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Showing metabocard for Benzyl chloride (HMDB0059882)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-03-07 21:34:45 UTC
Update Date2022-03-07 03:17:37 UTC
HMDB IDHMDB0059882
Secondary Accession Numbers
  • HMDB59882
Metabolite Identification
Common NameBenzyl chloride
DescriptionBenzyl chloride, also known as alpha-chlortoluol or a-chlorotoluene, belongs to the class of organic compounds known as benzyl chlorides. These are organic compounds containing a benzene skeleton substituted with a chloromethyl group. Benzyl chloride is possibly neutral. Benzyl chloride is a potentially toxic compound. These are aromatic compounds containing a benzene substituted at one or more positions.
Structure
Data?1563865986
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0059882 (Benzyl chloride)

 
  Mrv1652305271900032D          
 
  8  8  0  0  0  0            999 V2000
    8.2087  -11.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2087  -11.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9232  -12.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6377  -11.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6377  -11.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9232  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3669  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0815  -11.0962    0.0000 Cl  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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
Download

3D MOL for HMDB0059882 (Benzyl chloride)

HMDB0059882
     RDKit          3D
Benzyl chloride
 15 15  0  0  0  0  0  0  0  0999 V2000
    2.9636   -0.2392   -1.3645 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1738   -0.1255    0.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6941   -0.0418    0.0973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0544    1.1746   -0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3217    1.2738   -0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1162    0.1472   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4715   -1.0672   -0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0920   -1.1753    0.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5911    0.7049    0.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4572   -1.0623    0.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7038    2.0585    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905    2.2643   -0.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1940    0.1965   -0.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0531   -1.9782   -0.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4009   -2.1302    0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  2  9  1  0
  2 10  1  0
  4 11  1  0
  5 12  1  0
  6 13  1  0
  7 14  1  0
  8 15  1  0
M  END
Download

3D SDF for HMDB0059882 (Benzyl chloride)

 
  Mrv1652305271900032D          
 
  8  8  0  0  0  0            999 V2000
    8.2087  -11.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2087  -11.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9232  -12.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6377  -11.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6377  -11.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9232  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3669  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0815  -11.0962    0.0000 Cl  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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059882

> <DATABASE_NAME>
hmdb

> <SMILES>
ClCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C7H7Cl/c8-6-7-4-2-1-3-5-7/h1-5H,6H2

> <INCHI_KEY>
KCXMKQUNVWSEMD-UHFFFAOYSA-N

> <FORMULA>
C7H7Cl

> <MOLECULAR_WEIGHT>
126.583

> <EXACT_MASS>
126.023627931

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
13.005316039862587

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(chloromethyl)benzene

> <ALOGPS_LOGP>
2.51

> <JCHEM_LOGP>
2.560487904666667

> <ALOGPS_LOGS>
-2.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
35.9249

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.64e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzyl chloride

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0059882 (Benzyl chloride)

HMDB0059882
     RDKit          3D
Benzyl chloride
 15 15  0  0  0  0  0  0  0  0999 V2000
    2.9636   -0.2392   -1.3645 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1738   -0.1255    0.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6941   -0.0418    0.0973 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0544    1.1746   -0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3217    1.2738   -0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1162    0.1472   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4715   -1.0672   -0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0920   -1.1753    0.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5911    0.7049    0.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4572   -1.0623    0.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7038    2.0585    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7905    2.2643   -0.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1940    0.1965   -0.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0531   -1.9782   -0.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4009   -2.1302    0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  2  9  1  0
  2 10  1  0
  4 11  1  0
  5 12  1  0
  6 13  1  0
  7 14  1  0
  8 15  1  0
M  END
Download

PDB for HMDB0059882 (Benzyl chloride)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      15.323 -20.713   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.323 -22.253   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.657 -23.023   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.990 -22.253   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.990 -20.713   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.657 -19.943   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.352 -19.943   0.000  0.00  0.00           C+0
HETATM    8 Cl   UNK     0      20.685 -20.713   0.000  0.00  0.00          Cl+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for HMDB0059882 (Benzyl chloride)

COMPND    HMDB0059882
HETATM    1 CL1  UNL     1       2.964  -0.239  -1.365  1.00  0.00          CL  
HETATM    2  C1  UNL     1       2.174  -0.126   0.225  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.694  -0.042   0.097  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.054   1.175  -0.013  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.322   1.274  -0.133  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.116   0.147  -0.147  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.471  -1.067  -0.036  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.092  -1.175   0.084  1.00  0.00           C  
HETATM    9  H1  UNL     1       2.591   0.705   0.839  1.00  0.00           H  
HETATM   10  H2  UNL     1       2.457  -1.062   0.779  1.00  0.00           H  
HETATM   11  H3  UNL     1       0.704   2.059   0.000  1.00  0.00           H  
HETATM   12  H4  UNL     1      -1.790   2.264  -0.219  1.00  0.00           H  
HETATM   13  H5  UNL     1      -3.194   0.197  -0.240  1.00  0.00           H  
HETATM   14  H6  UNL     1      -2.053  -1.978  -0.043  1.00  0.00           H  
HETATM   15  H7  UNL     1       0.401  -2.130   0.170  1.00  0.00           H  
CONECT    1    2
CONECT    2    3    9   10
CONECT    3    4    4    8
CONECT    4    5   11
CONECT    5    6    6   12
CONECT    6    7   13
CONECT    7    8    8   14
CONECT    8   15
END
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SMILES for HMDB0059882 (Benzyl chloride)

ClCC1=CC=CC=C1
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INCHI for HMDB0059882 (Benzyl chloride)

InChI=1S/C7H7Cl/c8-6-7-4-2-1-3-5-7/h1-5H,6H2
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View in JSmolView Stereo Labels
Synonyms
ValueSource
alpha-ChlorotolueneChEBI
alpha-ChlortoluolChEBI
BenzylchloridChEBI
Chlorure de benzyleChEBI
Omega-chlorotolueneChEBI
a-ChlorotolueneGenerator
Α-chlorotolueneGenerator
a-ChlortoluolGenerator
Α-chlortoluolGenerator
Benzyl chloride, 14C-labeledHMDB
Chemical FormulaC7H7Cl
Average Molecular Weight126.583
Monoisotopic Molecular Weight126.023627931
IUPAC Name(chloromethyl)benzene
Traditional Namebenzyl chloride
CAS Registry NumberNot Available
SMILES
ClCC1=CC=CC=C1
InChI Identifier
InChI=1S/C7H7Cl/c8-6-7-4-2-1-3-5-7/h1-5H,6H2
InChI KeyKCXMKQUNVWSEMD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzyl chlorides. These are organic compounds containing a benzene skeleton substituted with a chloromethyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzyl halides
Direct ParentBenzyl chlorides
Alternative Parents
Substituents
  • Benzyl chloride
  • Hydrocarbon derivative
  • Organochloride
  • Organohalogen compound
  • Alkyl halide
  • Alkyl chloride
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic 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
Water Solubility0.16 g/LALOGPS
logP2.51ALOGPS
logP2.56ChemAxon
logS-2.9ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.92 m³·mol⁻¹ChemAxon
Polarizability13.01 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]+123.97630932474
DeepCCS[M-H]-121.09530932474
DeepCCS[M-2H]-157.74830932474
DeepCCS[M+Na]+132.54830932474
AllCCS[M+H]+123.332859911
AllCCS[M+H-H2O]+118.432859911
AllCCS[M+NH4]+127.932859911
AllCCS[M+Na]+129.232859911
AllCCS[M-H]-121.032859911
AllCCS[M+Na-2H]-123.432859911
AllCCS[M+HCOO]-126.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Benzyl chlorideClCC1=CC=CC=C11449.7Standard polar33892256
Benzyl chlorideClCC1=CC=CC=C1975.5Standard non polar33892256
Benzyl chlorideClCC1=CC=CC=C11029.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Benzyl chloride EI-B (Non-derivatized)splash10-0006-9200000000-47bb06f55920c2d129772017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzyl chloride CI-B (Non-derivatized)splash10-0006-9300000000-c3afd89818a3807769112017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzyl chloride EI-B (Non-derivatized)splash10-0006-9100000000-c16850c6c68fce3df5e92017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzyl chloride EI-B (Non-derivatized)splash10-0006-9200000000-47bb06f55920c2d129772018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzyl chloride CI-B (Non-derivatized)splash10-0006-9300000000-c3afd89818a3807769112018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Benzyl chloride EI-B (Non-derivatized)splash10-0006-9100000000-c16850c6c68fce3df5e92018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Benzyl chloride GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9100000000-8ef8bfeb88ad3a17a4c22016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Benzyl chloride GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0006-9200000000-2a392f002d8b7024e9b62014-10-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl chloride 10V, Positive-QTOFsplash10-004i-2900000000-79e607dd40bcd3c76d062016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl chloride 20V, Positive-QTOFsplash10-004i-5900000000-7b5d0e7df148f6543c412016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl chloride 40V, Positive-QTOFsplash10-0006-9000000000-72b99508ef9ad7785de52016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl chloride 10V, Negative-QTOFsplash10-004i-1900000000-1e23c9d141babbfed70e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl chloride 20V, Negative-QTOFsplash10-004r-5900000000-04ead0ed95dd1c13e8062016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl chloride 40V, Negative-QTOFsplash10-002r-9400000000-6ebfc4036fb58624c7312016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl chloride 10V, Positive-QTOFsplash10-0006-9300000000-d0e0cb832ec7d09482bc2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl chloride 20V, Positive-QTOFsplash10-0006-9000000000-47d2029de8830d06652e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl chloride 40V, Positive-QTOFsplash10-00kf-9000000000-e66f85a04eee5c3864c02021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl chloride 10V, Negative-QTOFsplash10-004i-0900000000-451a70346b6710f84e6b2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl chloride 20V, Negative-QTOFsplash10-004i-0900000000-451a70346b6710f84e6b2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Benzyl chloride 40V, Negative-QTOFsplash10-004i-7900000000-468f45965dd44fe672e62021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
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 IDNot Available
KEGG Compound IDC19167
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBenzyl_chloride
METLIN IDNot Available
PubChem Compound7503
PDB IDNot Available
ChEBI ID615597
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. Ippen H, Liebeskind H: [Contact eczema caused by 1,4-bis-chloromethylbenzene]. Derm Beruf Umwelt. 1978;26(3):97. [PubMed:383436 ]
  2. Akashi M, Tokiyoshi T, Miyauchi N, Mosbach K: Affinity chromatography of nucleosides and nucleic acid base derivatives with nucleic acid bases or nitrobenzeneboronic acid substituted silicas. Nucleic Acids Symp Ser. 1985;(16):41-4. [PubMed:3003709 ]