(S)-Ureidoglycolate
PubChem CID
439269
Structure
Molecular Formula
Synonyms
- (S)-Ureidoglycolate
- (S)-ureidoglycolic acid
- (-)-ureidoglycolic acid
- ureidoglycolate
- 7424-03-5
Molecular Weight
134.09 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
- Create:2004-09-16
- Modify:2025-01-25
Description
(-)-ureidoglycolic acid is the (-)-enantiomer of ureidoglycolic acid. It has a role as an Escherichia coli metabolite and a mouse metabolite. It is a conjugate acid of a (-)-ureidoglycolate. It is an enantiomer of a (+)-ureidoglycolic acid.
(S)-Ureidoglycolic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
(S)-Ureidoglycolic acid is a metabolite found in or produced by Saccharomyces cerevisiae.
See also: Ureidoglycolic Acid (annotation moved to).
Chemical Structure Depiction
SVG Image
IUPAC Condensed
H2NCO-Gly(OH)-OH
Sequence
X
HELM
PEPTIDE1{[[C@H](C(=O)O)(NC(=O)N)O]}$$$$
IUPAC
N-carbamoyl-2-hydroxy-L-glycine
(2S)-2-(carbamoylamino)-2-hydroxyacetic acid
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)
InChI=1S/C3H6N2O4/c4-3(9)5-1(6)2(7)8/h1,6H,(H,7,8)(H3,4,5,9)/t1-/m0/s1
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
NWZYYCVIOKVTII-SFOWXEAESA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
[C@H](C(=O)O)(NC(=O)N)O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C3H6N2O4
Computed by PubChem 2.1 (PubChem release 2019.06.18)
- (S)-Ureidoglycolate
- (S)-ureidoglycolic acid
- (-)-ureidoglycolic acid
- ureidoglycolate
- 7424-03-5
- (2S)-(carbamoylamino)(hydroxy)acetic acid
- (2S)-2-(carbamoylamino)-2-hydroxyacetic acid
- C00603
- S-(-)-Ureidoglycolic acid
- SCHEMBL4362022
- CHEBI:15412
- DTXSID40331401
- (S)-2-Hydroxy-2-ureidoacetic acid
- (S)-[(aminocarbonyl)amino]hydroxy-acetic acid
- Q27089426
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
134.09 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
-2
Reference
Computed by XLogP3 3.0 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Donor Count
Property Value
4
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
134.03275668 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
134.03275668 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
113 Ų
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Heavy Atom Count
Property Value
9
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
134
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)
Solid
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)
Ureidoglycolic Acid (annotation moved to)
PubMed Count
Cytoplasm
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=NWZYYCVIOKVTII-SFOWXEAESA-N
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/(2S)-2-[(Aminocarbonyl)amino]-2-hydroxyacetic acidhttps://commonchemistry.cas.org/detail?cas_rn=7424-03-5
- EPA DSSTox(S)-Ureidoglycolatehttps://comptox.epa.gov/dashboard/DTXSID40331401CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB) and the original publication (see the HMDB citing page). We ask that users who download significant portions of the database cite the HMDB paper in any resulting publications.http://www.hmdb.ca/citing(S)-Ureidoglycolic acidhttp://www.hmdb.ca/metabolites/HMDB0001005
- ChEBI(-)-ureidoglycolic acidhttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:15412
- E. coli Metabolome Database (ECMDB)
- Yeast Metabolome Database (YMDB)(S)-Ureidoglycolic acidhttps://www.ymdb.ca/compounds/YMDB00377
- Natural Product Activity and Species Source (NPASS)
- FooDBLICENSEFooDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB) and the original publication.https://foodb.ca/about(S)-Ureidoglycolic acidhttps://foodb.ca/compounds/FDB022364
- 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
- Metabolomics Workbench(S)-Ureidoglycolic acidhttps://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=37543
- Protein Data Bank in Europe (PDBe)
- RCSB Protein Data Bank (RCSB PDB)LICENSEData files contained in the PDB archive (ftp://ftp.wwpdb.org) are free of all copyright restrictions and made fully and freely available for both non-commercial and commercial use. Users of the data should attribute the original authors of that structural data.https://www.rcsb.org/pages/policies
- Springer Nature
- Wikidata(-)-ureidoglycolic acidhttps://www.wikidata.org/wiki/Q27089426
- PubChem
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 402743136https://pubchem.ncbi.nlm.nih.gov/substance/402743136
- NCBI
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