Record Information
Version1.0
Creation date2010-04-08 22:07:56 UTC
Update date2015-07-20 22:18:43 UTC
Primary IDFDB008120
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Mercaptopropanoic acid
Description2-Mercaptopropanoic acid, also known as 2-thiolactic acid or 2-thiolactate, belongs to the class of organic compounds known as alpha-mercaptocarboxylic acids. These are carboxylic acids that bear a thiol group at the C-2 position. Alpha-mercaptocarboxylic acids have the general formula RC(S)C(=O)O, where R = H, organyl group. 2-Mercaptopropanoic acid is a weakly acidic compound (based on its pKa). 2-Mercaptopropanoic acid is a meaty, roasted, and sulfurous tasting compound.
CAS Number79-42-5
Structure
Thumb
Synonyms
SynonymSource
2-Mercaptopropionic acidChEBI
2-Thiolactic acidChEBI
2-Thiolpropionic acidChEBI
alpha-Mercaptopropanoic acidChEBI
alpha-Mercaptopropionic acidChEBI
Thiolactic acidChEBI
2-MercaptopropionateGenerator
2-ThiolactateGenerator
2-ThiolpropionateGenerator
a-MercaptopropanoateGenerator
a-Mercaptopropanoic acidGenerator
alpha-MercaptopropanoateGenerator
Α-mercaptopropanoateGenerator
Α-mercaptopropanoic acidGenerator
a-MercaptopropionateGenerator
a-Mercaptopropionic acidGenerator
alpha-MercaptopropionateGenerator
Α-mercaptopropionateGenerator
Α-mercaptopropionic acidGenerator
ThiolactateGenerator
2-MercaptopropanoateGenerator
2-Mercapto-propanoic acidHMDB
2-Mercapto-propionic acidHMDB
2-Sulfanylpropanoic acidHMDB
alpha -Mercaptopropanoic acidHMDB
alpha -Mercaptopropionic acidHMDB
FEMA 3180HMDB
Ammonium thiolactateMeSH
Thiolactic acid, (S)-isomerMeSH
Thiolactic acid, disilver salt (+1)MeSH
Thiolactic acid, monoammonium saltMeSH
Thiolactic acid, calcium salt (2:1)MeSH
Thiolactic acid, strontium salt (2:1)MeSH
Thiolactic acid, (R)-isomerMeSH
Thiolactic acid, monolithium saltMeSH
α-mercaptopropanoic acidbiospider
α-mercaptopropionic acidbiospider
Alpha-mercaptopropanoic acidbiospider
Alpha-mercaptopropionic acidbiospider
Propanoic acid, 2-mercapto-biospider
Propionic acid, 2-mercapto-biospider
Thiolactic acid [UN2936] [Poison]biospider
Predicted Properties
PropertyValueSource
Water Solubility16.5 g/LALOGPS
logP0.62ALOGPS
logP0.57ChemAxon
logS-0.81ALOGPS
pKa (Strongest Acidic)4.35ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity24.97 m³·mol⁻¹ChemAxon
Polarizability10.04 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC3H6O2S
IUPAC name2-sulfanylpropanoic acid
InChI IdentifierInChI=1S/C3H6O2S/c1-2(6)3(4)5/h2,6H,1H3,(H,4,5)
InChI KeyPMNLUUOXGOOLSP-UHFFFAOYSA-N
Isomeric SMILESCC(S)C(O)=O
Average Molecular Weight106.144
Monoisotopic Molecular Weight106.008850126
Classification
Description Belongs to the class of organic compounds known as alpha-mercaptocarboxylic acids. These are carboxylic acids that bear a thiol group at the C-2 position. Alpha-mercaptocarboxylic acids have the general formula RC(S)C(=O)O, where R = H, organyl group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acids
Direct Parentalpha-Mercaptocarboxylic acids
Alternative Parents
Substituents
  • 2-mercaptocarboxylic acid
  • Monocarboxylic acid or derivatives
  • Alkylthiol
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 33.95%; H 5.70%; O 30.15%; S 30.21%DFC
Melting Point12 oC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS2-Mercaptopropanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-08ou-9100000000-1ddf1e7864794c2a9d67Spectrum
Predicted GC-MS2-Mercaptopropanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-024r-9300000000-c8b327dd622ce8610af7Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-9200000000-8e01a7bcebf854db93b8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-08g0-9100000000-6a8bb0d8374bd2086a27Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4r-9000000000-32e7619d6cd6cc5ac61eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-6900000000-82a7fd269418d8e68299Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052r-9300000000-05b84a2072b802d6d685Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fer-9000000000-54b8055a55c3e7f9c304Spectrum
NMRNot Available
ChemSpider ID56121
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID62326
Pubchem Substance IDNot Available
ChEBI ID47872
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31520
CRC / DFC (Dictionary of Food Compounds) IDDCH51-R:DCH51-R
EAFUS ID2192
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1028751
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
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
meaty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sulfurous
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
roasted
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference