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Showing metabocard for 2-Chloropropionic acid (HMDB0245078)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 22:11:06 UTC
Update Date2021-09-26 22:53:18 UTC
HMDB IDHMDB0245078
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-Chloropropionic acid
Description2-Chloropropionic acid, also known as 2-chloropropanoate, belongs to the class of organic compounds known as alpha-halocarboxylic acids. These are carboxylic acids containing a halogen atom bonded to the alpha carbon atom. Based on a literature review a significant number of articles have been published on 2-Chloropropionic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-chloropropionic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Chloropropionic 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 HMDB0245078 (2-Chloropropionic acid)


  Mrv1572004221603092D          

  6  5  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
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  3  1  0  0  0  0
M  END
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3D MOL for HMDB0245078 (2-Chloropropionic acid)

HMDB0245078
     RDKit          3D
2-Chloropropionic acid
 11 10  0  0  0  0  0  0  0  0999 V2000
   -1.2273    0.4889   -0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2583   -0.6375   -0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3347   -1.3092   -1.5701 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9300   -0.1540    0.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1945   -0.6279    1.8203 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7644    0.8063    0.1842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5658    0.8579    0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8107    1.3027   -0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1070    0.0897   -0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7988   -1.3918    0.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5443    0.5751   -0.4433 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  6 11  1  0
M  END
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3D SDF for HMDB0245078 (2-Chloropropionic acid)


  Mrv1572004221603092D          

  6  5  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
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  3  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245078

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C3H5ClO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)

> <INCHI_KEY>
GAWAYYRQGQZKCR-UHFFFAOYSA-N

> <FORMULA>
C3H5ClO2

> <MOLECULAR_WEIGHT>
108.52

> <EXACT_MASS>
107.9978071

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
9.225603120867492

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-chloropropanoic acid

> <ALOGPS_LOGP>
0.80

> <JCHEM_LOGP>
0.8827623379999998

> <ALOGPS_LOGS>
0.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4175815958438087

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
21.890800000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.55e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-chloropropionic acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0245078 (2-Chloropropionic acid)

HMDB0245078
     RDKit          3D
2-Chloropropionic acid
 11 10  0  0  0  0  0  0  0  0999 V2000
   -1.2273    0.4889   -0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2583   -0.6375   -0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3347   -1.3092   -1.5701 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9300   -0.1540    0.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1945   -0.6279    1.8203 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7644    0.8063    0.1842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5658    0.8579    0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8107    1.3027   -0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1070    0.0897   -0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7988   -1.3918    0.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5443    0.5751   -0.4433 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  6 11  1  0
M  END
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PDB for HMDB0245078 (2-Chloropropionic acid)

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-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       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4 Cl   UNK     0       3.850   1.334   0.000  0.00  0.00          Cl+0
HETATM    5  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2    5    6                                                  
CONECT    4    2                                                            
CONECT    5    3                                                            
CONECT    6    3                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for HMDB0245078 (2-Chloropropionic acid)

COMPND    HMDB0245078
HETATM    1  C1  UNL     1      -1.227   0.489  -0.290  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.258  -0.638  -0.017  1.00  0.00           C  
HETATM    3 CL1  UNL     1       0.335  -1.309  -1.570  1.00  0.00          CL  
HETATM    4  C3  UNL     1       0.930  -0.154   0.702  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.194  -0.628   1.820  1.00  0.00           O  
HETATM    6  O2  UNL     1       1.764   0.806   0.184  1.00  0.00           O  
HETATM    7  H1  UNL     1      -1.566   0.858   0.710  1.00  0.00           H  
HETATM    8  H2  UNL     1      -0.811   1.303  -0.872  1.00  0.00           H  
HETATM    9  H3  UNL     1      -2.107   0.090  -0.794  1.00  0.00           H  
HETATM   10  H4  UNL     1      -0.799  -1.392   0.570  1.00  0.00           H  
HETATM   11  H5  UNL     1       2.544   0.575  -0.443  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3    4   10
CONECT    4    5    5    6
CONECT    6   11
END
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SMILES for HMDB0245078 (2-Chloropropionic acid)

CC(Cl)C(O)=O
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INCHI for HMDB0245078 (2-Chloropropionic acid)

InChI=1S/C3H5ClO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2-ChloropropionateGenerator
2-ChloropropanoateHMDB
2-Chloropropionic acid, (S)-isomerHMDB
2-Chloropropionic acid, sodium saltHMDB
Sodium-2-chloropropionateHMDB
Chemical FormulaC3H5ClO2
Average Molecular Weight108.52
Monoisotopic Molecular Weight107.9978071
IUPAC Name2-chloropropanoic acid
Traditional Name2-chloropropionic acid
CAS Registry NumberNot Available
SMILES
CC(Cl)C(O)=O
InChI Identifier
InChI=1S/C3H5ClO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)
InChI KeyGAWAYYRQGQZKCR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-halocarboxylic acids. These are carboxylic acids containing a halogen atom bonded to the alpha carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAlpha-halocarboxylic acids and derivatives
Direct ParentAlpha-halocarboxylic acids
Alternative Parents
Substituents
  • Alpha-halocarboxylic acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Carbonyl group
  • 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
logP0.8ALOGPS
logP0.88ChemAxon
logS0.16ALOGPS
pKa (Strongest Acidic)3.42ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity21.89 m³·mol⁻¹ChemAxon
Polarizability9.23 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]+129.73530932474
DeepCCS[M-H]-126.93830932474
DeepCCS[M-2H]-163.4930932474
DeepCCS[M+Na]+137.91230932474
AllCCS[M+H]+127.432859911
AllCCS[M+H-H2O]+123.232859911
AllCCS[M+NH4]+131.432859911
AllCCS[M+Na]+132.632859911
AllCCS[M-H]-130.132859911
AllCCS[M+Na-2H]-134.732859911
AllCCS[M+HCOO]-139.932859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 202212.2572 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.32 minutes32390414

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chloropropionic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0706-9100000000-c35ee39eb3f6ce8481692021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chloropropionic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chloropropionic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chloropropionic acid GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Chloropropionic 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-Chloropropionic acid 10V, Positive-QTOFsplash10-08fr-9400000000-bf24dae839f633e834272016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloropropionic acid 20V, Positive-QTOFsplash10-0bt9-9400000000-ceeebb7213607bd9db232016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloropropionic acid 40V, Positive-QTOFsplash10-03di-9000000000-e35e83c95b26de3728872016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloropropionic acid 10V, Negative-QTOFsplash10-0a4i-1900000000-61a4710356275ae735ea2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloropropionic acid 20V, Negative-QTOFsplash10-0a4i-5900000000-1b1184ed515225ca08a22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloropropionic acid 40V, Negative-QTOFsplash10-05g0-9200000000-6638130490c841dd76102016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloropropionic acid 10V, Positive-QTOFsplash10-03di-9000000000-49da63999fce36878c512021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloropropionic acid 20V, Positive-QTOFsplash10-03di-9000000000-49da63999fce36878c512021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloropropionic acid 40V, Positive-QTOFsplash10-03di-9000000000-49da63999fce36878c512021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloropropionic acid 10V, Negative-QTOFsplash10-0a4i-0900000000-d16819cf03c06f769ac02021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloropropionic acid 20V, Negative-QTOFsplash10-001i-9200000000-1780e3c67e92b04bce2a2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Chloropropionic acid 40V, Negative-QTOFsplash10-001i-9100000000-6517c7ffa155dfd018e32021-10-12Wishart 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 ID11241
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-Chloropropionic acid
METLIN IDNot Available
PubChem Compound11734
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 ]