Common NameHydroxyacetone
DescriptionHydroxyacetone, also known as acetol or acetone alcohol, belongs to the class of organic compounds known as alpha-hydroxy ketones. These are organic compounds containing a carboxylic acid, and an amine group attached to the alpha carbon atom, relative to the C=O group. Hydroxyacetone exists in all living organisms, ranging from bacteria to humans. Hydroxyacetone is a sweet, caramel, and ethereal tasting compound. hydroxyacetone has been detected, but not quantified in several different foods, such as bog bilberries, cardoons, amaranths, black salsifies, and komatsuna. This could make hydroxyacetone a potential biomarker for the consumption of these foods. Hydroxyacetone is an intermediate in glycine, serine, and threonine metabolism.
Structure
Molecular FormulaC3H6O2
Average Mass74.07850
Monoisotopic Mass74.03678
IUPAC Name1-hydroxypropan-2-one
Traditional NameHydroxyacetone
CAS Registry Number116-09-6
SMILESCC(=O)CO
InChI IdentifierInChI=1S/C3H6O2/c1-3(5)2-4/h4H,2H2,1H3
InChI KeyXLSMFKSTNGKWQX-UHFFFAOYSA-N
CHEBI IDCHEBI:27957
HMDB IDHMDB0006961
StateNot Available
Water Solubility6.80e+02 g/l
logP-1.02
logS0.96
pKa (Strongest Acidic)13.88
pKa (Strongest Basic)-3.29
Hydrogen Acceptor Count2
Hydrogen Donor Count1
Polar Surface Area37.3 Ų
Rotatable Bond Count1
Physiological Charge0
Formal Charge0
Refractivity17.90 m³·mol⁻¹
Polarizability7.26

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