Showing Compound 3-Mercaptopropanoic acid (FDB021759)

Record Information

Version

1.0

Creation date

2011-03-30 21:41:59 UTC

Update date

2015-07-21 06:55:47 UTC

Primary ID

FDB021759

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

3-Mercaptopropanoic acid

Description

3-Mercaptopropanoic acid, also known as 3-thiolpropanoate or 3-thiohydracrylic acid, belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH. 3-Mercaptopropanoic acid exists in all living organisms, ranging from bacteria to humans. 3-Mercaptopropanoic acid is a roasted and sulfurous tasting compound. Based on a literature review very few articles have been published on 3-Mercaptopropanoic acid.

CAS Number

107-96-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2-Mercaptoethanecarboxylic acid	ChEBI
3-Mercaptopropionic acid	ChEBI
3-Thiohydracrylic acid	ChEBI
3-Thiolpropanoic acid	ChEBI
3-Thiopropanoic acid	ChEBI
3-Thiopropionic acid	ChEBI
3MPA	ChEBI
beta-Mercaptopropionic acid	ChEBI
beta-Thiopropionic acid	ChEBI
2-Mercaptoethanecarboxylate	Generator
3-Mercaptopropionate	Generator
3-Thiohydracrylate	Generator
3-Thiolpropanoate	Generator
3-Thiopropanoate	Generator
3-Thiopropionate	Generator
b-Mercaptopropionate	Generator
b-Mercaptopropionic acid	Generator
beta-Mercaptopropionate	Generator
Β-mercaptopropionate	Generator
Β-mercaptopropionic acid	Generator
b-Thiopropionate	Generator
b-Thiopropionic acid	Generator
beta-Thiopropionate	Generator
Β-thiopropionate	Generator
Β-thiopropionic acid	Generator
3-Mercaptopropanoate	Generator
3-Mercaptopropanoic acid, 9ci	HMDB
Thiohydracrylic acid	HMDB
3 Mercaptopropanoic acid	MeSH, HMDB
Acid, 3-mercaptopropionic	MeSH, HMDB
3 Mercaptopropionic acid	MeSH, HMDB
Acid, 3-mercaptopropanoic	MeSH, HMDB
beta Mercaptopropionate	MeSH, HMDB
3-Mercaptopropanoic acid, 9CI	db_source
β-mercaptopropionate	Generator
β-mercaptopropionic acid	Generator
β-thiopropionate	Generator
β-thiopropionic acid	Generator

Predicted Properties

Property	Value	Source
Water Solubility	15.5 g/L	ALOGPS
logP	0.34	ALOGPS
logP	0.45	ChemAxon
logS	-0.84	ALOGPS
pKa (Strongest Acidic)	4.57	ChemAxon
pKa (Strongest Basic)	-9.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	25.07 m³·mol⁻¹	ChemAxon
Polarizability	10.2 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

Chemical Formula

C3H6O2S

IUPAC name

3-sulfanylpropanoic acid

InChI Identifier

InChI=1S/C3H6O2S/c4-3(5)1-2-6/h6H,1-2H2,(H,4,5)

InChI Key

DKIDEFUBRARXTE-UHFFFAOYSA-N

Isomeric SMILES

OC(=O)CCS

Average Molecular Weight

106.144

Monoisotopic Molecular Weight

106.008850126

Classification

Description

Belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acids

Direct Parent

Carboxylic acids

Alternative Parents

Substituents

Monocarboxylic acid or derivatives
Carboxylic acid
Alkylthiol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

mercaptopropanoic acid (CHEBI:44111 )

Ontology

Disposition

Source:

Food

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Cryst.	DFC
Mass Composition	C 33.95%; H 5.70%; O 30.15%; S 30.21%	DFC
Melting Point	Mp 16.8°	DFC
Boiling Point	Not Available
Experimental Water Solubility	Sol. H2O, EtOH, Et2O	DFC
Experimental logP	Not Available
Experimental pKa	pKa1 4.38; pKa2 10.38 (25°)	DFC
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	n20D 1.4920	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	3-Mercaptopropanoic acid, non-derivatized, GC-MS Spectrum	splash10-0bvi-9200000000-f1549c9afaebf551db48	Spectrum
GC-MS	3-Mercaptopropanoic acid, non-derivatized, GC-MS Spectrum	splash10-0bvi-9200000000-f1549c9afaebf551db48	Spectrum
Predicted GC-MS	3-Mercaptopropanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0c00-9100000000-ebbe3d6e9a3cd5dacb05	Spectrum
Predicted GC-MS	3-Mercaptopropanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-022i-9300000000-b4c5434a05a98da57b44	Spectrum
Predicted GC-MS	3-Mercaptopropanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Mercaptopropanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4r-9600000000-b224679480650ede86bf	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0c09-9200000000-50e01f5872a90253cbe3	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-08i0-9000000000-53d62f29be351ebdff1d	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ab9-9700000000-c55f06c1c84faab1c569	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9500000000-3c6f4ec5b0a6bc81b3fd	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-9000000000-0d7fd3526d8ad4ed3ade	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9100000000-3962af5fc221a65bdb47	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9000000000-2b094d0504d49a36fb10	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9000000000-730713f50ba822d0bf9c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-9000000000-5b4a9b8fa37acba04a91	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-9000000000-942ac689538269d6ca7b	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-9000000000-942ac689538269d6ca7b	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

6267

ChEMBL ID

CHEMBL358697

KEGG Compound ID

Not Available

Pubchem Compound ID

6514

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB41604

CRC / DFC (Dictionary of Food Compounds) ID

DCH64-X:DCH64-X

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

MPT

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1191161

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
sulfurous	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
roasted	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference