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Human Metabolome Database Version 3.5

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Showing metabocard for 3-Mercaptolactic acid (HMDB02127)

Record Information
Version 3.5
Creation Date 2006-05-22 08:17:37 -0600
Update Date 2013-02-08 17:11:25 -0700
HMDB ID HMDB02127
Secondary Accession Numbers None
Metabolite Identification
Common Name 3-Mercaptolactic acid
Description 3-Mercaptolactic acid is a thiol that has been confirmed to be found in urine (PMID 8852041 Link_out).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 3-Mercaptolactate
  2. b-Mercaptolactate
  3. b-Mercaptolactic acid
  4. beta-Mercaptolactate
  5. beta-Mercaptolactic acid
Chemical Formula C3H6O3S
Average Molecular Weight 122.143
Monoisotopic Molecular Weight 122.003764748
IUPAC Name 2-hydroxy-3-sulfanylpropanoic acid
Traditional IUPAC Name 3-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
Kingdom Organic Compounds
Super Class Organic Acids and Derivatives
Class Hydroxy Acids and Derivatives
Sub Class Alpha Hydroxy Acids and Derivatives
Other Descriptors
  • Aliphatic Acyclic Compounds
Substituents
  • Alkylthiol
  • Carboxylic Acid
  • Secondary Alcohol
  • Thiol (Sulfanyl Compound)
Direct Parent Alpha Hydroxy Acids and Derivatives
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations
  • Cytoplasm
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 28.8 g/L ALOGPS
LogP -0.33 ALOGPS
LogP -0.42 ChemAxon
LogS -0.63 ALOGPS
pKa (strongest acidic) 3.73 ChemAxon
pKa (strongest basic) -3.9 ChemAxon
Hydrogen Acceptor Count 3 ChemAxon
Hydrogen Donor Count 3 ChemAxon
Polar Surface Area 57.53 A2 ChemAxon
Rotatable Bond Count 2 ChemAxon
Refractivity 26.57 ChemAxon
Polarizability 10.98 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Cytoplasm
Biofluid Locations Not Available
Tissue Location Not Available
Pathways
Name SMPDB Link KEGG Link
Cysteine Metabolism SMP00013 map00270 Link_out
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank 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 Link_out
KEGG Compound ID C05823 Link_out
BioCyc ID Not Available
BiGG ID 46576 Link_out
Wikipedia Link Not Available
NuGOwiki Link HMDB02127 Link_out
Metagene Link HMDB02127 Link_out
METLIN ID 6499 Link_out
PubChem Compound 160645 Link_out
PDB ID Not Available
ChEBI ID Not Available
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
  1. 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 Link_out
  2. 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 Link_out
Enzymes
Name: L-lactate dehydrogenase A-like 6A
Reactions:
  • (S)-lactate + NAD+ = pyruvate + NADH + H+ [RN:R00703]
Gene Name: LDHAL6A
Uniprot ID: Q6ZMR3 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA