3-Mercaptolactic acid

Common Name

3-Mercaptolactic acid Description

3-Mercaptolactic acid is a thiol that has been confirmed to be found in urine (PMID 8852041 ). Structure

MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

Synonyms

Value Source 3-MercaptolactateHMDB b-MercaptolactateHMDB b-Mercaptolactic acidHMDB beta-MercaptolactateHMDB beta-Mercaptolactic acidHMDB 2-Hydroxy-3-mercaptopropionic acidMeSH

Chemical Formlia

C₃H₆O₃S Average Molecliar Weight

122.143 Monoisotopic Molecliar Weight

122.003764748 IUPAC Name

2-hydroxy-3-slifanylpropanoic acid Traditional Name

β-mercaptolactic acid CAS Registry Number

2614-83-7 SMILES

OC(CS)C(O)=O

InChI Identifier

InChI=1S/C3H6O3S/c4-2(1-7)3(5)6/h2,4,7H,1H2,(H,5,6)

InChI Key

OLQOVQTWRIJPRE-UHFFFAOYSA-N Chemical Taxonomy Description

This compound belongs to the class of chemical entities known as monosaccharides. These are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formlia CnH2nOn. Kingdom

Chemical entities Super Class

Organic compounds Class

Organic oxygen compounds Sub Class

Organooxygen compounds Direct Parent

Monosaccharides Alternative Parents

Alpha hydroxy acids and derivatives

Secondary alcohols

Monocarboxylic acids and derivatives

Carboxylic acids

Alkylthiols

Organic oxides

Hydrocarbon derivatives

Carbonyl compounds

Substituents

Monosaccharide

Hydroxy acid

Alpha-hydroxy acid

Secondary alcohol

Monocarboxylic acid or derivatives

Carboxylic acid

Carboxylic acid derivative

Alkylthiol

Organic oxide

Hydrocarbon derivative

Organoslifur compound

Carbonyl group

Alcohol

Aliphatic acyclic compound

Molecliar Framework

Aliphatic acyclic compounds External Descriptors

Not Available Ontology Status

Expected but not Quantified Origin

Endogenous

Biofunction

Not Available Application

Not Available Cellliar locations

Cytoplasm

Physical Properties State

Solid Experimental Properties

Property Value Reference Melting PointNot AvailableNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogPNot AvailableNot Available

Predicted Properties

Property Value Source Water Solubility28.8 mg/mLALOGPS logP-0.33ALOGPS logP-0.42ChemAxon logS-0.63ALOGPS pKa (Strongest Acidic)3.73ChemAxon pKa (Strongest Basic)-3.9ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count3ChemAxon Hydrogen Donor Count3ChemAxon Polar Surface Area57.53 Å²ChemAxon Rotatable Bond Count2ChemAxon Refractivity26.57 m³·mol^-1ChemAxon Polarizability10.98 Å³ChemAxon Number of Rings0ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

Spectra Spectra

Not Available Biological Properties Cellliar Locations

Cytoplasm

Biofluid Locations

Not Available Tissue Location

Not Available Pathways

Name SMPDB Link KEGG Link Beta-mercaptolactate-cysteine dislifiduriaSMP00499Not Available Cysteine MetabolismSMP00013map00270 Cystinosis, ocliar nonnephropathicSMP00722Not Available

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 DrugBank Metabolite ID

Not Available Phenol Explorer Compound ID

Not Available Phenol Explorer Metabolite ID

Not Available FoodDB ID

FDB022856 KNApSAcK ID

Not Available Chemspider ID

141158 KEGG Compound ID

C05823 BioCyc ID

Not Available BiGG ID

46576 Wikipedia Link

Not Available NuGOwiki Link

HMDB02127 Metagene Link

HMDB02127 METLIN ID

6499 PubChem Compound

160645 PDB ID

Not Available ChEBI ID

Not Available

Product: Drofenine (hydrochloride)

References Synthesis Reference Costa, Mara; Pensa, Bernardo; Iavarone, Carlo; Cavallini, Doriano. Preparation of 3-mercaptolactic acid and S-aminoethylmercaptolactic acid. Preparative Biochemistry (1982), 12(5), 417-27. Material Safety Data Sheet (MSDS) Not Available General References

Hannestad U, Sorbo B: Determination of 3-mercaptolactate, mercaptoacetate and N-acetylcysteine in urine by gas chromatography. Clin Chim Acta. 1979 Jul 16;95(2):189-200. [PubMed:527218 ]
Wronski M: Separation of urinary thiols as tributyltinmercaptides and determination using capillary isotachophoresis. J Chromatogr B Biomed Appl. 1996 Feb 9;676(1):29-34. [PubMed:8852041 ]