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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:57:00 UTC

Update Date

2023-02-21 17:28:13 UTC

HMDB ID

HMDB0040410

Secondary Accession Numbers

HMDB40410

Metabolite Identification

Common Name

Ethyl 3-mercaptopropanoic acid

Description

Ethyl 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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Ethyl 3-mercaptopropanoate	Generator
ETHYL 3-mercaptopropionATE	HMDB
Ethyl 3-sulfanylpropanoate	HMDB
FEMA 3677	HMDB
Gabitril	HMDB
N-(4,4-Di(3-methylthien-2-yl)but-3-enyl)nipecotic acid	HMDB
Tiagabine	HMDB
Tiagabine, (S)-isomer	HMDB
Ethyl 3-sulfanylpropanoic acid	Generator
Ethyl 3-sulphanylpropanoate	Generator
Ethyl 3-sulphanylpropanoic acid	Generator

Chemical Formula

C₅H₁₀O₂S

Average Molecular Weight

134.197

Monoisotopic Molecular Weight

134.040150254

IUPAC Name

ethyl 3-sulfanylpropanoate

Traditional Name

ethyl 3-sulfanylpropanoate

CAS Registry Number

5466-06-8

SMILES

CCOC(=O)CCS

InChI Identifier

InChI=1S/C5H10O2S/c1-2-7-5(6)3-4-8/h8H,2-4H2,1H3

InChI Key

CJQWLNNCQIHKHP-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).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Carboxylic 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 Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0040410)
Cytoplasm (HMDB: HMDB0040410)

Source

Exogenous

Food

Food (HMDB: HMDB0040410)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040410)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0040410)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	75.00 to 76.00 °C. @ 10.00 mm Hg	The Good Scents Company Information System
Water Solubility	6878 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.373 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.36 g/L	ALOGPS
logP	1.3	ALOGPS
logP	0.95	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	10.11	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	34.59 m³·mol⁻¹	ChemAxon
Polarizability	14.32 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	126.179	31661259
DarkChem	[M-H]-	121.914	31661259
DeepCCS	[M+H]+	131.693	30932474
DeepCCS	[M-H]-	129.753	30932474
DeepCCS	[M-2H]-	165.309	30932474
DeepCCS	[M+Na]+	139.647	30932474
AllCCS	[M+H]+	130.7	32859911
AllCCS	[M+H-H2O]+	126.6	32859911
AllCCS	[M+NH4]+	134.5	32859911
AllCCS	[M+Na]+	135.6	32859911
AllCCS	[M-H]-	132.8	32859911
AllCCS	[M+Na-2H]-	136.2	32859911
AllCCS	[M+HCOO]-	140.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethyl 3-mercaptopropanoic acid	CCOC(=O)CCS	1619.0	Standard polar	33892256
Ethyl 3-mercaptopropanoic acid	CCOC(=O)CCS	996.9	Standard non polar	33892256
Ethyl 3-mercaptopropanoic acid	CCOC(=O)CCS	1025.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ethyl 3-mercaptopropanoic acid,1TMS,isomer #1	CCOC(=O)CCS[Si](C)(C)C	1229.1	Semi standard non polar	33892256
Ethyl 3-mercaptopropanoic acid,1TMS,isomer #1	CCOC(=O)CCS[Si](C)(C)C	1271.0	Standard non polar	33892256
Ethyl 3-mercaptopropanoic acid,1TBDMS,isomer #1	CCOC(=O)CCS[Si](C)(C)C(C)(C)C	1450.6	Semi standard non polar	33892256
Ethyl 3-mercaptopropanoic acid,1TBDMS,isomer #1	CCOC(=O)CCS[Si](C)(C)C(C)(C)C	1495.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl 3-mercaptopropanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ri-9000000000-cc25ba752087973179c1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl 3-mercaptopropanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 10V, Positive-QTOF	splash10-000i-4900000000-ba8f0a1abf5b21d09220	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 20V, Positive-QTOF	splash10-000i-9300000000-fad721a4629b0edaa1d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 40V, Positive-QTOF	splash10-0bvj-9000000000-c8b8fce24a6a39fc6ff9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 10V, Negative-QTOF	splash10-001i-9400000000-0d293bd0392f9e55664d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 20V, Negative-QTOF	splash10-001s-9200000000-04ddea1b2dc563f19f04	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 40V, Negative-QTOF	splash10-001i-9000000000-b95e97f1c01700c7319a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 10V, Positive-QTOF	splash10-052r-9400000000-991bb1bcf891030ea4ba	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 20V, Positive-QTOF	splash10-08mr-9000000000-7e4c3cc4dfe28c6a09e8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 40V, Positive-QTOF	splash10-0002-9000000000-0cbd416144e663f12f6f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 10V, Negative-QTOF	splash10-001r-9200000000-d2012e02c37cb2858e9a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 20V, Negative-QTOF	splash10-001i-9000000000-3cb5d4977cc0850d70da	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 3-mercaptopropanoic acid 40V, Negative-QTOF	splash10-0a59-9000000000-0367ba1e07f258475c80	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020142

KNApSAcK ID

C00056291

Chemspider ID

20324

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21625

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1037391

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Ethyl 3-mercaptopropanoic acid (HMDB0040410)

MOL for HMDB0040410 (Ethyl 3-mercaptopropanoic acid)

3D MOL for HMDB0040410 (Ethyl 3-mercaptopropanoic acid)

3D SDF for HMDB0040410 (Ethyl 3-mercaptopropanoic acid)

3D-SDF for HMDB0040410 (Ethyl 3-mercaptopropanoic acid)

PDB for HMDB0040410 (Ethyl 3-mercaptopropanoic acid)

3D PDB for HMDB0040410 (Ethyl 3-mercaptopropanoic acid)

SMILES for HMDB0040410 (Ethyl 3-mercaptopropanoic acid)

INCHI for HMDB0040410 (Ethyl 3-mercaptopropanoic acid)

Structure for HMDB0040410 (Ethyl 3-mercaptopropanoic acid)

3D Structure for HMDB0040410 (Ethyl 3-mercaptopropanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra