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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:57:00 UTC
Update Date2023-02-21 17:28:13 UTC
HMDB IDHMDB0040410
Secondary Accession Numbers
  • HMDB40410
Metabolite Identification
Common NameEthyl 3-mercaptopropanoic acid
DescriptionEthyl 3-mercaptopropanoic acid belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Ethyl 3-mercaptopropanoic acid is a meaty and skunk tasting compound. Based on a literature review very few articles have been published on Ethyl 3-mercaptopropanoic acid.
Structure
Data?1677000493
Synonyms
ValueSource
Ethyl 3-mercaptopropanoateGenerator
ETHYL 3-mercaptopropionATEHMDB
Ethyl 3-sulfanylpropanoateHMDB
FEMA 3677HMDB
GabitrilHMDB
N-(4,4-Di(3-methylthien-2-yl)but-3-enyl)nipecotic acidHMDB
TiagabineHMDB
Tiagabine, (S)-isomerHMDB
Ethyl 3-sulfanylpropanoic acidGenerator
Ethyl 3-sulphanylpropanoateGenerator
Ethyl 3-sulphanylpropanoic acidGenerator
Chemical FormulaC5H10O2S
Average Molecular Weight134.197
Monoisotopic Molecular Weight134.040150254
IUPAC Nameethyl 3-sulfanylpropanoate
Traditional Nameethyl 3-sulfanylpropanoate
CAS Registry Number5466-06-8
SMILES
CCOC(=O)CCS
InChI Identifier
InChI=1S/C5H10O2S/c1-2-7-5(6)3-4-8/h8H,2-4H2,1H3
InChI KeyCJQWLNNCQIHKHP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentCarboxylic acid esters
Alternative Parents
Substituents
  • Carboxylic acid ester
  • 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 DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point75.00 to 76.00 °C. @ 10.00 mm HgThe Good Scents Company Information System
Water Solubility6878 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.373 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility6.36 g/LALOGPS
logP1.3ALOGPS
logP0.95ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)10.11ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity34.59 m³·mol⁻¹ChemAxon
Polarizability14.32 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+126.17931661259
DarkChem[M-H]-121.91431661259
DeepCCS[M+H]+131.69330932474
DeepCCS[M-H]-129.75330932474
DeepCCS[M-2H]-165.30930932474
DeepCCS[M+Na]+139.64730932474
AllCCS[M+H]+130.732859911
AllCCS[M+H-H2O]+126.632859911
AllCCS[M+NH4]+134.532859911
AllCCS[M+Na]+135.632859911
AllCCS[M-H]-132.832859911
AllCCS[M+Na-2H]-136.232859911
AllCCS[M+HCOO]-140.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ethyl 3-mercaptopropanoic acidCCOC(=O)CCS1619.0Standard polar33892256
Ethyl 3-mercaptopropanoic acidCCOC(=O)CCS996.9Standard non polar33892256
Ethyl 3-mercaptopropanoic acidCCOC(=O)CCS1025.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ethyl 3-mercaptopropanoic acid,1TMS,isomer #1CCOC(=O)CCS[Si](C)(C)C1229.1Semi standard non polar33892256
Ethyl 3-mercaptopropanoic acid,1TMS,isomer #1CCOC(=O)CCS[Si](C)(C)C1271.0Standard non polar33892256
Ethyl 3-mercaptopropanoic acid,1TBDMS,isomer #1CCOC(=O)CCS[Si](C)(C)C(C)(C)C1450.6Semi standard non polar33892256
Ethyl 3-mercaptopropanoic acid,1TBDMS,isomer #1CCOC(=O)CCS[Si](C)(C)C(C)(C)C1495.9Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl 3-mercaptopropanoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-01ri-9000000000-cc25ba752087973179c12017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl 3-mercaptopropanoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 10V, Positive-QTOFsplash10-000i-4900000000-ba8f0a1abf5b21d092202016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 20V, Positive-QTOFsplash10-000i-9300000000-fad721a4629b0edaa1d32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 40V, Positive-QTOFsplash10-0bvj-9000000000-c8b8fce24a6a39fc6ff92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 10V, Negative-QTOFsplash10-001i-9400000000-0d293bd0392f9e55664d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 20V, Negative-QTOFsplash10-001s-9200000000-04ddea1b2dc563f19f042016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 40V, Negative-QTOFsplash10-001i-9000000000-b95e97f1c01700c7319a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 10V, Positive-QTOFsplash10-052r-9400000000-991bb1bcf891030ea4ba2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 20V, Positive-QTOFsplash10-08mr-9000000000-7e4c3cc4dfe28c6a09e82021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 40V, Positive-QTOFsplash10-0002-9000000000-0cbd416144e663f12f6f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 10V, Negative-QTOFsplash10-001r-9200000000-d2012e02c37cb2858e9a2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 20V, Negative-QTOFsplash10-001i-9000000000-3cb5d4977cc0850d70da2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 40V, Negative-QTOFsplash10-0a59-9000000000-0367ba1e07f258475c802021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB020142
KNApSAcK IDC00056291
Chemspider ID20324
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound21625
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1037391
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .