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Showing metabocard for 2-Thioxothiazolidine-4-carboxylic acid (HMDB0301802)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-22 21:12:58 UTC
Update Date2021-09-22 21:12:58 UTC
HMDB IDHMDB0301802
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-Thioxothiazolidine-4-carboxylic acid
Description2-thioxothiazolidine-4-carboxylic acid is a member of the class of compounds known as thiolane-2-thiones. Thiolane-2-thiones are organic heterocyclic compounds containing a thiolane ring that carries a thione group at the 2-position. Thiolane is a five-membered saturated aliphatic ring made up of one sulfur atom and four carbon atoms. 2-thioxothiazolidine-4-carboxylic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 2-thioxothiazolidine-4-carboxylic acid can be found in radish, which makes 2-thioxothiazolidine-4-carboxylic acid a potential biomarker for the consumption of this food product.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0301802 (2-Thioxothiazolidine-4-carboxylic acid)


  Mrv0541 02241212142D          

  9  9  0  0  0  0            999 V2000
   -2.0625    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7299    1.4543    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3951    1.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    2.7643    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1651    0.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3446    0.0886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5006   -0.7513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  2  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
M  END
Download

3D MOL for HMDB0301802 (2-Thioxothiazolidine-4-carboxylic acid)

HMDB0301802
     RDKit          3D
2-Thioxothiazolidine-4-carboxylic acid
 15 15  0  0  0  0  0  0  0  0999 V2000
    0.6464   -1.4496    1.5119 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0837   -0.5013    0.8236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2764    0.1106    1.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3805   -0.0037   -0.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0094    1.4595   -0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6084    1.2848    0.6584 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9201   -0.4266    0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9401   -1.2875    0.7122 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8486   -0.7875   -0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1341    0.0246    0.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0635   -0.0637   -1.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6740    2.0245    0.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1619    1.9254   -1.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1833   -0.4621   -1.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5871   -1.8474   -0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9  4  1  0
  3 10  1  0
  4 11  1  0
  5 12  1  0
  5 13  1  0
  9 14  1  0
  9 15  1  0
M  END
Download

3D SDF for HMDB0301802 (2-Thioxothiazolidine-4-carboxylic acid)


  Mrv0541 02241212142D          

  9  9  0  0  0  0            999 V2000
   -2.0625    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7299    1.4543    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3951    1.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    2.7643    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1651    0.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3446    0.0886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5006   -0.7513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  2  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301802

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1CSC(=S)C1

> <INCHI_IDENTIFIER>
InChI=1S/C5H6O2S2/c6-5(7)3-1-4(8)9-2-3/h3H,1-2H2,(H,6,7)

> <INCHI_KEY>
NLNFPVLIHKVQGW-UHFFFAOYSA-N

> <FORMULA>
C5H6O2S2

> <MOLECULAR_WEIGHT>
162.23

> <EXACT_MASS>
161.980920816

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
15.387867597077683

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-sulfanylidenethiolane-3-carboxylic acid

> <ALOGPS_LOGP>
0.34

> <JCHEM_LOGP>
1.068924406

> <ALOGPS_LOGS>
-2.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.392376975203871

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
40.729800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-sulfanylidenethiolane-3-carboxylic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0301802 (2-Thioxothiazolidine-4-carboxylic acid)

HMDB0301802
     RDKit          3D
2-Thioxothiazolidine-4-carboxylic acid
 15 15  0  0  0  0  0  0  0  0999 V2000
    0.6464   -1.4496    1.5119 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0837   -0.5013    0.8236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2764    0.1106    1.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3805   -0.0037   -0.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0094    1.4595   -0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6084    1.2848    0.6584 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9201   -0.4266    0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9401   -1.2875    0.7122 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8486   -0.7875   -0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1341    0.0246    0.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0635   -0.0637   -1.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6740    2.0245    0.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1619    1.9254   -1.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1833   -0.4621   -1.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5871   -1.8474   -0.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9  4  1  0
  3 10  1  0
  4 11  1  0
  5 12  1  0
  5 13  1  0
  9 14  1  0
  9 15  1  0
M  END
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PDB for HMDB0301802 (2-Thioxothiazolidine-4-carboxylic acid)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.850   3.620   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      -5.096   2.715   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0      -4.620   1.250   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.080   1.250   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.604   2.715   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0      -3.850   5.160   0.000  0.00  0.00           S+0
HETATM    7  C   UNK     0      -2.175   0.004   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.643   0.165   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -2.801  -1.402   0.000  0.00  0.00           O+0
CONECT    1    2    5    6                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    1    4                                                       
CONECT    6    1                                                            
CONECT    7    4    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for HMDB0301802 (2-Thioxothiazolidine-4-carboxylic acid)

COMPND    HMDB0301802
HETATM    1  O1  UNL     1       0.646  -1.450   1.512  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.084  -0.501   0.824  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.276   0.111   1.185  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.381  -0.004  -0.362  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.009   1.459  -0.238  1.00  0.00           C  
HETATM    6  S1  UNL     1      -1.608   1.285   0.658  1.00  0.00           S  
HETATM    7  C4  UNL     1      -1.920  -0.427   0.254  1.00  0.00           C  
HETATM    8  S2  UNL     1      -2.940  -1.287   0.712  1.00  0.00           S  
HETATM    9  C5  UNL     1      -0.849  -0.788  -0.703  1.00  0.00           C  
HETATM   10  H1  UNL     1       3.134   0.025   0.622  1.00  0.00           H  
HETATM   11  H2  UNL     1       1.063  -0.064  -1.238  1.00  0.00           H  
HETATM   12  H3  UNL     1       0.674   2.025   0.391  1.00  0.00           H  
HETATM   13  H4  UNL     1      -0.162   1.925  -1.229  1.00  0.00           H  
HETATM   14  H5  UNL     1      -1.183  -0.462  -1.709  1.00  0.00           H  
HETATM   15  H6  UNL     1      -0.587  -1.847  -0.679  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   10
CONECT    4    5    9   11
CONECT    5    6   12   13
CONECT    6    7
CONECT    7    8    8    9
CONECT    9   14   15
END
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SMILES for HMDB0301802 (2-Thioxothiazolidine-4-carboxylic acid)

OC(=O)C1CSC(=S)C1
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INCHI for HMDB0301802 (2-Thioxothiazolidine-4-carboxylic acid)

InChI=1S/C5H6O2S2/c6-5(7)3-1-4(8)9-2-3/h3H,1-2H2,(H,6,7)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
5-Sulfanylidenethiolane-3-carboxylateGenerator
5-Sulphanylidenethiolane-3-carboxylateGenerator
5-Sulphanylidenethiolane-3-carboxylic acidGenerator
2-Thioxothiazolidine-4-carboxylateGenerator
Chemical FormulaC5H6O2S2
Average Molecular Weight162.23
Monoisotopic Molecular Weight161.980920816
IUPAC Name5-sulfanylidenethiolane-3-carboxylic acid
Traditional Name5-sulfanylidenethiolane-3-carboxylic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C1CSC(=S)C1
InChI Identifier
InChI=1S/C5H6O2S2/c6-5(7)3-1-4(8)9-2-3/h3H,1-2H2,(H,6,7)
InChI KeyNLNFPVLIHKVQGW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as thiolane-2-thiones. These are organic heterocyclic compounds containing a thiolane ring that carries a thione group at the 2-position. Thiolane is a five-membered saturated aliphatic ring made up of one sulfur atom and four carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassThiolanes
Sub ClassThiolane-2-thiones
Direct ParentThiolane-2-thiones
Alternative Parents
Substituents
  • Thiolane-2-thione
  • Carbodithiolactone
  • Dithiocarboxylic acid ester
  • Dithiocarboxylic acid or derivatives
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP0.34ALOGPS
logP1.07ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)4.39ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.73 m³·mol⁻¹ChemAxon
Polarizability15.39 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+130.71632859911
AllCCS[M+H-H2O]+126.41632859911
AllCCS[M+Na]+135.87732859911
AllCCS[M+NH4]+134.72232859911
AllCCS[M-H]-131.18232859911
AllCCS[M+Na-2H]-133.33532859911
AllCCS[M+HCOO]-135.74532859911
DeepCCS[M+H]+134.38830932474
DeepCCS[M-H]-131.96530932474
DeepCCS[M-2H]-168.21930932474
DeepCCS[M+Na]+143.34330932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thioxothiazolidine-4-carboxylic acid 10V, Positive-QTOFsplash10-03di-0900000000-389a8d327d4b065c02e02016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thioxothiazolidine-4-carboxylic acid 20V, Positive-QTOFsplash10-004i-5900000000-0b4c268321be55b17f512016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thioxothiazolidine-4-carboxylic acid 40V, Positive-QTOFsplash10-0006-9200000000-86fc622fb8b56b2601802016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thioxothiazolidine-4-carboxylic acid 10V, Negative-QTOFsplash10-03di-1900000000-7d9bf3b566e4ae8715162016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thioxothiazolidine-4-carboxylic acid 20V, Negative-QTOFsplash10-08fr-4900000000-3192ff754aa48abf781c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thioxothiazolidine-4-carboxylic acid 40V, Negative-QTOFsplash10-0zgi-9500000000-7820ca4d9640bb4328322016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thioxothiazolidine-4-carboxylic acid 10V, Positive-QTOFsplash10-03di-0900000000-b4776abaa0575d1ce07c2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thioxothiazolidine-4-carboxylic acid 20V, Positive-QTOFsplash10-052f-9800000000-a6b0487481d73e22c0052021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thioxothiazolidine-4-carboxylic acid 40V, Positive-QTOFsplash10-0a6r-9000000000-dcfeb20e24e3458440e22021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thioxothiazolidine-4-carboxylic acid 10V, Negative-QTOFsplash10-03di-0900000000-e2594e0d76bf3d13392f2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thioxothiazolidine-4-carboxylic acid 20V, Negative-QTOFsplash10-0a4i-9000000000-91625e6fba2de43885fc2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thioxothiazolidine-4-carboxylic acid 40V, Negative-QTOFsplash10-0a4i-9000000000-31403a127f8b05e67a222021-10-21Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDFDB001426
KNApSAcK IDNot Available
Chemspider ID13914640
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound18971349
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 ReferencesNot Available