Hmdb loader

Showing metabocard for 2-Chloroethyl isocyanate (HMDB0245070)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 22:10:39 UTC
Update Date2021-09-26 22:53:17 UTC
HMDB IDHMDB0245070
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-Chloroethyl isocyanate
Description2-Chloroethyl isocyanate belongs to the class of organic compounds known as isocyanates. These are organic compounds containing the isocyanic acid tautomer, HN=C=O, of cyanic acid, HOC#N or its hydrocarbyl derivatives RN=C=O. Based on a literature review a small amount of articles have been published on 2-Chloroethyl isocyanate. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-chloroethyl isocyanate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Chloroethyl isocyanate 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
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0245070 (2-Chloroethyl isocyanate)


  Mrv1652309112100102D          

  6  5  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
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 N   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
   -0.8250   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  2  0  0  0  0
M  END
Download

3D MOL for HMDB0245070 (2-Chloroethyl isocyanate)

HMDB0245070
     RDKit          3D
2-Chloroethyl isocyanate
 10  9  0  0  0  0  0  0  0  0999 V2000
    2.6850    0.4679    0.5649 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8338   -0.3508    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8033   -1.0827    0.1903 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339   -0.6950   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7655    0.7050    0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250    0.6394    1.8063 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2264   -1.3970   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3374   -0.7709   -1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6878    1.0859   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0540    1.3981   -0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  4  8  1  0
  5  9  1  0
  5 10  1  0
M  END
Download

3D SDF for HMDB0245070 (2-Chloroethyl isocyanate)


  Mrv1652309112100102D          

  6  5  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
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 N   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
   -0.8250   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245070

> <DATABASE_NAME>
hmdb

> <SMILES>
ClCCN=C=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H4ClNO/c4-1-2-5-3-6/h1-2H2

> <INCHI_KEY>
BCMYXYHEMGPZJN-UHFFFAOYSA-N

> <FORMULA>
C3H4ClNO

> <MOLECULAR_WEIGHT>
105.52

> <EXACT_MASS>
104.9981415

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
9.167161736308538

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-chloro-2-isocyanatoethane

> <ALOGPS_LOGP>
0.37

> <JCHEM_LOGP>
0.6218703136666666

> <ALOGPS_LOGS>
-1.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.015751153294265

> <JCHEM_POLAR_SURFACE_AREA>
29.43

> <JCHEM_REFRACTIVITY>
22.6815

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.56e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-chloro-2-isocyanatoethane

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0245070 (2-Chloroethyl isocyanate)

HMDB0245070
     RDKit          3D
2-Chloroethyl isocyanate
 10  9  0  0  0  0  0  0  0  0999 V2000
    2.6850    0.4679    0.5649 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8338   -0.3508    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8033   -1.0827    0.1903 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339   -0.6950   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7655    0.7050    0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250    0.6394    1.8063 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2264   -1.3970   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3374   -0.7709   -1.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6878    1.0859   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0540    1.3981   -0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  4  8  1  0
  5  9  1  0
  5 10  1  0
M  END
Download

PDB for HMDB0245070 (2-Chloroethyl isocyanate)

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       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    3 Cl   UNK     0       4.620  -2.667   0.000  0.00  0.00          Cl+0
HETATM    4  N   UNK     0       1.540   0.000   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.540  -0.000   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    3                                                       
CONECT    3    2                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
Download

3D PDB for HMDB0245070 (2-Chloroethyl isocyanate)

COMPND    HMDB0245070
HETATM    1  O1  UNL     1       2.685   0.468   0.565  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.834  -0.351   0.201  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.803  -1.083   0.190  1.00  0.00           N  
HETATM    4  C2  UNL     1      -0.434  -0.695  -0.437  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.765   0.705   0.030  1.00  0.00           C  
HETATM    6 CL1  UNL     1      -0.925   0.639   1.806  1.00  0.00          CL  
HETATM    7  H1  UNL     1      -1.226  -1.397  -0.120  1.00  0.00           H  
HETATM    8  H2  UNL     1      -0.337  -0.771  -1.533  1.00  0.00           H  
HETATM    9  H3  UNL     1      -1.688   1.086  -0.451  1.00  0.00           H  
HETATM   10  H4  UNL     1       0.054   1.398  -0.252  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3
CONECT    3    4
CONECT    4    5    7    8
CONECT    5    6    9   10
END
Download

SMILES for HMDB0245070 (2-Chloroethyl isocyanate)

ClCCN=C=O
Download

INCHI for HMDB0245070 (2-Chloroethyl isocyanate)

InChI=1S/C3H4ClNO/c4-1-2-5-3-6/h1-2H2
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-Chloroethyl isocyanic acidGenerator
Chemical FormulaC3H4ClNO
Average Molecular Weight105.52
Monoisotopic Molecular Weight104.9981415
IUPAC Name1-chloro-2-isocyanatoethane
Traditional Name1-chloro-2-isocyanatoethane
CAS Registry NumberNot Available
SMILES
ClCCN=C=O
InChI Identifier
InChI=1S/C3H4ClNO/c4-1-2-5-3-6/h1-2H2
InChI KeyBCMYXYHEMGPZJN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isocyanates. These are organic compounds containing the isocyanic acid tautomer, HN=C=O, of cyanic acid, HOC#N or its hydrocarbyl derivatives RN=C=O.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassIsocyanates
Direct ParentIsocyanates
Alternative Parents
Substituents
  • Isocyanate
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Alkyl halide
  • Alkyl chloride
  • 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
logP0.37ALOGPS
logP0.62ChemAxon
logS-1.4ALOGPS
pKa (Strongest Basic)-6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.43 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity22.68 m³·mol⁻¹ChemAxon
Polarizability9.17 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]+124.29130932474
DeepCCS[M-H]-122.39630932474
DeepCCS[M-2H]-157.81230932474
DeepCCS[M+Na]+132.21930932474
AllCCS[M+H]+125.032859911
AllCCS[M+H-H2O]+120.732859911
AllCCS[M+NH4]+128.932859911
AllCCS[M+Na]+130.132859911
AllCCS[M-H]-131.432859911
AllCCS[M+Na-2H]-136.032859911
AllCCS[M+HCOO]-141.132859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 202211.9073 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.84 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1127.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid458.3 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid175.7 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid338.3 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid146.0 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid389.1 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 Acid501.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)234.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid819.8 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid311.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1081.5 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid307.1 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid384.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate591.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA353.4 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water155.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Chloroethyl isocyanateClCCN=C=O1386.6Standard polar33892256
2-Chloroethyl isocyanateClCCN=C=O725.9Standard non polar33892256
2-Chloroethyl isocyanateClCCN=C=O822.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chloroethyl isocyanate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a6r-9000000000-7d58f2a7cf9cc21004fa2021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chloroethyl isocyanate 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 - 2-Chloroethyl isocyanate 10V, Negative-QTOFsplash10-001i-9000000000-c2fa753da65a4bac80a12021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroethyl isocyanate 20V, Negative-QTOFsplash10-001i-9000000000-c2fa753da65a4bac80a12021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroethyl isocyanate 40V, Negative-QTOFsplash10-001i-9000000000-5ed5915872acdcbc46a82021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroethyl isocyanate 10V, Positive-QTOFsplash10-03di-9000000000-7e6a41ec475457c7fc2e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroethyl isocyanate 20V, Positive-QTOFsplash10-03di-9000000000-18aa941ba6ba6c12d67c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloroethyl isocyanate 40V, Positive-QTOFsplash10-0ik9-9000000000-a67d3ea0adfb057ee5d02021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-12Wishart 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 ID15227
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16035
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 ]