(R)-2-hydroxy-3-mercaptopropanoic acid
PubChem CID
9833951
Structure
Molecular Formula
Synonyms
- L-3-Mercaptolactate
- (R)-2-hydroxy-3-mercaptopropanoic acid
- (2R)-2-hydroxy-3-sulfanylpropanoic acid
- 3-Mercaptolactate
- (R)-3-Mercaptolactate
Molecular Weight
122.15 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
- Create:2006-10-25
- Modify:2025-01-18
Description
3-mercaptolactic acid is a (2R)-2-hydroxy monocarboxylic acid consisting of lactic acid having a sulfanyl group at the 3-position. It has a role as a mouse metabolite. It is a (2R)-2-hydroxy monocarboxylic acid and a thiol. It is a conjugate acid of a 3-mercaptolactate.
(R)-2-hydroxy-3-mercaptopropanoic acid has been reported in Homo sapiens, Bos taurus, and Euglena gracilis with data available.
Chemical Structure Depiction
(2R)-2-hydroxy-3-sulfanylpropanoic acid
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)
InChI=1S/C3H6O3S/c4-2(1-7)3(5)6/h2,4,7H,1H2,(H,5,6)/t2-/m0/s1
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
OLQOVQTWRIJPRE-REOHCLBHSA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
C([C@@H](C(=O)O)O)S
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C3H6O3S
Computed by PubChem 2.1 (PubChem release 2019.06.18)
- 2-hydroxy-3-mercaptopropionic acid
- 3-mercaptolactic acid
- beta-mercaptolactate
- L-3-Mercaptolactate
- (R)-2-hydroxy-3-mercaptopropanoic acid
- (2R)-2-hydroxy-3-sulfanylpropanoic acid
- 3-Mercaptolactate
- (R)-3-Mercaptolactate
- L-3-mercaptolactic acid
- (R)-3-mercaptolactic acid
- (R)-2-hydroxy-3-sulfanylpropanoic acid
- 2-Hydroxy-3-mercaptopropionic acid
- SCHEMBL8201154
- CHEBI:28580
- AKOS006378288
- C05823
- Q27103783
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
122.15 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
-0.5
Reference
Computed by XLogP3 3.0 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Donor Count
Property Value
3
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Acceptor Count
Property Value
4
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Rotatable Bond Count
Property Value
2
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Exact Mass
Property Value
122.00376522 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
122.00376522 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
58.5 Ų
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Heavy Atom Count
Property Value
7
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
72.6
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2010.01.29)
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Parent, Connectivity Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=OLQOVQTWRIJPRE-REOHCLBHSA-N
WormJam Metabolites Local CSV for MetFrag | DOI:10.5281/zenodo.3403364
WormJam: A consensus C. elegans Metabolic Reconstruction and Metabolomics Community and Workshop Series, Worm, 6:2, e1373939, DOI:10.1080/21624054.2017.1373939
The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
- ChEBI3-mercaptolactic acidhttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:28580
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/(R)-2-hydroxy-3-mercaptopropanoic acidhttps://www.wikidata.org/wiki/Q27103783LOTUS Treehttps://lotus.naturalproducts.net/
- ECI Group, LCSB, University of Luxembourg3-mercaptolactic acid
- Natural Product Activity and Species Source (NPASS)
- Japan Chemical Substance Dictionary (Nikkaji)
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.html
- Wikidata3-mercaptolactic acidhttps://www.wikidata.org/wiki/Q27103783
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.htmlbeta-mercaptolactatehttps://www.ncbi.nlm.nih.gov/mesh/67008361
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 394142241https://pubchem.ncbi.nlm.nih.gov/substance/394142241
CONTENTS