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1-Hydroxy-2-propanone (FDB012041)

Record Information
Version1.0
Creation date2010-04-08 22:09:57 UTC
Update date2020-09-17 15:39:29 UTC
Primary IDFDB012041
Secondary Accession Numbers
  • FDB030646
Chemical Information
FooDB Name1-Hydroxy-2-propanone
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. A propanone that is acetone in which one of the methyl hydrogens is replaced by a hydroxy group. Hydroxyacetone is an extremely weak basic (essentially neutral) compound (based on its pKa). Hydroxyacetone exists in all living organisms, ranging from bacteria to humans. Hydroxyacetone is a sweet, caramellic, and ethereal tasting compound. Outside of the human body, Hydroxyacetone is found, on average, in the highest concentration within corns. Hydroxyacetone has also been detected, but not quantified in, several different foods, such as black cabbages, pulses, mentha, onion-family vegetables, and rapes. This could make hydroxyacetone a potential biomarker for the consumption of these foods.
CAS Number116-09-6
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility680 g/LALOGPS
logP-1ALOGPS
logP-0.71ChemAxon
logS0.96ALOGPS
pKa (Strongest Acidic)13.88ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity17.9 m³·mol⁻¹ChemAxon
Polarizability7.26 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC3H6O2
IUPAC name1-hydroxypropan-2-one
InChI IdentifierInChI=1S/C3H6O2/c1-3(5)2-4/h4H,2H2,1H3
InChI KeyXLSMFKSTNGKWQX-UHFFFAOYSA-N
Isomeric SMILESCC(=O)CO
Average Molecular Weight74.0785
Monoisotopic Molecular Weight74.036779436
Classification
Description 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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha-hydroxy ketones
Alternative Parents
Substituents
  • Alpha-hydroxy ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 48.64%; H 8.16%; O 43.20%DFC
Melting PointFp -17 approx.°DFC
Boiling PointBp150 96-97°DFC
Experimental Water Solubility1000 mg/mL at 20 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd2020 1.08DFC
Refractive Indexn20D 1.4295DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0006-9000000000-50a216336c293bf1b3ba2015-03-01View Spectrum
GC-MS1-Hydroxy-2-propanone, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-07305dfad59d2227ffa7Spectrum
GC-MS1-Hydroxy-2-propanone, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-2534cfaae5c1ba708730Spectrum
GC-MS1-Hydroxy-2-propanone, non-derivatized, GC-MS Spectrumsplash10-017j-0930000000-279a3f07932eb1839074Spectrum
GC-MS1-Hydroxy-2-propanone, non-derivatized, GC-MS Spectrumsplash10-017j-0920000000-f1af25b38da545edc6c5Spectrum
GC-MS1-Hydroxy-2-propanone, non-derivatized, GC-MS Spectrumsplash10-014i-2950000000-31f525aaa70eed911510Spectrum
GC-MS1-Hydroxy-2-propanone, non-derivatized, GC-MS Spectrumsplash10-01rb-2900000000-bbb084ba481440566b91Spectrum
GC-MS1-Hydroxy-2-propanone, non-derivatized, GC-MS Spectrumsplash10-014i-2950000000-b22d81e8da17e3f02d19Spectrum
GC-MS1-Hydroxy-2-propanone, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-07305dfad59d2227ffa7Spectrum
GC-MS1-Hydroxy-2-propanone, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-2534cfaae5c1ba708730Spectrum
GC-MS1-Hydroxy-2-propanone, non-derivatized, GC-MS Spectrumsplash10-017j-0930000000-279a3f07932eb1839074Spectrum
GC-MS1-Hydroxy-2-propanone, non-derivatized, GC-MS Spectrumsplash10-017j-0920000000-f1af25b38da545edc6c5Spectrum
GC-MS1-Hydroxy-2-propanone, non-derivatized, GC-MS Spectrumsplash10-014i-2950000000-31f525aaa70eed911510Spectrum
GC-MS1-Hydroxy-2-propanone, non-derivatized, GC-MS Spectrumsplash10-01rb-2900000000-bbb084ba481440566b91Spectrum
GC-MS1-Hydroxy-2-propanone, non-derivatized, GC-MS Spectrumsplash10-014i-2950000000-b22d81e8da17e3f02d19Spectrum
Predicted GC-MS1-Hydroxy-2-propanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9000000000-5e6801cf968784a5b9deSpectrum
Predicted GC-MS1-Hydroxy-2-propanone, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00gi-9300000000-e781920c2fc8ee89a28aSpectrum
Predicted GC-MS1-Hydroxy-2-propanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - QqQ 3V, positivesplash10-00di-9000000000-2d613d85b2a9ab4b81c42020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 4V, positivesplash10-00di-9000000000-8aac708a68b987439cae2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 5V, positivesplash10-00di-9000000000-7aa091c76f3b2e3533f62020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 6V, positivesplash10-00di-9000000000-a96f1f74ed0a81fc555b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 7V, positivesplash10-05fr-9000000000-9e9863e2481fe663a1c22020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 8V, positivesplash10-0ab9-9000000000-24d5b9ab081d2ab1dc4e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 9V, positivesplash10-0a4i-9000000000-bf699c4edab22a9c33922020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 10V, positivesplash10-0a4i-9000000000-06ca82c23199feec79132020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 11V, positivesplash10-0a4i-9000000000-6063e22276e13798069c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 12V, positivesplash10-0a4i-9000000000-df73e7e99651b56301bf2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 13V, positivesplash10-0a4i-9000000000-cab5dcbf47489b84ed562020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 14V, positivesplash10-0a4i-9000000000-490e579ce5b7ee61e4b62020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 15V, positivesplash10-0a4i-9000000000-82946f673383e2e48eed2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 16V, positivesplash10-0a4i-9000000000-9e922e16d939cec820782020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 17V, positivesplash10-0a4i-9000000000-e9f30d809fd20007a0d52020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 18V, positivesplash10-0a6r-9000000000-5125f6367687313ab7e12020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 19V, positivesplash10-0a6r-9000000000-81a018ab2528282c82bf2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 20V, positivesplash10-0a6r-9000000000-3dd73306f979d472425e2020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-9000000000-535f26482c157dec5ff52015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-056r-9000000000-9f6cd14ffcf61c4673632015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-9000000000-4b977c4569c6668411702015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-359666943b9e9621209c2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-67ac069288bf16663cf72015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-1ad0fc4aef1abc1d687f2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-9000000000-35ce377642adfe80d15b2021-09-22View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 15.09 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
ChemSpider ID21106125
ChEMBL IDNot Available
KEGG Compound IDC05235
Pubchem Compound ID8299
Pubchem Substance IDNot Available
ChEBI ID27957
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB06961
CRC / DFC (Dictionary of Food Compounds) IDHCS63-R:HCS63-R
EAFUS ID1721
Dr. Duke ID1-HYDROXY-PROPAN-2-ONE
BIGG IDNot Available
KNApSAcK IDC00019558
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1132561
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Retinol dehydrogenase 13RDH13Q8NBN7
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
pungent
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
caramellic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
ethereal
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).