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Showing metabocard for Chloroprene (HMDB0250123)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 07:05:52 UTC
Update Date2021-09-26 23:01:23 UTC
HMDB IDHMDB0250123
Secondary Accession NumbersNone
Metabolite Identification
Common NameChloroprene
Descriptionchloroprene, also known as 2-chlorobutadiene, 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 very few articles have been published on chloroprene. This compound has been identified in human blood as reported by (PMID: 31557052 ). Chloroprene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Chloroprene 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 HMDB0250123 (Chloroprene)


  Mrv1572004191601132D          

  5  4  0  0  0  0            999 V2000
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
M  END
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3D MOL for HMDB0250123 (Chloroprene)

HMDB0250123
     RDKit          3D
Chloroprene
 10  9  0  0  0  0  0  0  0  0999 V2000
    1.7338   -0.1706    0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5482   -0.5206   -0.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5638    0.4007    0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7596    0.0398   -0.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2996    1.9565    0.7793 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8370    0.8047    0.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5837   -0.8466    0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4344   -1.4949   -0.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9415   -0.9067   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5727    0.7377   -0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  3
  3  5  1  0
  1  6  1  0
  1  7  1  0
  2  8  1  0
  4  9  1  0
  4 10  1  0
M  END
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3D SDF for HMDB0250123 (Chloroprene)


  Mrv1572004191601132D          

  5  4  0  0  0  0            999 V2000
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250123

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H5Cl/c1-3-4(2)5/h3H,1-2H2

> <INCHI_KEY>
YACLQRRMGMJLJV-UHFFFAOYSA-N

> <FORMULA>
C4H5Cl

> <MOLECULAR_WEIGHT>
88.53

> <EXACT_MASS>
88.0079779

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
8.625804580435386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-chlorobuta-1,3-diene

> <ALOGPS_LOGP>
2.24

> <JCHEM_LOGP>
1.8707876890000001

> <ALOGPS_LOGS>
-2.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
25.0106

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chloroprene

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0250123 (Chloroprene)

HMDB0250123
     RDKit          3D
Chloroprene
 10  9  0  0  0  0  0  0  0  0999 V2000
    1.7338   -0.1706    0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5482   -0.5206   -0.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5638    0.4007    0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7596    0.0398   -0.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2996    1.9565    0.7793 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8370    0.8047    0.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5837   -0.8466    0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4344   -1.4949   -0.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9415   -0.9067   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5727    0.7377   -0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  3
  3  5  1  0
  1  6  1  0
  1  7  1  0
  2  8  1  0
  4  9  1  0
  4 10  1  0
M  END
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PDB for HMDB0250123 (Chloroprene)

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       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    4                                                       
CONECT    4    2    3    5                                                  
CONECT    5    4                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for HMDB0250123 (Chloroprene)

COMPND    HMDB0250123
HETATM    1  C1  UNL     1       1.734  -0.171   0.338  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.548  -0.521  -0.096  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.564   0.401   0.040  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.760   0.040  -0.401  1.00  0.00           C  
HETATM    5 CL1  UNL     1      -0.300   1.956   0.779  1.00  0.00          CL  
HETATM    6  H1  UNL     1       1.837   0.805   0.786  1.00  0.00           H  
HETATM    7  H2  UNL     1       2.584  -0.847   0.246  1.00  0.00           H  
HETATM    8  H3  UNL     1       0.434  -1.495  -0.547  1.00  0.00           H  
HETATM    9  H4  UNL     1      -1.942  -0.907  -0.856  1.00  0.00           H  
HETATM   10  H5  UNL     1      -2.573   0.738  -0.291  1.00  0.00           H  
CONECT    1    2    2    6    7
CONECT    2    3    8
CONECT    3    4    4    5
CONECT    4    9   10
END
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SMILES for HMDB0250123 (Chloroprene)

ClC(=C)C=C
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INCHI for HMDB0250123 (Chloroprene)

InChI=1S/C4H5Cl/c1-3-4(2)5/h3H,1-2H2
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2-Chlor-1,3-butadienChEBI
2-Chloro-1,3-butadieneChEBI
2-ChlorobutadieneChEBI
ChloropreneMeSH
Chemical FormulaC4H5Cl
Average Molecular Weight88.53
Monoisotopic Molecular Weight88.0079779
IUPAC Name2-chlorobuta-1,3-diene
Traditional Namechloroprene
CAS Registry NumberNot Available
SMILES
ClC(=C)C=C
InChI Identifier
InChI=1S/C4H5Cl/c1-3-4(2)5/h3H,1-2H2
InChI KeyYACLQRRMGMJLJV-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
  • Chloroalkene
  • Haloalkene
  • Vinyl chloride
  • Hydrocarbon derivative
  • Organochloride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
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
logP2.24ALOGPS
logP1.87ChemAxon
logS-2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity25.01 m³·mol⁻¹ChemAxon
Polarizability8.63 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]+120.64730932474
DeepCCS[M-H]-118.34130932474
DeepCCS[M-2H]-154.33430932474
DeepCCS[M+Na]+128.84630932474
AllCCS[M+H]+120.832859911
AllCCS[M+H-H2O]+116.232859911
AllCCS[M+NH4]+125.032859911
AllCCS[M+Na]+126.232859911
AllCCS[M-H]-130.332859911
AllCCS[M+Na-2H]-135.832859911
AllCCS[M+HCOO]-141.932859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 202214.5692 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.63 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1638.6 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid592.6 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid238.7 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid447.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid299.0 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid495.2 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 Acid669.0 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)490.6 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1166.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid397.4 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1186.1 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid427.6 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid414.9 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate668.2 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA499.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water192.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ChloropreneClC(=C)C=C728.9Standard polar33892256
ChloropreneClC(=C)C=C561.7Standard non polar33892256
ChloropreneClC(=C)C=C635.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Chloroprene GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ufr-9000000000-c635f02e6f3544c002ef2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chloroprene 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 - Chloroprene 10V, Positive-QTOFsplash10-000i-9000000000-0dfd22395c213026d9242016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chloroprene 20V, Positive-QTOFsplash10-000i-9000000000-70afee494ac69ea276402016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chloroprene 40V, Positive-QTOFsplash10-0udi-9000000000-4695a924847b65e849762016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chloroprene 10V, Negative-QTOFsplash10-000i-9000000000-a3d200f7db9acada37702016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chloroprene 20V, Negative-QTOFsplash10-000i-9000000000-413f124cd7bb311dad792016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chloroprene 40V, Negative-QTOFsplash10-0udi-9000000000-348f4d091af3bed05a9d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chloroprene 10V, Positive-QTOFsplash10-000i-9000000000-f91f251ded8cc73c9ebb2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chloroprene 20V, Positive-QTOFsplash10-000i-9000000000-1aa2682d52cb5ade772e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chloroprene 40V, Positive-QTOFsplash10-0udi-9000000000-8c175888860cb5241b012021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chloroprene 10V, Negative-QTOFsplash10-001r-9000000000-ce7253e64d79c53c81bd2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chloroprene 20V, Negative-QTOFsplash10-001i-9000000000-c2fa753da65a4bac80a12021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chloroprene 40V, Negative-QTOFsplash10-001i-9000000000-c2fa753da65a4bac80a12021-10-12Wishart 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 ID29102
KEGG Compound IDC19502
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkChloroprene
METLIN IDNot Available
PubChem Compound31369
PDB IDNot Available
ChEBI ID39481
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1309551
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 ]