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Showing metabocard for (±)-2-Hydroxy-4-(methylthio)butanoic acid (HMDB0037115)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:21:31 UTC
Update Date2023-02-21 17:25:35 UTC
HMDB IDHMDB0037115
Secondary Accession Numbers
  • HMDB37115
Metabolite Identification
Common Name(±)-2-Hydroxy-4-(methylthio)butanoic acid
Description(±)-2-Hydroxy-4-(methylthio)butanoic acid belongs to the class of organic compounds known as thia fatty acids. These are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain. Based on a literature review a small amount of articles have been published on (±)-2-Hydroxy-4-(methylthio)butanoic acid.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0037115 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

  Mrv0541 05061309352D          

  9  8  0  0  0  0            999 V2000
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  8  5  1  0  0  0  0
  9  1  1  0  0  0  0
  9  3  1  0  0  0  0
M  END
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3D MOL for HMDB0037115 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

HMDB0037115
     RDKit          3D
(±)-2-Hydroxy-4-(methylthio)butanoic acid
 19 18  0  0  0  0  0  0  0  0999 V2000
    3.1724    0.9175    0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4153    0.6161    0.7170 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9860   -1.0417    0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201   -1.1814    0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1594   -0.0797   -0.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7268    1.1658   -0.0781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6353   -0.1614   -0.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2721   -1.1804   -0.8737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3522    0.9478   -0.1031 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3854    1.9983    0.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6750    0.5499    1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5839    0.3855   -0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5462   -1.8293    0.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2024   -1.0895   -1.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8964   -2.1716    0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7129   -0.9426    1.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8450   -0.1451   -1.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3076    1.4965    0.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5389    1.7452   -0.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  6 18  1  0
  9 19  1  0
M  END
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3D SDF for HMDB0037115 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

  Mrv0541 05061309352D          

  9  8  0  0  0  0            999 V2000
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  8  5  1  0  0  0  0
  9  1  1  0  0  0  0
  9  3  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037115

> <DATABASE_NAME>
hmdb

> <SMILES>
CSCCC(O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H10O3S/c1-9-3-2-4(6)5(7)8/h4,6H,2-3H2,1H3,(H,7,8)

> <INCHI_KEY>
ONFOSYPQQXJWGS-UHFFFAOYSA-N

> <FORMULA>
C5H10O3S

> <MOLECULAR_WEIGHT>
150.196

> <EXACT_MASS>
150.035064876

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
15.087072835789407

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxy-4-(methylsulfanyl)butanoic acid

> <ALOGPS_LOGP>
-0.40

> <JCHEM_LOGP>
0.17959886033333355

> <ALOGPS_LOGS>
-0.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.256669721890006

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.027423694793904

> <JCHEM_PKA_STRONGEST_BASIC>
-3.809554725771256

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
35.9285

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.09e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methionine hydroxy analog

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0037115 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

HMDB0037115
     RDKit          3D
(±)-2-Hydroxy-4-(methylthio)butanoic acid
 19 18  0  0  0  0  0  0  0  0999 V2000
    3.1724    0.9175    0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4153    0.6161    0.7170 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9860   -1.0417    0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201   -1.1814    0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1594   -0.0797   -0.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7268    1.1658   -0.0781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6353   -0.1614   -0.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2721   -1.1804   -0.8737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3522    0.9478   -0.1031 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3854    1.9983    0.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6750    0.5499    1.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5839    0.3855   -0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5462   -1.8293    0.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2024   -1.0895   -1.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8964   -2.1716    0.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7129   -0.9426    1.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8450   -0.1451   -1.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3076    1.4965    0.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5389    1.7452   -0.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  6 18  1  0
  9 19  1  0
M  END
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PDB for HMDB0037115 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       6.668   0.770   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       5.335  -1.540   0.000  0.00  0.00           O+0
HETATM    9  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1    9                                                            
CONECT    2    3    4                                                       
CONECT    3    2    9                                                       
CONECT    4    2    5    6                                                  
CONECT    5    4    7    8                                                  
CONECT    6    4                                                            
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9    1    3                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for HMDB0037115 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

COMPND    HMDB0037115
HETATM    1  C1  UNL     1       3.172   0.918   0.552  1.00  0.00           C  
HETATM    2  S1  UNL     1       1.415   0.616   0.717  1.00  0.00           S  
HETATM    3  C2  UNL     1       0.986  -1.042   0.107  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.520  -1.181   0.297  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.159  -0.080  -0.519  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.727   1.166  -0.078  1.00  0.00           O  
HETATM    7  C5  UNL     1      -2.635  -0.161  -0.518  1.00  0.00           C  
HETATM    8  O2  UNL     1      -3.272  -1.180  -0.874  1.00  0.00           O  
HETATM    9  O3  UNL     1      -3.352   0.948  -0.103  1.00  0.00           O  
HETATM   10  H1  UNL     1       3.385   1.998   0.387  1.00  0.00           H  
HETATM   11  H2  UNL     1       3.675   0.550   1.483  1.00  0.00           H  
HETATM   12  H3  UNL     1       3.584   0.385  -0.322  1.00  0.00           H  
HETATM   13  H4  UNL     1       1.546  -1.829   0.645  1.00  0.00           H  
HETATM   14  H5  UNL     1       1.202  -1.089  -1.001  1.00  0.00           H  
HETATM   15  H6  UNL     1      -0.896  -2.172   0.054  1.00  0.00           H  
HETATM   16  H7  UNL     1      -0.713  -0.943   1.369  1.00  0.00           H  
HETATM   17  H8  UNL     1      -0.845  -0.145  -1.600  1.00  0.00           H  
HETATM   18  H9  UNL     1      -1.308   1.497   0.650  1.00  0.00           H  
HETATM   19  H10 UNL     1      -3.539   1.745  -0.686  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3
CONECT    3    4   13   14
CONECT    4    5   15   16
CONECT    5    6    7   17
CONECT    6   18
CONECT    7    8    8    9
CONECT    9   19
END
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SMILES for HMDB0037115 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

CSCCC(O)C(O)=O
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INCHI for HMDB0037115 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

InChI=1S/C5H10O3S/c1-9-3-2-4(6)5(7)8/h4,6H,2-3H2,1H3,(H,7,8)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC5H10O3S
Average Molecular Weight150.196
Monoisotopic Molecular Weight150.035064876
IUPAC Name2-hydroxy-4-(methylsulfanyl)butanoic acid
Traditional Namemethionine hydroxy analog
CAS Registry Number120-91-2
SMILES
CSCCC(O)C(O)=O
InChI Identifier
InChI=1S/C5H10O3S/c1-9-3-2-4(6)5(7)8/h4,6H,2-3H2,1H3,(H,7,8)
InChI KeyONFOSYPQQXJWGS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as thia fatty acids. These are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentThia fatty acids
Alternative Parents
Substituents
  • Hydroxy fatty acid
  • Thia fatty acid
  • Alpha-hydroxy acid
  • Hydroxy acid
  • Monosaccharide
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Organooxygen compound
  • Organosulfur compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point250 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB016108
KNApSAcK IDNot Available
Chemspider ID10946
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11427
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.