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Identification
YMDB IDYMDB00892
NameAminoacetone
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionAminoacetone, also known as amino-2-propanone, belongs to the class of organic compounds known as alpha-amino ketones. These are ketones containing a carboxylic acid, and an amine group attached to the alpha carbon atom relative to C=O group. Aminoacetone is a very strong basic compound (based on its pKa). Aminoacetone exists in all living species, ranging from bacteria to humans.
Structure
Thumb
Synonyms
  • 1-amino-(8CI,9CI)-2-propanone
  • 1-Amino-2-propanone
  • 1-aminopropan-2-one
  • alpha-Aminoacetone
  • amino-(6CI)-2-propanone
  • amino-2-propanone
  • 1-AMINO-propan-2-one
  • Ammonioacetone
CAS number298-08-8
WeightAverage: 73.0938
Monoisotopic: 73.052763851
InChI KeyBCDGQXUMWHRQCB-UHFFFAOYSA-N
InChIInChI=1S/C3H7NO/c1-3(5)2-4/h2,4H2,1H3
IUPAC Name1-aminopropan-2-one
Traditional IUPAC Nameα-aminoacetone
Chemical FormulaC3H7NO
SMILES[H]N([H])C([H])([H])C(=O)C([H])([H])[H]
Chemical Taxonomy
Description belongs to the class of organic compounds known as alpha-amino ketones. These are ketones containing a carboxylic acid, and an amine group attached to the alpha carbon atom relative to C=O group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha-amino ketones
Alternative Parents
Substituents
  • Alpha-aminoketone
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility528 g/LALOGPS
logP-1.3ALOGPS
logP-0.82ChemAxon
logS0.86ALOGPS
pKa (Strongest Acidic)17.3ChemAxon
pKa (Strongest Basic)7.84ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area43.09 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity19.55 m³·mol⁻¹ChemAxon
Polarizability7.71 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • cytoplasm
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG Pathways
Glycine, serine and threonine metabolismec00260 Map00260
SMPDB ReactionsNot Available
KEGG Reactions
Aminoacetone + water + oxygenPyruvaldehyde + Hydrogen peroxide + Ammonium
L-2-amino-3-oxobutanoic acid + hydronAminoacetone + Carbon dioxide
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:
  • Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
  • Murata, K., Saikusa, T., Fukuda, Y., Watanabe, K., Inoue, Y., Shimosaka, M., Kimura, A. (1986). "Metabolism of 2-oxoaldehydes in yeasts. Possible role of glycolytic bypath as a detoxification system in L-threonine catabolism by Saccharomyces cerevisiae." Eur J Biochem 157:297-301.3086094
Synthesis Reference:Turner, J. M. Aminoacetone production by microorganisms. Biochemical Journal (1966), 98(1), 7P.
External Links:
ResourceLink
CHEBI ID17906
HMDB IDHMDB02134
Pubchem Compound ID215
Kegg IDC01888
ChemSpider ID210
FOODB IDFDB022860
Wikipedia1-Amino-2-propanone
BioCyc IDAMINO-ACETONE