Aminoacetone

Aminoacetone is the organic compound with the formula CH₃C(O)CH₂NH₂. Although stable in the gaseous form, once condensed it reacts with itself. The protonated derivative forms isolable salts, e.g. aminoacetone hydrochloride ([CH₃C(O)CH₂NH₃]Cl)). The semicarbazone of the hydrochloride is another bench-stable precursor.^[2] Aminoacetone is a metabolite that is implicated in the biosynthesis of methylglyoxal.^[3]

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Aminoacetone

Names
Preferred IUPAC name 1-Aminopropan-2-one[1]
Other names Aminoacetone[1] alpha-Aminoacetone
Identifiers
CAS Number	298-08-8 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17906 Y
ChemSpider	210 Y
ECHA InfoCard	100.236.907
KEGG	C01888 Y
PubChem CID	215
UNII	ZB4ES38S4R Y
CompTox Dashboard (EPA)	DTXSID10183939
InChI InChI=1S/C3H7NO/c1-3(5)2-4/h2,4H2,1H3 Y Key: BCDGQXUMWHRQCB-UHFFFAOYSA-N Y InChI=1/C3H7NO/c1-3(5)2-4/h2,4H2,1H3 Key: BCDGQXUMWHRQCB-UHFFFAOYAB
SMILES O=C(C)CN
Properties
Chemical formula	C3H7NO
Molar mass	73.095 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 Â°C [77 Â°F], 100 kPa). N verify (what is YN ?) Infobox references

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Aminoacetone is also produced during catabolism of the amino acid threonine. Threonine is first dehydrogenated to 2-amino-3-oxobutyrate, which is unstable and spontaneously decarboxylates to aminoacetone. Aminoacetone is then oxidized and deaminated, giving 2-oxopropanal (methylglyoxal), which is in turn oxidized to pyruvate. This pathway is the most important catabolic pathway of threonine in mammals.^[4]