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
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
Caffeine potentiation of allyl alcohol-induced hepatotoxicity. II. In vitro study.	2001	11394714
[Dyshidrosis and acral purpura during polymorphic dermatitis in pregnancy: 2 cases].	2001 Apr	11395652
Experience with calcipotriol as adjunctive treatment for vitiligo in patients who do not respond to PUVA alone: a preliminary study.	2001 Apr	11260538
Cyclopentenone prostaglandins as potential inducers of intracellular oxidative stress.	2001 Apr 13	11278531
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 Apr 18	11472117
Total synthesis of the immunosuppressant FR901483 via an amidoacrolein cycloaddition.	2001 Apr 19	11348175
Infantile acute hemorrhagic edema of the skin.	2001 Aug	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 Aug	11511169
Reactive carbonyl formation by oxidative and non-oxidative pathways.	2001 Aug 1	11487471
Experimental and theoretical studies on the thermal decomposition of heterocyclic nitrosimines.	2001 Aug 8	11480966
Acral purpuric plaques in a woman with asthma: a case of allergic granulomatosis angiitis.	2001 Feb	11236225
Unmasking the progesterone receptor in the preoptic area and hypothalamus of the ewe: no colocalization with gonadotropin-releasing neurons.	2001 Feb	11159827
Opening of thiiranes: preparation of orthogonal protected 2-thioglyceraldehyde.	2001 Feb 9	11430112
[The bindings of typical aldehydes pollutants with cell DNA].	2001 Jan	11382035
Acral necrosis of the fingers as initial manifestation of cutaneous polyarteritis nodosa--a case report.	2001 Jan	11205933
Inhalation toxicity studies of the alpha,beta-unsaturated ketones: 2-cyclohexene-1-one.	2001 Jan	11153058
Poromas of the head and neck.	2001 Jan	11148476
Determination of carbonyl compounds in air by electrochromatography.	2001 Jul	11504062
Woolly hair, premature loss of teeth, nail dystrophy, acral hyperkeratosis and facial abnormalities: possible new syndrome in a Dutch kindred.	2001 Jul	11453928
The last step of syringyl monolignol biosynthesis in angiosperms is regulated by a novel gene encoding sinapyl alcohol dehydrogenase.	2001 Jul	11449052
A new multicomponent domino reaction of 1,3-dicarbonyl compounds: one-pot access to polycyclic N/O-, N/S-, and N/N-aminals.	2001 Jul 12	11440565
High-performance liquid chromatography method for the quantification of non-radiolabelled cinnamic compounds in analytes derived from human skin absorption and metabolism experiments.	2001 Jul 15	11486835
Determination of acrolein by headspace solid-phase microextraction gas chromatography and mass spectrometry.	2001 Jul 5	11482731
Chemical and biological evaluation of a reaction mixture of R-(+)-limonene/ozone: formation of strong airway irritants.	2001 Jun	11485219
Human gingival fibroblast cytoskeleton is a target for volatile smoke components.	2001 Jun	11453231
The suitability of hexyl cinnamic aldehyde as a calibrant for the murine local lymph node assay.	2001 Jun	11380546
[Skin toxicity associated with bolus infusion of low-dose cytarabine].	2001 Mar	11345785
1,N(2)-propanodeoxyguanosine adduct formation in aortic DNA following inhalation of acrolein.	2001 Mar	11333181
Male breast cancer in Cowden syndrome patients with germline PTEN mutations.	2001 Mar	11238682
Searches for new interstellar molecules, including a tentative detection of aziridine and a possible detection of propenal.	2001 Mar 15	11345244
Responses to the major acrolein-derived deoxyguanosine adduct in Escherichia coli.	2001 Mar 23	11124950
Evaluation of the mutagenic potential of the principal DNA adduct of acrolein.	2001 Mar 23	11106660
Cigarette smoke impairs neutrophil respiratory burst activation by aldehyde-induced thiol modifications.	2001 Mar 7	11246141
Inhibitory effect of 2'-O-benzoylcinnamaldehyde on vascular endothelial cell proliferation and migration.	2001 Mar-Apr	11244358
Glutathione depletion in rat hepatocytes: a mixture toxicity study with alpha, beta-unsaturated esters.	2001 May	11491390
Role of glutathione S-transferases A1-1, M1-1, and P1-1 in the detoxification of 2-phenylpropenal, a reactive felbamate metabolite.	2001 May	11368548
Germline mutation of the PTEN gene in a Japanese patient with Cowden's disease.	2001 May	11295050
New strategies in organic catalysis: the first enantioselective organocatalytic Friedel-Crafts alkylation.	2001 May 9	11457218
Cutaneous manifestations of chronic renal failure in children of color.	2001 May-Jun	11437998
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 Nov 2	11524419
Calciphylaxis.	2001 Sep	11524512
Melanoma in African-Americans: trends in biological behavior and clinical characteristics over two decades.	2001 Sep	11519062
Inhibition of neutrophil apoptosis by acrolein: a mechanism of tobacco-related lung disease?	2001 Sep	11504702
Amine metabolism: a novel path to coronary artery vasospasm.	2001 Sep 1	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 Sep 1	11506799
N-dealkylation of an N-cyclopropylamine by horseradish peroxidase. Fate of the cyclopropyl group.	2001 Sep 5	11525657
Structure-activity studies of antitumor agent irofulven (hydroxymethylacylfulvene) and analogues.	2001 Sep 7	11529745

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 16 21:07:21 UTC 2022` Edited by `admin` on `Fri Dec 16 21:07:21 UTC 2022`
Record UNII	7864XYD3JJ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ACROLEIN

Systematic Name

English

ACROLEIN [INCI]

Common 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

AQUALIN

Brand Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

701