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Showing metabocard for Mustard gas (HMDB0254958)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 14:27:39 UTC
Update Date2021-09-26 23:09:25 UTC
HMDB IDHMDB0254958
Secondary Accession NumbersNone
Metabolite Identification
Common NameMustard gas
Descriptionbis(2-chloroethyl) sulfide, also known as mustard gas or iprit, belongs to the class of organic compounds known as sulfur mustard compounds. Sulfur mustard compounds are compounds containing having two beta-haloalkyl groups bound to a sulfur atom. bis(2-chloroethyl) sulfide is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on bis(2-chloroethyl) sulfide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Mustard gas is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Mustard gas 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 HMDB0254958 (Mustard gas)


  Mrv1572004191601152D          

  7  6  0  0  0  0            999 V2000
   -1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520    1.1270    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3349    1.1270    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  4  1  0  0  0  0
M  END
Download

3D MOL for HMDB0254958 (Mustard gas)

HMDB0254958
     RDKit          3D
Mustard gas
 15 14  0  0  0  0  0  0  0  0999 V2000
   -2.7612    1.3897   -1.1778 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7638   -0.1160   -0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4321   -0.4345    0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0387   -0.1495   -0.7357 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4188    0.1239    0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6926    0.2019   -0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9898    0.6558    0.6695 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1751   -0.9668   -0.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4664    0.0648    0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4567   -1.4878    0.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3030    0.2461    1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5023   -0.7561    1.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2720    1.0039    0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8835   -0.7684   -0.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6381    0.9931   -1.2417 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
  6  7  1  0
  2  8  1  0
  2  9  1  0
  3 10  1  0
  3 11  1  0
  5 12  1  0
  5 13  1  0
  6 14  1  0
  6 15  1  0
M  END
Download

3D SDF for HMDB0254958 (Mustard gas)


  Mrv1572004191601152D          

  7  6  0  0  0  0            999 V2000
   -1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520    1.1270    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3349    1.1270    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  4  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254958

> <DATABASE_NAME>
hmdb

> <SMILES>
ClCCSCCCl

> <INCHI_IDENTIFIER>
InChI=1S/C4H8Cl2S/c5-1-3-7-4-2-6/h1-4H2

> <INCHI_KEY>
QKSKPIVNLNLAAV-UHFFFAOYSA-N

> <FORMULA>
C4H8Cl2S

> <MOLECULAR_WEIGHT>
159.07

> <EXACT_MASS>
157.9723768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
15.728105680101045

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-chloro-2-[(2-chloroethyl)sulfanyl]ethane

> <ALOGPS_LOGP>
2.08

> <JCHEM_LOGP>
2.033188341

> <ALOGPS_LOGS>
-2.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
37.984700000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mustard gas

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0254958 (Mustard gas)

HMDB0254958
     RDKit          3D
Mustard gas
 15 14  0  0  0  0  0  0  0  0999 V2000
   -2.7612    1.3897   -1.1778 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7638   -0.1160   -0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4321   -0.4345    0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0387   -0.1495   -0.7357 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4188    0.1239    0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6926    0.2019   -0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9898    0.6558    0.6695 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1751   -0.9668   -0.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4664    0.0648    0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4567   -1.4878    0.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3030    0.2461    1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5023   -0.7561    1.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2720    1.0039    0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8835   -0.7684   -0.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6381    0.9931   -1.2417 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
  6  7  1  0
  2  8  1  0
  2  9  1  0
  3 10  1  0
  3 11  1  0
  5 12  1  0
  5 13  1  0
  6 14  1  0
  6 15  1  0
M  END
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PDB for HMDB0254958 (Mustard gas)

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0      -2.310   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.025   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.976   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.691   2.104   0.000  0.00  0.00           C+0
HETATM    5 Cl   UNK     0      -3.644   2.104   0.000  0.00  0.00          Cl+0
HETATM    6 Cl   UNK     0       4.358   2.104   0.000  0.00  0.00          Cl+0
HETATM    7  S   UNK     0       0.357   1.334   0.000  0.00  0.00           S+0
CONECT    1    3    5                                                       
CONECT    2    4    6                                                       
CONECT    3    1    7                                                       
CONECT    4    2    7                                                       
CONECT    5    1                                                            
CONECT    6    2                                                            
CONECT    7    3    4                                                       
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for HMDB0254958 (Mustard gas)

COMPND    HMDB0254958
HETATM    1 CL1  UNL     1      -2.761   1.390  -1.178  1.00  0.00          CL  
HETATM    2  C1  UNL     1      -2.764  -0.116  -0.235  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.432  -0.435   0.369  1.00  0.00           C  
HETATM    4  S1  UNL     1      -0.039  -0.150  -0.736  1.00  0.00           S  
HETATM    5  C3  UNL     1       1.419   0.124   0.328  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.693   0.202  -0.470  1.00  0.00           C  
HETATM    7 CL2  UNL     1       3.990   0.656   0.669  1.00  0.00          CL  
HETATM    8  H1  UNL     1      -3.175  -0.967  -0.832  1.00  0.00           H  
HETATM    9  H2  UNL     1      -3.466   0.065   0.619  1.00  0.00           H  
HETATM   10  H3  UNL     1      -1.457  -1.488   0.691  1.00  0.00           H  
HETATM   11  H4  UNL     1      -1.303   0.246   1.248  1.00  0.00           H  
HETATM   12  H5  UNL     1       1.502  -0.756   1.010  1.00  0.00           H  
HETATM   13  H6  UNL     1       1.272   1.004   0.984  1.00  0.00           H  
HETATM   14  H7  UNL     1       2.883  -0.768  -0.950  1.00  0.00           H  
HETATM   15  H8  UNL     1       2.638   0.993  -1.242  1.00  0.00           H  
CONECT    1    2
CONECT    2    3    8    9
CONECT    3    4   10   11
CONECT    4    5
CONECT    5    6   12   13
CONECT    6    7   14   15
END
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SMILES for HMDB0254958 (Mustard gas)

ClCCSCCCl
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INCHI for HMDB0254958 (Mustard gas)

InChI=1S/C4H8Cl2S/c5-1-3-7-4-2-6/h1-4H2
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View in JSmolView Stereo Labels
Synonyms
ValueSource
1,1'-Thiobis(2-chloroethane)ChEBI
1-Chloro-2-[(2-chloroethyl)thio]ethaneChEBI
Bis(2-chloroethyl) sulphideChEBI
Bis(2-chloroethyl)sulfaneChEBI
IpritChEBI
LostChEBI
Mustard gasChEBI
SenfgasChEBI
Sulfur mustardChEBI
YperiteChEBI
Bis(2-chloroethyl)sulphaneGenerator
Sulphur mustardGenerator
Dichlorodiethyl sulfideMeSH
Gas, mustardMeSH
MustardgasMeSH
PsoriazinMeSH
Yellow cross liquidMeSH
Bis(beta-chloroethyl) sulfideMeSH
Di 2 chloroethyl sulfideMeSH
Sulfide, di-2-chloroethylMeSH
Di-2-chloroethyl sulfideMeSH
Sulfide, dichlorodiethylMeSH
Mustard, sulfurMeSH
1-chloro-2-(2-Chloroethylsulphanyl)ethaneGenerator
Bis(2-chloroethyl) sulfideGenerator
Chemical FormulaC4H8Cl2S
Average Molecular Weight159.07
Monoisotopic Molecular Weight157.9723768
IUPAC Name1-chloro-2-[(2-chloroethyl)sulfanyl]ethane
Traditional Namemustard gas
CAS Registry NumberNot Available
SMILES
ClCCSCCCl
InChI Identifier
InChI=1S/C4H8Cl2S/c5-1-3-7-4-2-6/h1-4H2
InChI KeyQKSKPIVNLNLAAV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sulfur mustard compounds. Sulfur mustard compounds are compounds containing having two beta-haloalkyl groups bound to a sulfur atom.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassThioethers
Sub ClassSulfur mustard compounds
Direct ParentSulfur mustard compounds
Alternative Parents
Substituents
  • Sulfur mustard
  • Dialkylthioether
  • Sulfenyl compound
  • Hydrocarbon derivative
  • Organochloride
  • Organohalogen compound
  • Alkyl halide
  • Alkyl chloride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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
logP2.08ALOGPS
logP2.03ChemAxon
logS-2.8ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity37.98 m³·mol⁻¹ChemAxon
Polarizability15.73 ųChemAxon
Number of Rings0ChemAxon
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]+133.2630932474
DeepCCS[M-H]-131.23430932474
DeepCCS[M-2H]-167.05530932474
DeepCCS[M+Na]+141.79430932474
AllCCS[M+H]+128.332859911
AllCCS[M+H-H2O]+124.532859911
AllCCS[M+NH4]+131.932859911
AllCCS[M+Na]+132.932859911
AllCCS[M-H]-139.032859911
AllCCS[M+Na-2H]-142.932859911
AllCCS[M+HCOO]-147.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Mustard gasClCCSCCCl1824.4Standard polar33892256
Mustard gasClCCSCCCl1100.3Standard non polar33892256
Mustard gasClCCSCCCl1174.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Mustard gas GC-MS (Non-derivatized) - 70eV, Positivesplash10-06r7-9200000000-95036e9597f56a465afe2021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Mustard gas 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 - Mustard gas 10V, Positive-QTOFsplash10-0a4i-6900000000-2c8055e5f37b0dca452f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mustard gas 20V, Positive-QTOFsplash10-0btd-9400000000-6696889eb630644234302016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mustard gas 40V, Positive-QTOFsplash10-03di-9000000000-59e8bef608c27a2dc9c52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mustard gas 10V, Negative-QTOFsplash10-052f-9300000000-e66dd58a75ec04aa40832016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mustard gas 20V, Negative-QTOFsplash10-0a4l-9100000000-1111beed18829afa3d372016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mustard gas 40V, Negative-QTOFsplash10-0bu3-9000000000-a8ad7074682d7035a9de2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mustard gas 10V, Positive-QTOFsplash10-0002-9200000000-aae2fbdcebdf693e14752021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mustard gas 20V, Positive-QTOFsplash10-03di-9000000000-5eea870b6ee07eeaf10a2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mustard gas 40V, Positive-QTOFsplash10-03di-9000000000-83c77ddefa3a19ce00f32021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mustard gas 10V, Negative-QTOFsplash10-0a4i-9400000000-4e908a963bad72120d272021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mustard gas 20V, Negative-QTOFsplash10-053u-9000000000-6bcd97fb53c2faa48b9c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mustard gas 40V, Negative-QTOFsplash10-001i-9000000000-47c8ec0e2c2c6ed147872021-10-12Wishart 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 ID21106142
KEGG Compound IDC19164
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSulfur mustard
METLIN IDNot Available
PubChem Compound10461
PDB IDNot Available
ChEBI ID25434
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 ]