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Showing metabocard for Maleimide-Thiol (HMDB0254313)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 13:32:45 UTC
Update Date2022-11-23 22:29:16 UTC
HMDB IDHMDB0254313
Secondary Accession NumbersNone
Metabolite Identification
Common NameMaleimide-Thiol
DescriptionMaleimide-Thiol belongs to the class of organic compounds known as maleimides. Maleimides are compounds containing a 2,5-pyrroledione moiety. Based on a literature review a significant number of articles have been published on Maleimide-Thiol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Maleimide-thiol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Maleimide-Thiol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0254313 (Maleimide-Thiol)


  Mrv1652309112115332D          

  8  8  0  0  0  0            999 V2000
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  5  8  1  0  0  0  0
M  END
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3D MOL for HMDB0254313 (Maleimide-Thiol)

HMDB0254313
     RDKit          3D
maleimide-thiol
 11 11  0  0  0  0  0  0  0  0999 V2000
   -0.2057    2.4735   -0.1318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3270    1.2136   -0.0918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5207    0.4015   -0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841   -0.8863    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2624   -0.9982   -0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060   -2.0549   -0.0790 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7791    0.3137   -0.1334 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4838    0.7007   -0.2438 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5279    0.7569    0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.7420    0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1755   -0.1786    0.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  7  2  1  0
  3  9  1  0
  4 10  1  0
  8 11  1  0
M  END
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3D SDF for HMDB0254313 (Maleimide-Thiol)


  Mrv1652309112115332D          

  8  8  0  0  0  0            999 V2000
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  5  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254313

> <DATABASE_NAME>
hmdb

> <SMILES>
SN1C(=O)C=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H3NO2S/c6-3-1-2-4(7)5(3)8/h1-2,8H

> <INCHI_KEY>
XFKSLINPMJIYFX-UHFFFAOYSA-N

> <FORMULA>
C4H3NO2S

> <MOLECULAR_WEIGHT>
129.13

> <EXACT_MASS>
128.988449515

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
11.068780749165018

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-sulfanyl-2,5-dihydro-1H-pyrrole-2,5-dione

> <ALOGPS_LOGP>
0.65

> <JCHEM_LOGP>
0.10649636733333331

> <ALOGPS_LOGS>
-1.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.98290857206926

> <JCHEM_POLAR_SURFACE_AREA>
37.38

> <JCHEM_REFRACTIVITY>
29.1072

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.40e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-sulfanylpyrrole-2,5-dione

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0254313 (Maleimide-Thiol)

HMDB0254313
     RDKit          3D
maleimide-thiol
 11 11  0  0  0  0  0  0  0  0999 V2000
   -0.2057    2.4735   -0.1318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3270    1.2136   -0.0918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5207    0.4015   -0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841   -0.8863    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2624   -0.9982   -0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060   -2.0549   -0.0790 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7791    0.3137   -0.1334 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4838    0.7007   -0.2438 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5279    0.7569    0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.7420    0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1755   -0.1786    0.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  7  2  1  0
  3  9  1  0
  4 10  1  0
  8 11  1  0
M  END
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PDB for HMDB0254313 (Maleimide-Thiol)

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.615  -1.536   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      -0.186   1.175   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.060   3.620   0.000  0.00  0.00           O+0
HETATM    8  S   UNK     0      -1.651   1.651   0.000  0.00  0.00           S+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for HMDB0254313 (Maleimide-Thiol)

COMPND    HMDB0254313
HETATM    1  O1  UNL     1      -0.206   2.474  -0.132  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.327   1.214  -0.092  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.521   0.402  -0.000  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.184  -0.886   0.013  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.262  -0.998  -0.069  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.906  -2.055  -0.079  1.00  0.00           O  
HETATM    7  N1  UNL     1       0.779   0.314  -0.133  1.00  0.00           N  
HETATM    8  S1  UNL     1       2.484   0.701  -0.244  1.00  0.00           S  
HETATM    9  H1  UNL     1      -2.528   0.757   0.050  1.00  0.00           H  
HETATM   10  H2  UNL     1      -1.841  -1.742   0.074  1.00  0.00           H  
HETATM   11  H3  UNL     1       3.175  -0.179   0.611  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    7
CONECT    3    4    4    9
CONECT    4    5   10
CONECT    5    6    6    7
CONECT    7    8
CONECT    8   11
END
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SMILES for HMDB0254313 (Maleimide-Thiol)

SN1C(=O)C=CC1=O
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INCHI for HMDB0254313 (Maleimide-Thiol)

InChI=1S/C4H3NO2S/c6-3-1-2-4(7)5(3)8/h1-2,8H
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
1-Sulphanyl-2,5-dihydro-1H-pyrrole-2,5-dioneHMDB
Chemical FormulaC4H3NO2S
Average Molecular Weight129.13
Monoisotopic Molecular Weight128.988449515
IUPAC Name1-sulfanyl-2,5-dihydro-1H-pyrrole-2,5-dione
Traditional Name1-sulfanylpyrrole-2,5-dione
CAS Registry NumberNot Available
SMILES
SN1C(=O)C=CC1=O
InChI Identifier
InChI=1S/C4H3NO2S/c6-3-1-2-4(7)5(3)8/h1-2,8H
InChI KeyXFKSLINPMJIYFX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as maleimides. Maleimides are compounds containing a 2,5-pyrroledione moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrrolidines
Sub ClassPyrrolidones
Direct ParentMaleimides
Alternative Parents
Substituents
  • Maleimide
  • Pyrroline
  • Dicarboximide
  • Azacycle
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
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
logP0.65ALOGPS
logP0.11ChemAxon
logS-1.2ALOGPS
pKa (Strongest Basic)-8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.38 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity29.11 m³·mol⁻¹ChemAxon
Polarizability11.07 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
DeepCCS[M+H]+121.93730932474
DeepCCS[M-H]-119.13930932474
DeepCCS[M-2H]-155.63530932474
DeepCCS[M+Na]+130.33430932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
maleimide-thiolSN1C(=O)C=CC1=O2127.8Standard polar33892256
maleimide-thiolSN1C(=O)C=CC1=O1313.8Standard non polar33892256
maleimide-thiolSN1C(=O)C=CC1=O1219.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
maleimide-thiol,1TMS,isomer #1C[Si](C)(C)SN1C(=O)C=CC1=O1540.1Semi standard non polar33892256
maleimide-thiol,1TMS,isomer #1C[Si](C)(C)SN1C(=O)C=CC1=O1438.7Standard non polar33892256
maleimide-thiol,1TMS,isomer #1C[Si](C)(C)SN1C(=O)C=CC1=O2169.8Standard polar33892256
maleimide-thiol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)SN1C(=O)C=CC1=O1823.4Semi standard non polar33892256
maleimide-thiol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)SN1C(=O)C=CC1=O1692.9Standard non polar33892256
maleimide-thiol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)SN1C(=O)C=CC1=O2275.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Maleimide-Thiol GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-9600000000-360bc741f672df355dd92021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Maleimide-Thiol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maleimide-Thiol 10V, Positive-QTOFsplash10-004i-0900000000-8433dfcb8b9f819153732021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maleimide-Thiol 20V, Positive-QTOFsplash10-056r-9300000000-fedee11039fce29cf7e12021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maleimide-Thiol 40V, Positive-QTOFsplash10-0002-9000000000-5484c99ee16f1fbba7992021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maleimide-Thiol 10V, Negative-QTOFsplash10-004i-1900000000-f1fcec33cd2a1631706b2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maleimide-Thiol 20V, Negative-QTOFsplash10-006t-9200000000-9e40ae18312d2b5558632021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Maleimide-Thiol 40V, Negative-QTOFsplash10-0uk9-9000000000-296f774d6d694fdd331c2021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID11237640
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound22185901
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. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]