potent mutagenic lipid peroxidation product, acrolein.	2001-06	11375902
New strategies in organic catalysis: the first enantioselective organocatalytic Friedel-Crafts alkylation.	2001-05-09	11457218
Glutathione depletion in rat hepatocytes: a mixture toxicity study with alpha, beta-unsaturated esters.	2001-05	11491390
Acquired crateriform hyperkeratotic papules of the lower limbs: an unusual variant of acrokeratoelastoidosis of Costa.	2001-05	11422170
Malignant melanoma in African Americans.	2001-05	11381857
Role of glutathione S-transferases A1-1, M1-1, and P1-1 in the detoxification of 2-phenylpropenal, a reactive felbamate metabolite.	2001-05	11368548
An allyltitanium derived from acrolein 1,2-dicyclohexylethylene acetal and (eta(2)-propene)Ti(O-i-Pr)(2) as a chiral propionaldehyde homoenolate equivalent that reacts with imines with excellent stereoselectivity. An efficient and practical access to optically active gamma-amino carbonyl compounds.	2001-04-18	11472117
[Rudimentary acral anomalies in a patient with Acrocal-losal syndrome].	2001-04	11398065
[Dyshidrosis and acral purpura during polymorphic dermatitis in pregnancy: 2 cases].	2001-04	11395652
Opening of thiiranes: preparation of orthogonal protected 2-thioglyceraldehyde.	2001-02-09	11430112
On-road emissions of carbonyls from light-duty and heavy-duty vehicles.	2001-01-01	11352025
[The bindings of typical aldehydes pollutants with cell DNA].	2001-01	11382035
Vasopressin-dependent flank marking in golden hamsters is suppressed by drugs used in the treatment of obsessive-compulsive disorder.	2001	11545675
Occupational exposure to harmful chemical substances while processing phenol-formaldehyde resins.	2001	11543697
Relevance of low titers of cryoglobulins and cold-agglutinins in patients with isolated Raynaud phenomenon.	2001	11455056
Biochemical, electron microscopic and immunohistological observations of cationic detergent-extracted cells: detection and improved preservation of microextensions and ultramicroextensions.	2001	11425343
Mutagenicity of 2-alkylpropenals in Salmonella typhimurium strain TA 100: structural influences.	2001	11424182
Caffeine potentiation of allyl alcohol-induced hepatotoxicity. II. In vitro study.	2001	11394714
Influence of caffeine on allyl alcohol-induced hepatotoxicity in rats. I. In vivo study.	2001	11394713

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:37:05 GMT 2025` Edited by `admin` on `Mon Mar 31 18:37:05 GMT 2025`
Record UNII	7864XYD3JJ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ACROLEIN

Systematic Name

English

AQUALIN

Preferred Name

English

ACRYLALDEHYDE

Systematic Name

English

ACROLEIN [IARC]

Common Name

English

MAGNACIDE H

Common Name

English

ALLYL ALDEHYDE

Common Name

English

ACROLEIN [HSDB]

Common Name

English

PROP-2-EN-1-AL

Systematic Name

English

MAGNACIDE B

Common Name

English

2-PROPENAL

Systematic Name

English

ETHYLENE ALDEHYDE

Common Name

English

ACROLEIN [MI]

Common Name

English

2-PROPEN-1-ONE

Systematic Name

English

ACRYLIC ALDEHYDE

Common Name

English

NSC-8819

Code

English

ACROLEIN [MART.]

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

701