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Details

Stereochemistry ACHIRAL
Molecular Formula C3H7NO
Molecular Weight 73.0938
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMINOACETONE

SMILES

CC(=O)CN

InChI

InChIKey=BCDGQXUMWHRQCB-UHFFFAOYSA-N
InChI=1S/C3H7NO/c1-3(5)2-4/h2,4H2,1H3

HIDE SMILES / InChI

Molecular Formula C3H7NO
Molecular Weight 73.0938
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Metabolome analysis revealed increase in S-methylcysteine and phosphatidylisopropanolamine synthesis upon L-cysteine deprivation in the anaerobic protozoan parasite Entamoeba histolytica.
2010-12-10
Acetyl radical production by the methylglyoxal-peroxynitrite system: a possible route for L-lysine acetylation.
2010-11-15
A small molecule that mimics the metabolic activity of copper-containing amine oxidases (CuAOs) toward physiological mono- and polyamines.
2010-08-21
Effects of capecitabine and celecoxib in experimental pancreatic cancer.
2010
Aminoacetone as the penultimate precursor to the antitumor agent azinomycin A.
2009-09-03
Highly thermostable L-threonine dehydrogenase from the hyperthermophilic archaeon Thermococcus kodakaraensis.
2009-07
A fluorometric high-performance liquid chromatography procedure for simultaneous determination of methylamine and aminoacetone in blood and tissues.
2009-01-01
Salt stress-induced alterations in the root proteome of barley genotypes with contrasting response towards salinity.
2009
d -Limonene sensitizes docetaxel-induced cytotoxicity in human prostate cancer cells: Generation of reactive oxygen species and induction of apoptosis.
2009
Aminoacetone, a putative endogenous source of methylglyoxal, causes oxidative stress and death to insulin-producing RINm5f cells.
2008-09
Methylglyoxal production in vascular smooth muscle cells from different metabolic precursors.
2008-09
Identification and monitoring of intermediates and products in the acrylamide pathway using online analysis.
2008-08-13
Chemopreventive effect of selenium and Chinese medicinal herbs on N-nitrosobis(2-oxopropyl)amine-induced hepatocellular carcinoma in Syrian hamsters.
2008-07
The contribution of cerebral vascular semicarbazide-sensitive amine oxidase to cerebral amyloid angiopathy in Alzheimer's disease.
2008-04
N-methyl-N-phenylaminomethyl 2-naphthyl ketone: an X-ray diffraction and density functional theory study.
2008-03
Evidence for in vivo scavenging by aminoguanidine of formaldehyde produced via semicarbazide-sensitive amine oxidase-mediated deamination.
2007-09
First aminoacetone chelate: [Co(tren){NH2CH2C(O)CH3}]3+-a substrate binding and activation model for zinc(II)-dependent 5-aminolaevulinic acid dehydratase.
2007-08-14
Can ageing be prevented by dietary restriction?
2007-02
Catalytic transfer hydrogenation with terdentate CNN ruthenium complexes: the influence of the base.
2007
Effect of aldehydes derived from oxidative deamination and oxidative stress on beta-amyloid aggregation; pathological implications to Alzheimer's disease.
2007
Renalase, a catecholamine-metabolising enzyme?
2007
Potential inplications of endogenous aldehydes in beta-amyloid misfolding, oligomerization and fibrillogenesis.
2006-12
Diabetes and semicarbazide-sensitive amine oxidase (SSAO) activity: a review.
2006-06-27
Trace determination of 1-aminopropanone, a potential marker for wastewater contamination by liquid chromatography and atmospheric pressure chemical ionization-mass spectrometry.
2006-02
The dual face of endogenous alpha-aminoketones: pro-oxidizing metabolic weapons.
2006-01-31
A novel HPLC procedure for detection and quantification of aminoacetone, a precursor of methylglyoxal, in biological samples.
2005-09-25
Biphasic enantioselective olefin epoxidation using Tropos dibenzoazepinium catalysts.
2005-07-22
D-lactate metabolism in starved Octopus ocellatus.
2005-06-01
Aminoacetone induces oxidative modification to human plasma ceruloplasmin.
2005-04
Developmental profiles of 5-aminolevulinate, porphobilinogen and porphobilinogen synthase activity in Pieris brassicae related to the synthesis of the bilin-binding protein.
2005-02
Aminoacetone induces iron-mediated oxidative damage to isolated rat liver mitochondria.
2004-10-15
Semicarbazide-sensitive amine oxidase: current status and perspectives.
2004-05
Involvement of SSAO-mediated deamination in adipose glucose transport and weight gain in obese diabetic KKAy mice.
2004-04
Selective inhibitors of membrane-bound semicarbazide-sensitive amine oxidase (SSAO) activity in mammalian tissues.
2004-01
Semicarbazide-sensitive amine oxidases: enzymes with quite a lot to do.
2004-01
Thiosugar nucleosides. Synthesis and biological activity of 1,3,4-thiadiazole, thiazoline and thiourea derivatives of 5-thio-D-glucose.
2004
Aminoacetone induces loss of ferritin ferroxidase and iron uptake activities.
2003-10
Production of 5-aminolevulinic acid by an Escherichia coli aminolevulinate dehydratase mutant that overproduces Rhodobacter sphaeroides aminolevulinate synthase.
2003-10
Physiological and pathological implications of semicarbazide-sensitive amine oxidase.
2003-04-11
Semicarbazide-sensitive amine oxidase in aortic smooth muscle cells mediates synthesis of a methylglyoxal-AGE: implications for vascular complications in diabetes.
2002-10-04
The human L-threonine 3-dehydrogenase gene is an expressed pseudogene.
2002-10-02
Involvement of semicarbazide-sensitive amine oxidase-mediated deamination in atherogenesis in KKAy diabetic mice fed with high cholesterol diet.
2002-09
Molecular cloning and tissue distribution of mammalian L-threonine 3-dehydrogenases.
2002-06-25
Inhibition and regulation of rat liver L-threonine dehydrogenase by different fatty acids and their derivatives.
2001-11-07
Aerobic oxidation of aminoacetone, a threonine catabolite: iron catalysis and coupled iron release from ferritin.
2001-09
Determination of 1-aminopropan-2-one, a dissolved sewage component, in water samples.
2001-04
2-Bromoethylamine as a potent selective suicide inhibitor for semicarbazide-sensitive amine oxidase.
2001-03-15
Oxidative DNA damage induced by aminoacetone, an amino acid metabolite.
1999-05-01
Interaction between L-threonine dehydrogenase and aminoacetone synthetase and mechanism of aminoacetone production.
1986-12-15
[Effect of the pH value on the dissociation of the aminoketones delta-aminolevulinic acid and aminoacetone by extraction with ether and dichlormethane].
1981
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:04:55 GMT 2025
Edited
by admin
on Mon Mar 31 19:04:55 GMT 2025
Record UNII
ZB4ES38S4R
Record Status Validated (UNII)
Record Version
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Name Type Language
AMINOACETONE
Systematic Name English
.ALPHA.-AMINOACETONE
Preferred Name English
1-AMINO-2-PROPANONE
Systematic Name English
Code System Code Type Description
FDA UNII
ZB4ES38S4R
Created by admin on Mon Mar 31 19:04:55 GMT 2025 , Edited by admin on Mon Mar 31 19:04:55 GMT 2025
PRIMARY
CHEBI
58320
Created by admin on Mon Mar 31 19:04:55 GMT 2025 , Edited by admin on Mon Mar 31 19:04:55 GMT 2025
PRIMARY
WIKIPEDIA
1-Amino-2-propanone
Created by admin on Mon Mar 31 19:04:55 GMT 2025 , Edited by admin on Mon Mar 31 19:04:55 GMT 2025
PRIMARY
PUBCHEM
215
Created by admin on Mon Mar 31 19:04:55 GMT 2025 , Edited by admin on Mon Mar 31 19:04:55 GMT 2025
PRIMARY
CAS
298-08-8
Created by admin on Mon Mar 31 19:04:55 GMT 2025 , Edited by admin on Mon Mar 31 19:04:55 GMT 2025
PRIMARY
CHEBI
17906
Created by admin on Mon Mar 31 19:04:55 GMT 2025 , Edited by admin on Mon Mar 31 19:04:55 GMT 2025
PRIMARY
EPA CompTox
DTXSID10183939
Created by admin on Mon Mar 31 19:04:55 GMT 2025 , Edited by admin on Mon Mar 31 19:04:55 GMT 2025
PRIMARY
MESH
C006495
Created by admin on Mon Mar 31 19:04:55 GMT 2025 , Edited by admin on Mon Mar 31 19:04:55 GMT 2025
PRIMARY