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Showing metabocard for Sulfolane (HMDB0258594)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 20:14:28 UTC
Update Date2021-09-26 23:15:35 UTC
HMDB IDHMDB0258594
Secondary Accession NumbersNone
Metabolite Identification
Common NameSulfolane
Descriptionsulfolane, also known as 1,1-dioxothiolan or (CH2)4SO2, belongs to the class of organic compounds known as thiolanes. These are organic compounds containing thiolane, a five-member saturated ring containing four carbon atoms and a sulfur atom. Based on a literature review a significant number of articles have been published on sulfolane. This compound has been identified in human blood as reported by (PMID: 31557052 ). Sulfolane is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Sulfolane 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 HMDB0258594 (Sulfolane)


  Mrv1533004171519322D          

  7  7  0  0  0  0            999 V2000
    1.1198    1.7274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0157    1.7274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    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
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
M  END
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3D MOL for HMDB0258594 (Sulfolane)

HMDB0258594
     RDKit          3D
Sulfolane
 15 15  0  0  0  0  0  0  0  0999 V2000
    1.9773   -0.6429    1.3036 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4220   -0.3254   -0.0444 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.4140   -0.3973   -1.1335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0343   -1.3203   -0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539   -0.5311    0.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8823    0.8991    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5561    1.2525   -0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0708   -2.3362   -0.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2360   -1.1992   -1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0577   -0.8797    0.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0358   -0.7911    1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3062    1.5012    0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4953    1.1784   -0.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9466    1.9214    0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    1.6706   -1.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  2  1  0
  4  8  1  0
  4  9  1  0
  5 10  1  0
  5 11  1  0
  6 12  1  0
  6 13  1  0
  7 14  1  0
  7 15  1  0
M  END
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3D SDF for HMDB0258594 (Sulfolane)


  Mrv1533004171519322D          

  7  7  0  0  0  0            999 V2000
    1.1198    1.7274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0157    1.7274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    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
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258594

> <DATABASE_NAME>
hmdb

> <SMILES>
O=S1(=O)CCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C4H8O2S/c5-7(6)3-1-2-4-7/h1-4H2

> <INCHI_KEY>
HXJUTPCZVOIRIF-UHFFFAOYSA-N

> <FORMULA>
C4H8O2S

> <MOLECULAR_WEIGHT>
120.17

> <EXACT_MASS>
120.024500672

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
11.477256062199565

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1λ⁶-thiolane-1,1-dione

> <ALOGPS_LOGP>
-0.65

> <JCHEM_LOGP>
-0.5907958413333335

> <ALOGPS_LOGS>
-0.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
27.907999999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.24e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sulfolane

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0258594 (Sulfolane)

HMDB0258594
     RDKit          3D
Sulfolane
 15 15  0  0  0  0  0  0  0  0999 V2000
    1.9773   -0.6429    1.3036 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4220   -0.3254   -0.0444 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.4140   -0.3973   -1.1335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0343   -1.3203   -0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539   -0.5311    0.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8823    0.8991    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5561    1.2525   -0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0708   -2.3362   -0.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2360   -1.1992   -1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0577   -0.8797    0.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0358   -0.7911    1.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3062    1.5012    0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4953    1.1784   -0.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9466    1.9214    0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    1.6706   -1.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  2  1  0
  4  8  1  0
  4  9  1  0
  5 10  1  0
  5 11  1  0
  6 12  1  0
  6 13  1  0
  7 14  1  0
  7 15  1  0
M  END
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PDB for HMDB0258594 (Sulfolane)

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0       2.090   3.224   0.000  0.00  0.00           O+0
HETATM    2  S   UNK     0       1.060   2.080   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0       0.029   3.224   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    7                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
MASTER        0    0    0    0    0    0    0    0    7    0   14    0
END
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3D PDB for HMDB0258594 (Sulfolane)

COMPND    HMDB0258594
HETATM    1  O1  UNL     1       1.977  -0.643   1.304  1.00  0.00           O  
HETATM    2  S1  UNL     1       1.422  -0.325  -0.044  1.00  0.00           S  
HETATM    3  O2  UNL     1       2.414  -0.397  -1.134  1.00  0.00           O  
HETATM    4  C1  UNL     1      -0.034  -1.320  -0.398  1.00  0.00           C  
HETATM    5  C2  UNL     1      -1.054  -0.531   0.386  1.00  0.00           C  
HETATM    6  C3  UNL     1      -0.882   0.899   0.092  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.556   1.252  -0.021  1.00  0.00           C  
HETATM    8  H1  UNL     1       0.071  -2.336  -0.041  1.00  0.00           H  
HETATM    9  H2  UNL     1      -0.236  -1.199  -1.461  1.00  0.00           H  
HETATM   10  H3  UNL     1      -2.058  -0.880   0.001  1.00  0.00           H  
HETATM   11  H4  UNL     1      -1.036  -0.791   1.478  1.00  0.00           H  
HETATM   12  H5  UNL     1      -1.306   1.501   0.950  1.00  0.00           H  
HETATM   13  H6  UNL     1      -1.495   1.178  -0.798  1.00  0.00           H  
HETATM   14  H7  UNL     1       0.947   1.921   0.745  1.00  0.00           H  
HETATM   15  H8  UNL     1       0.715   1.671  -1.059  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3    4    7
CONECT    4    5    8    9
CONECT    5    6   10   11
CONECT    6    7   12   13
CONECT    7   14   15
END
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SMILES for HMDB0258594 (Sulfolane)

O=S1(=O)CCCC1
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INCHI for HMDB0258594 (Sulfolane)

InChI=1S/C4H8O2S/c5-7(6)3-1-2-4-7/h1-4H2
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(CH2)4SO2ChEBI
1,1-DioxidetetrahydrothiofuranChEBI
1,1-DioxidetetrahydrothiopheneChEBI
1,1-DioxothiolanChEBI
2,3,4,5-Tetrahydrothiophene-1,1-dioxideChEBI
Cyclic tetramethylene sulfoneChEBI
Cyclotetramethylene sulfoneChEBI
DioxothiolanChEBI
SulfolanChEBI
Tetrahydrothiophene 1-dioxideChEBI
Tetramethylene sulfoneChEBI
Thiacyclopentane dioxideChEBI
Thiolane-1,1-dioxideChEBI
Thiophan sulfoneChEBI
Thiophane dioxideChEBI
Cyclic tetramethylene sulphoneGenerator
Cyclotetramethylene sulphoneGenerator
SulpholanGenerator
Tetramethylene sulphoneGenerator
Thiophan sulphoneGenerator
SulpholaneGenerator
Chemical FormulaC4H8O2S
Average Molecular Weight120.17
Monoisotopic Molecular Weight120.024500672
IUPAC Name1λ⁶-thiolane-1,1-dione
Traditional Namesulfolane
CAS Registry NumberNot Available
SMILES
O=S1(=O)CCCC1
InChI Identifier
InChI=1S/C4H8O2S/c5-7(6)3-1-2-4-7/h1-4H2
InChI KeyHXJUTPCZVOIRIF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as thiolanes. These are organic compounds containing thiolane, a five-member saturated ring containing four carbon atoms and a sulfur atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassThiolanes
Sub ClassNot Available
Direct ParentThiolanes
Alternative Parents
Substituents
  • Thiolane
  • Sulfone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
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
logP-0.65ALOGPS
logP-0.59ChemAxon
logS-0.36ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity27.91 m³·mol⁻¹ChemAxon
Polarizability11.48 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]+124.64630932474
DeepCCS[M-H]-122.40330932474
DeepCCS[M-2H]-157.98930932474
DeepCCS[M+Na]+132.86630932474
AllCCS[M+H]+124.832859911
AllCCS[M+H-H2O]+120.032859911
AllCCS[M+NH4]+129.332859911
AllCCS[M+Na]+130.632859911
AllCCS[M-H]-122.832859911
AllCCS[M+Na-2H]-125.932859911
AllCCS[M+HCOO]-129.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SulfolaneO=S1(=O)CCCC11710.7Standard polar33892256
SulfolaneO=S1(=O)CCCC11048.0Standard non polar33892256
SulfolaneO=S1(=O)CCCC11214.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Sulfolane GC-MS (Non-derivatized) - 70eV, Positivesplash10-004l-9100000000-900646a99664926181032021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sulfolane 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 - Sulfolane 10V, Positive-QTOFsplash10-00di-0900000000-2c34d330d8fed54a20122016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sulfolane 20V, Positive-QTOFsplash10-0006-9000000000-445a0ffb1c0cfc9713902016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sulfolane 40V, Positive-QTOFsplash10-0059-9000000000-f36c8fcebccab709d2dd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sulfolane 10V, Negative-QTOFsplash10-014i-3900000000-6e0d42ac9e33b45b706d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sulfolane 20V, Negative-QTOFsplash10-0gb9-9600000000-ee5413cc7701ba977ea92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sulfolane 40V, Negative-QTOFsplash10-01rl-9000000000-3e0cb8070cade58175742016-08-03Wishart 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 IDC00052147
Chemspider ID29080
KEGG Compound IDNot Available
BioCyc IDCPD-3747
BiGG IDNot Available
Wikipedia LinkSulfolane
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID74794
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 ]