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Showing metabocard for 1,3-Dichloroacetone (HMDB0244164)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 21:20:50 UTC
Update Date2021-09-26 22:51:44 UTC
HMDB IDHMDB0244164
Secondary Accession NumbersNone
Metabolite Identification
Common Name1,3-Dichloroacetone
Description1,3-Dichloroacetone belongs to the class of organic compounds known as alpha-chloroketones. These are organic compounds contaning a chlorine atom attached to the alpha carbon atom relative to C=O group. Based on a literature review a significant number of articles have been published on 1,3-Dichloroacetone. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,3-dichloroacetone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,3-Dichloroacetone 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 HMDB0244164 (1,3-Dichloroacetone)


  Mrv0541 05041401472D          

  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
    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
    0.8250   -1.4289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 Cl  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
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
M  END
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3D MOL for HMDB0244164 (1,3-Dichloroacetone)

HMDB0244164
     RDKit          3D
1,3-Dichloroacetone
 10  9  0  0  0  0  0  0  0  0999 V2000
    0.1893   -1.1680    1.3449 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0657   -0.3938    0.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1694    0.5226    0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4563   -0.4578   -0.6228 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2022   -0.3631   -0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3256    0.6890    0.5775 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4870    1.0983    0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8103    1.3043   -0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6482   -1.3592   -0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0020    0.1277   -1.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  3  7  1  0
  3  8  1  0
  5  9  1  0
  5 10  1  0
M  END
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3D SDF for HMDB0244164 (1,3-Dichloroacetone)


  Mrv0541 05041401472D          

  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
    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
    0.8250   -1.4289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 Cl  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
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244164

> <DATABASE_NAME>
hmdb

> <SMILES>
ClCC(=O)CCl

> <INCHI_IDENTIFIER>
InChI=1S/C3H4Cl2O/c4-1-3(6)2-5/h1-2H2

> <INCHI_KEY>
SUNMBRGCANLOEG-UHFFFAOYSA-N

> <FORMULA>
C3H4Cl2O

> <MOLECULAR_WEIGHT>
126.969

> <EXACT_MASS>
125.963920164

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
10.41940208223509

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,3-dichloropropan-2-one

> <ALOGPS_LOGP>
0.72

> <JCHEM_LOGP>
1.1809674283333331

> <ALOGPS_LOGS>
-1.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.6246953046359

> <JCHEM_PKA_STRONGEST_BASIC>
-7.951583331756575

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
25.7012

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.52e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3-dichloroacetone

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0244164 (1,3-Dichloroacetone)

HMDB0244164
     RDKit          3D
1,3-Dichloroacetone
 10  9  0  0  0  0  0  0  0  0999 V2000
    0.1893   -1.1680    1.3449 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0657   -0.3938    0.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1694    0.5226    0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4563   -0.4578   -0.6228 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2022   -0.3631   -0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3256    0.6890    0.5775 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4870    1.0983    0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8103    1.3043   -0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6482   -1.3592   -0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0020    0.1277   -1.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  3  7  1  0
  3  8  1  0
  5  9  1  0
  5 10  1  0
M  END
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PDB for HMDB0244164 (1,3-Dichloroacetone)

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM    5 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    3    4                                                       
CONECT    2    3    5                                                       
CONECT    3    1    2    6                                                  
CONECT    4    1                                                            
CONECT    5    2                                                            
CONECT    6    3                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for HMDB0244164 (1,3-Dichloroacetone)

COMPND    HMDB0244164
HETATM    1  O1  UNL     1       0.189  -1.168   1.345  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.066  -0.394   0.435  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.169   0.523   0.102  1.00  0.00           C  
HETATM    4 CL1  UNL     1       2.456  -0.458  -0.623  1.00  0.00          CL  
HETATM    5  C3  UNL     1      -1.202  -0.363  -0.350  1.00  0.00           C  
HETATM    6 CL2  UNL     1      -2.326   0.689   0.577  1.00  0.00          CL  
HETATM    7  H1  UNL     1       1.487   1.098   0.992  1.00  0.00           H  
HETATM    8  H2  UNL     1       0.810   1.304  -0.633  1.00  0.00           H  
HETATM    9  H3  UNL     1      -1.648  -1.359  -0.491  1.00  0.00           H  
HETATM   10  H4  UNL     1      -1.002   0.128  -1.354  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    5
CONECT    3    4    7    8
CONECT    5    6    9   10
END
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SMILES for HMDB0244164 (1,3-Dichloroacetone)

ClCC(=O)CCl
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INCHI for HMDB0244164 (1,3-Dichloroacetone)

InChI=1S/C3H4Cl2O/c4-1-3(6)2-5/h1-2H2
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
1,3-Dichloro-2-propanoneChEBI
1,3-DichloropropanoneChEBI
alpha,Alpha'-dichloroacetoneChEBI
Bis(chloromethyl) ketoneChEBI
Bis(chloromethyl)ketoneChEBI
Sym-dichloroacetoneChEBI
a,Alpha'-dichloroacetoneGenerator
Α,alpha'-dichloroacetoneGenerator
Chemical FormulaC3H4Cl2O
Average Molecular Weight126.969
Monoisotopic Molecular Weight125.963920164
IUPAC Name1,3-dichloropropan-2-one
Traditional Name1,3-dichloroacetone
CAS Registry NumberNot Available
SMILES
ClCC(=O)CCl
InChI Identifier
InChI=1S/C3H4Cl2O/c4-1-3(6)2-5/h1-2H2
InChI KeySUNMBRGCANLOEG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-chloroketones. These are organic compounds contaning a chlorine atom attached to the alpha carbon atom relative to C=O group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha-chloroketones
Alternative Parents
Substituents
  • Alpha-chloroketone
  • Organic oxide
  • Hydrocarbon derivative
  • Organochloride
  • Organohalogen compound
  • Alkyl halide
  • Alkyl chloride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
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
logP0.72ALOGPS
logP1.18ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)15.62ChemAxon
pKa (Strongest Basic)-8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity25.7 m³·mol⁻¹ChemAxon
Polarizability10.42 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]+127.31530932474
DeepCCS[M-H]-124.52930932474
DeepCCS[M-2H]-161.10330932474
DeepCCS[M+Na]+135.7130932474
AllCCS[M+H]+128.432859911
AllCCS[M+H-H2O]+124.232859911
AllCCS[M+NH4]+132.332859911
AllCCS[M+Na]+133.432859911
AllCCS[M-H]-136.432859911
AllCCS[M+Na-2H]-141.032859911
AllCCS[M+HCOO]-146.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1,3-DichloroacetoneClCC(=O)CCl1323.5Standard polar33892256
1,3-DichloroacetoneClCC(=O)CCl792.7Standard non polar33892256
1,3-DichloroacetoneClCC(=O)CCl855.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1,3-Dichloroacetone,1TMS,isomer #1C[Si](C)(C)OC(=CCl)CCl1111.4Semi standard non polar33892256
1,3-Dichloroacetone,1TMS,isomer #1C[Si](C)(C)OC(=CCl)CCl1010.5Standard non polar33892256
1,3-Dichloroacetone,1TMS,isomer #1C[Si](C)(C)OC(=CCl)CCl1346.7Standard polar33892256
1,3-Dichloroacetone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=CCl)CCl1347.2Semi standard non polar33892256
1,3-Dichloroacetone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=CCl)CCl1223.4Standard non polar33892256
1,3-Dichloroacetone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=CCl)CCl1505.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1,3-Dichloroacetone GC-MS (Non-derivatized) - 70eV, Positivesplash10-004j-9100000000-cac63154e1b05e8eb7342021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,3-Dichloroacetone 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 - 1,3-Dichloroacetone 10V, Positive-QTOFsplash10-004i-0900000000-ef8a451cc6728888e10d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dichloroacetone 20V, Positive-QTOFsplash10-004i-0900000000-8d3e0baf2d30b4c885952016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dichloroacetone 40V, Positive-QTOFsplash10-0a4i-4900000000-85266bb5bb3f8f5f71072016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dichloroacetone 10V, Negative-QTOFsplash10-00di-0900000000-616b6aa1bee7487692532016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dichloroacetone 20V, Negative-QTOFsplash10-00di-3900000000-e5808d4ecdefdaa05acf2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dichloroacetone 40V, Negative-QTOFsplash10-00di-4900000000-4313233e47ec8baba8c52016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dichloroacetone 10V, Positive-QTOFsplash10-004i-0900000000-fda31e473071068ba3472021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dichloroacetone 20V, Positive-QTOFsplash10-004i-2900000000-7422b0ef4feba19abb672021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dichloroacetone 40V, Positive-QTOFsplash10-054o-9100000000-9fc41b2f15430ccfaf322021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dichloroacetone 10V, Negative-QTOFsplash10-00di-0900000000-67bb4f0275b613e72df62021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dichloroacetone 20V, Negative-QTOFsplash10-00di-8900000000-2cc566395771a171e6c52021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dichloroacetone 40V, Negative-QTOFsplash10-00di-9000000000-4c7943b8038e42eb3f0b2021-10-12Wishart 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 ID21106513
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBis(chloromethyl) ketone
METLIN IDNot Available
PubChem Compound10793
PDB IDNot Available
ChEBI ID156485
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 ]