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Showing metabocard for 2-Chlorobenzoic acid (HMDB0245065)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 22:10:24 UTC
Update Date2021-09-26 22:53:16 UTC
HMDB IDHMDB0245065
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-Chlorobenzoic acid
Description2-Chlorobenzoic acid, also known as O-chlorobenzoate, belongs to the class of organic compounds known as halobenzoic acids. These are benzoic acids carrying a halogen atom on the benzene ring. 2-Chlorobenzoic acid exists in all living organisms, ranging from bacteria to humans. 2-Chlorobenzoic acid 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 2-Chlorobenzoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-chlorobenzoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Chlorobenzoic acid 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 HMDB0245065 (2-Chlorobenzoic acid)

 
  Mrv1533007211515372D          
 
 10 10  0  0  0  0            999 V2000
   16.5755   -9.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2936  -10.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8685  -10.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6127   -8.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2936  -10.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0005   -9.7303    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.8685  -10.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2785   -8.5046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8647   -8.5083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5755  -11.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  7 10  2  0  0  0  0
M  END
Download

3D MOL for HMDB0245065 (2-Chlorobenzoic acid)

HMDB0245065
     RDKit          3D
2-Chlorobenzoic acid
 15 15  0  0  0  0  0  0  0  0999 V2000
   -2.7246   -0.4917   -1.0760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0437    0.1118   -0.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6578    0.9580    0.7160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6184   -0.0477   -0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0241   -1.2460   -0.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4016   -1.3511   -0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1597   -0.2204   -0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251    0.9782    0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1554    1.0696    0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6431    2.6317    0.3524 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2607    0.4848    1.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5844   -2.1248   -0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8666   -2.3263   -0.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624   -0.2996    0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1379    1.8736    0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9  4  1  0
  3 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 HMDB0245065 (2-Chlorobenzoic acid)

 
  Mrv1533007211515372D          
 
 10 10  0  0  0  0            999 V2000
   16.5755   -9.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2936  -10.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8685  -10.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6127   -8.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2936  -10.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0005   -9.7303    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.8685  -10.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2785   -8.5046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8647   -8.5083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5755  -11.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  7 10  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245065

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CC=CC=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C7H5ClO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H,9,10)

> <INCHI_KEY>
IKCLCGXPQILATA-UHFFFAOYSA-N

> <FORMULA>
C7H5ClO2

> <MOLECULAR_WEIGHT>
156.57

> <EXACT_MASS>
155.9978071

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
14.050508196265255

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-chlorobenzoic acid

> <ALOGPS_LOGP>
2.39

> <JCHEM_LOGP>
2.234873400333333

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.068039035963698

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
38.119

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.77e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chlorobenzoate

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0245065 (2-Chlorobenzoic acid)

HMDB0245065
     RDKit          3D
2-Chlorobenzoic acid
 15 15  0  0  0  0  0  0  0  0999 V2000
   -2.7246   -0.4917   -1.0760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0437    0.1118   -0.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6578    0.9580    0.7160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6184   -0.0477   -0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0241   -1.2460   -0.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4016   -1.3511   -0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1597   -0.2204   -0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251    0.9782    0.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1554    1.0696    0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6431    2.6317    0.3524 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2607    0.4848    1.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5844   -2.1248   -0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8666   -2.3263   -0.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624   -0.2996    0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1379    1.8736    0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9  4  1  0
  3 11  1  0
  5 12  1  0
  6 13  1  0
  7 14  1  0
  8 15  1  0
M  END
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PDB for HMDB0245065 (2-Chlorobenzoic acid)

HEADER    PROTEIN                                 21-JUL-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUL-15         0                                  
HETATM    1  C   UNK     0      30.941 -18.170   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      32.281 -18.928   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      29.621 -18.928   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.010 -16.640   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      32.281 -20.472   0.000  0.00  0.00           C+0
HETATM    6 Cl   UNK     0      33.601 -18.163   0.000  0.00  0.00          Cl+0
HETATM    7  C   UNK     0      29.621 -20.472   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      32.253 -15.875   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      29.614 -15.882   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      30.941 -21.252   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8    9                                                  
CONECT    5    2   10                                                       
CONECT    6    2                                                            
CONECT    7    3   10                                                       
CONECT    8    4                                                            
CONECT    9    4                                                            
CONECT   10    5    7                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0245065 (2-Chlorobenzoic acid)

COMPND    HMDB0245065
HETATM    1  O1  UNL     1      -2.725  -0.492  -1.076  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.044   0.112  -0.219  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.658   0.958   0.716  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.618  -0.048  -0.170  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.024  -1.246  -0.362  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.402  -1.351  -0.287  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.160  -0.220  -0.013  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.525   0.978   0.178  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.155   1.070   0.102  1.00  0.00           C  
HETATM   10 CL1  UNL     1      -0.643   2.632   0.352  1.00  0.00          CL  
HETATM   11  H1  UNL     1      -3.261   0.485   1.389  1.00  0.00           H  
HETATM   12  H2  UNL     1      -0.584  -2.125  -0.585  1.00  0.00           H  
HETATM   13  H3  UNL     1       1.867  -2.326  -0.441  1.00  0.00           H  
HETATM   14  H4  UNL     1       3.262  -0.300   0.032  1.00  0.00           H  
HETATM   15  H5  UNL     1       2.138   1.874   0.383  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   11
CONECT    4    5    5    9
CONECT    5    6   12
CONECT    6    7    7   13
CONECT    7    8   14
CONECT    8    9    9   15
CONECT    9   10
END
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SMILES for HMDB0245065 (2-Chlorobenzoic acid)

OC(=O)C1=CC=CC=C1Cl
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INCHI for HMDB0245065 (2-Chlorobenzoic acid)

InChI=1S/C7H5ClO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H,9,10)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
O-Chlorobenzoic acidChEBI
O-ChlorobenzoateGenerator
2-ChlorobenzoateGenerator
2-Chlorobenzoic acid, copper (2+) saltHMDB
2-Chlorobenzoic acid, nickel (2+) saltHMDB
2-Chlorobenzoic acid, potassium saltHMDB
Chemical FormulaC7H5ClO2
Average Molecular Weight156.57
Monoisotopic Molecular Weight155.9978071
IUPAC Name2-chlorobenzoic acid
Traditional Namechlorobenzoate
CAS Registry NumberNot Available
SMILES
OC(=O)C1=CC=CC=C1Cl
InChI Identifier
InChI=1S/C7H5ClO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H,9,10)
InChI KeyIKCLCGXPQILATA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as halobenzoic acids. These are benzoic acids carrying a halogen atom on the benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentHalobenzoic acids
Alternative Parents
Substituents
  • Halobenzoic acid
  • 2-halobenzoic acid
  • 2-halobenzoic acid or derivatives
  • Benzoic acid
  • 1-carboxy-2-haloaromatic compound
  • Benzoyl
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Vinylogous halide
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organochloride
  • Organohalogen compound
  • Organic oxide
  • 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
logP2.39ALOGPS
logP2.23ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)3.07ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity38.12 m³·mol⁻¹ChemAxon
Polarizability14.05 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]+128.65830932474
DeepCCS[M-H]-125.96530932474
DeepCCS[M-2H]-162.22330932474
DeepCCS[M+Na]+137.36830932474
AllCCS[M+H]+130.532859911
AllCCS[M+H-H2O]+125.932859911
AllCCS[M+NH4]+134.832859911
AllCCS[M+Na]+136.032859911
AllCCS[M-H]-124.032859911
AllCCS[M+Na-2H]-125.532859911
AllCCS[M+HCOO]-127.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Chlorobenzoic acidOC(=O)C1=CC=CC=C1Cl2390.0Standard polar33892256
2-Chlorobenzoic acidOC(=O)C1=CC=CC=C1Cl1308.9Standard non polar33892256
2-Chlorobenzoic acidOC(=O)C1=CC=CC=C1Cl1383.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chlorobenzoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0bti-4900000000-2cdd2eadc367111cbfad2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chlorobenzoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chlorobenzoic acid GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chlorobenzoic acid GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chlorobenzoic acid 10V, Positive-QTOFsplash10-0a4i-0900000000-9be790888439f8da0ee62016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chlorobenzoic acid 20V, Positive-QTOFsplash10-0a4i-0900000000-e42e2527b25dc1acbf342016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chlorobenzoic acid 40V, Positive-QTOFsplash10-0w29-9500000000-6fdf20642ed423864ccc2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chlorobenzoic acid 10V, Negative-QTOFsplash10-0udi-0900000000-ff4c40ff654b463746db2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chlorobenzoic acid 20V, Negative-QTOFsplash10-0w29-0900000000-05046aa05a7b16ac53312016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chlorobenzoic acid 40V, Negative-QTOFsplash10-0ik9-4900000000-95f09d64efede1af9b842016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chlorobenzoic acid 10V, Positive-QTOFsplash10-000i-0900000000-bd75622c5e877b13d7f92021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chlorobenzoic acid 20V, Positive-QTOFsplash10-000i-0900000000-886f3620adfdaa834a172021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chlorobenzoic acid 40V, Positive-QTOFsplash10-01p9-7900000000-aae5dcf23c8e5511d3ae2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chlorobenzoic acid 10V, Negative-QTOFsplash10-03di-0900000000-4cc1b8da1629270b25642021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chlorobenzoic acid 20V, Negative-QTOFsplash10-03di-0900000000-5d449324bbd5b43dd4b42021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chlorobenzoic acid 40V, Negative-QTOFsplash10-03di-2900000000-484983bed70ca9ad83292021-10-12Wishart 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 ID8071
KEGG Compound IDC02357
BioCyc IDCPD-256
BiGG IDNot Available
Wikipedia Link2-Chlorobenzoic acid
METLIN IDNot Available
PubChem Compound8374
PDB IDNot Available
ChEBI ID30793
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 ]