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Showing metabocard for Dichloroketene (HMDB0251198)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 08:31:40 UTC
Update Date2021-09-26 23:03:04 UTC
HMDB IDHMDB0251198
Secondary Accession NumbersNone
Metabolite Identification
Common NameDichloroketene
DescriptionDichloroketene belongs to the class of organic compounds known as vinyl chlorides. These are vinyl halides in which a chlorine atom is bonded to an sp2-hybridised carbon atom. Based on a literature review a significant number of articles have been published on Dichloroketene. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dichloroketene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dichloroketene 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 HMDB0251198 (Dichloroketene)


  Mrv1652309112110312D          

  5  4  0  0  0  0            999 V2000
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 O   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
  2  4  1  0  0  0  0
  1  5  2  0  0  0  0
M  END
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3D MOL for HMDB0251198 (Dichloroketene)

HMDB0251198
     RDKit          3D
Dichloroketene
  5  4  0  0  0  0  0  0  0  0999 V2000
    2.1152    0.0219    0.0251 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8825   -0.0758   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4217    0.0066   -0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2365    1.5324    0.0003 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3394   -1.4852   -0.0038 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
M  END
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3D SDF for HMDB0251198 (Dichloroketene)


  Mrv1652309112110312D          

  5  4  0  0  0  0            999 V2000
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 O   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
  2  4  1  0  0  0  0
  1  5  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251198

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC(Cl)=C=O

> <INCHI_IDENTIFIER>
InChI=1S/C2Cl2O/c3-2(4)1-5

> <INCHI_KEY>
TVWWMKZMZALOFP-UHFFFAOYSA-N

> <FORMULA>
C2Cl2O

> <MOLECULAR_WEIGHT>
110.92

> <EXACT_MASS>
109.93262

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
7.684953981413413

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
dichloroethen-1-one

> <ALOGPS_LOGP>
0.75

> <JCHEM_LOGP>
1.406038977

> <ALOGPS_LOGS>
-0.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
29.5304

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.43e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dichloroethenone

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0251198 (Dichloroketene)

HMDB0251198
     RDKit          3D
Dichloroketene
  5  4  0  0  0  0  0  0  0  0999 V2000
    2.1152    0.0219    0.0251 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8825   -0.0758   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4217    0.0066   -0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2365    1.5324    0.0003 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3394   -1.4852   -0.0038 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
M  END
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PDB for HMDB0251198 (Dichloroketene)

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       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3 Cl   UNK     0      -0.770  -1.334   0.000  0.00  0.00          Cl+0
HETATM    4 Cl   UNK     0      -0.770   1.334   0.000  0.00  0.00          Cl+0
HETATM    5  O   UNK     0       3.080   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    1                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for HMDB0251198 (Dichloroketene)

COMPND    HMDB0251198
HETATM    1  O1  UNL     1       2.115   0.022   0.025  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.882  -0.076  -0.015  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.422   0.007  -0.007  1.00  0.00           C  
HETATM    4 CL1  UNL     1      -1.237   1.532   0.000  1.00  0.00          CL  
HETATM    5 CL2  UNL     1      -1.339  -1.485  -0.004  1.00  0.00          CL  
CONECT    1    2    2
CONECT    2    3    3
CONECT    3    4    5
END
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SMILES for HMDB0251198 (Dichloroketene)

ClC(Cl)=C=O
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INCHI for HMDB0251198 (Dichloroketene)

InChI=1S/C2Cl2O/c3-2(4)1-5
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC2Cl2O
Average Molecular Weight110.92
Monoisotopic Molecular Weight109.93262
IUPAC Namedichloroethen-1-one
Traditional Namedichloroethenone
CAS Registry NumberNot Available
SMILES
ClC(Cl)=C=O
InChI Identifier
InChI=1S/C2Cl2O/c3-2(4)1-5
InChI KeyTVWWMKZMZALOFP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as vinyl chlorides. These are vinyl halides in which a chlorine atom is bonded to an sp2-hybridised carbon atom.
KingdomOrganic compounds
Super ClassOrganohalogen compounds
ClassVinyl halides
Sub ClassVinyl chlorides
Direct ParentVinyl chlorides
Alternative Parents
Substituents
  • Ynolate
  • Vinyl chloride
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organochloride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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
logP0.75ALOGPS
logP1.41ChemAxon
logS-0.66ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity29.53 m³·mol⁻¹ChemAxon
Polarizability7.68 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]+121.86130932474
DeepCCS[M-H]-119.96530932474
DeepCCS[M-2H]-155.55630932474
DeepCCS[M+Na]+129.96330932474
AllCCS[M+H]+125.632859911
AllCCS[M+H-H2O]+121.332859911
AllCCS[M+NH4]+129.632859911
AllCCS[M+Na]+130.832859911
AllCCS[M-H]-136.832859911
AllCCS[M+Na-2H]-142.432859911
AllCCS[M+HCOO]-148.432859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 202212.8833 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.14 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1384.5 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid550.1 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid232.0 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid434.5 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid258.0 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid416.2 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid565.4 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)734.3 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid893.7 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid331.8 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1015.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid381.1 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid475.0 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate855.0 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA528.3 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water325.4 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DichloroketeneClC(Cl)=C=O925.7Standard polar33892256
DichloroketeneClC(Cl)=C=O632.0Standard non polar33892256
DichloroketeneClC(Cl)=C=O645.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Dichloroketene GC-MS (Non-derivatized) - 70eV, Positivesplash10-0bt9-1900000000-c0d967ac656a873512112021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dichloroketene 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 - Dichloroketene 10V, Positive-QTOFsplash10-03di-0900000000-e1f027cd03ab3dfc30442021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dichloroketene 20V, Positive-QTOFsplash10-03e9-6900000000-a712d7589eb4471921262021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dichloroketene 40V, Positive-QTOFsplash10-001i-9000000000-1066c6b02caa36264b102021-10-12Wishart 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 ID70708
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound78338
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 ]