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Showing metabocard for 2,2,2-Trichloroacetamide (HMDB0245334)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 22:24:54 UTC
Update Date2021-09-26 22:53:45 UTC
HMDB IDHMDB0245334
Secondary Accession NumbersNone
Metabolite Identification
Common Name2,2,2-Trichloroacetamide
Description2,2,2-Trichloroacetamide, also known as trichloroacetimidate, belongs to the class of organic compounds known as primary carboxylic acid amides. Primary carboxylic acid amides are compounds comprising primary carboxylic acid amide functional group, with the general structure RC(=O)NH2. Based on a literature review very few articles have been published on 2,2,2-Trichloroacetamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2,2,2-trichloroacetamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2,2,2-Trichloroacetamide 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 HMDB0245334 (2,2,2-Trichloroacetamide)


  Mrv1533004261515232D          

  7  6  0  0  0  0            999 V2000
    0.8250    0.0000    0.0000 C   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
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.1270    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  1  7  1  0  0  0  0
M  END
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3D MOL for HMDB0245334 (2,2,2-Trichloroacetamide)

HMDB0245334
     RDKit          3D
2,2,2-Trichloroacetamide
  9  8  0  0  0  0  0  0  0  0999 V2000
   -1.4345   -0.1396   -0.3585 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3156    0.3490    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5056    1.1375    1.3300 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -0.0481    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1561   -1.8252    0.2342 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1758    0.7301    1.2090 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4996    0.4012   -1.6190 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0062    0.5481   -0.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6421   -1.1530   -0.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  4  7  1  0
  1  8  1  0
  1  9  1  0
M  END
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3D SDF for HMDB0245334 (2,2,2-Trichloroacetamide)


  Mrv1533004261515232D          

  7  6  0  0  0  0            999 V2000
    0.8250    0.0000    0.0000 C   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
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.1270    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  1  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245334

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C2H2Cl3NO/c3-2(4,5)1(6)7/h(H2,6,7)

> <INCHI_KEY>
UPQQXPKAYZYUKO-UHFFFAOYSA-N

> <FORMULA>
C2H2Cl3NO

> <MOLECULAR_WEIGHT>
162.39

> <EXACT_MASS>
160.9201968

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
11.707456582249026

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
trichloroacetamide

> <ALOGPS_LOGP>
0.98

> <JCHEM_LOGP>
0.7221000973333334

> <ALOGPS_LOGS>
-1.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.30354761631374

> <JCHEM_POLAR_SURFACE_AREA>
43.09

> <JCHEM_REFRACTIVITY>
29.9805

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.91e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trichloroacetamide

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0245334 (2,2,2-Trichloroacetamide)

HMDB0245334
     RDKit          3D
2,2,2-Trichloroacetamide
  9  8  0  0  0  0  0  0  0  0999 V2000
   -1.4345   -0.1396   -0.3585 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3156    0.3490    0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5056    1.1375    1.3300 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -0.0481    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1561   -1.8252    0.2342 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1758    0.7301    1.2090 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4996    0.4012   -1.6190 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0062    0.5481   -0.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6421   -1.1530   -0.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  4  7  1  0
  1  8  1  0
  1  9  1  0
M  END
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PDB for HMDB0245334 (2,2,2-Trichloroacetamide)

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.310   1.334   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    4 Cl   UNK     0       3.080  -2.667   0.000  0.00  0.00          Cl+0
HETATM    5 Cl   UNK     0       0.976  -2.104   0.000  0.00  0.00          Cl+0
HETATM    6 Cl   UNK     0       3.644  -0.564   0.000  0.00  0.00          Cl+0
HETATM    7  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
CONECT    1    2    3    7                                                  
CONECT    2    1                                                            
CONECT    3    1    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3                                                            
CONECT    7    1                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for HMDB0245334 (2,2,2-Trichloroacetamide)

COMPND    HMDB0245334
HETATM    1  N1  UNL     1      -1.434  -0.140  -0.359  1.00  0.00           N  
HETATM    2  C1  UNL     1      -0.316   0.349   0.380  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.506   1.138   1.330  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.073  -0.048   0.058  1.00  0.00           C  
HETATM    5 CL1  UNL     1       1.156  -1.825   0.234  1.00  0.00          CL  
HETATM    6 CL2  UNL     1       2.176   0.730   1.209  1.00  0.00          CL  
HETATM    7 CL3  UNL     1       1.500   0.401  -1.619  1.00  0.00          CL  
HETATM    8  H1  UNL     1      -2.006   0.548  -0.896  1.00  0.00           H  
HETATM    9  H2  UNL     1      -1.642  -1.153  -0.338  1.00  0.00           H  
CONECT    1    2    8    9
CONECT    2    3    3    4
CONECT    4    5    6    7
END
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SMILES for HMDB0245334 (2,2,2-Trichloroacetamide)

NC(=O)C(Cl)(Cl)Cl
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INCHI for HMDB0245334 (2,2,2-Trichloroacetamide)

InChI=1S/C2H2Cl3NO/c3-2(4,5)1(6)7/h(H2,6,7)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
TrichloroethanimidateHMDB
222-Trichloro-acetamideHMDB
TrichloroacetimidateHMDB
TrichloroacetamideHMDB
Chemical FormulaC2H2Cl3NO
Average Molecular Weight162.39
Monoisotopic Molecular Weight160.9201968
IUPAC Nametrichloroacetamide
Traditional Nametrichloroacetamide
CAS Registry NumberNot Available
SMILES
NC(=O)C(Cl)(Cl)Cl
InChI Identifier
InChI=1S/C2H2Cl3NO/c3-2(4,5)1(6)7/h(H2,6,7)
InChI KeyUPQQXPKAYZYUKO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as primary carboxylic acid amides. Primary carboxylic acid amides are compounds comprising primary carboxylic acid amide functional group, with the general structure RC(=O)NH2.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentPrimary carboxylic acid amides
Alternative Parents
Substituents
  • Primary carboxylic acid amide
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen 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 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
logP0.98ALOGPS
logP0.72ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)11.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area43.09 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity29.98 m³·mol⁻¹ChemAxon
Polarizability11.71 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+126.84530932474
DeepCCS[M-H]-124.15330932474
DeepCCS[M-2H]-160.56130932474
DeepCCS[M+Na]+135.56430932474
AllCCS[M+H]+131.332859911
AllCCS[M+H-H2O]+127.432859911
AllCCS[M+NH4]+134.932859911
AllCCS[M+Na]+136.032859911
AllCCS[M-H]-133.532859911
AllCCS[M+Na-2H]-137.532859911
AllCCS[M+HCOO]-141.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2,2,2-TrichloroacetamideNC(=O)C(Cl)(Cl)Cl1727.6Standard polar33892256
2,2,2-TrichloroacetamideNC(=O)C(Cl)(Cl)Cl1049.2Standard non polar33892256
2,2,2-TrichloroacetamideNC(=O)C(Cl)(Cl)Cl1205.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2,2,2-Trichloroacetamide,1TMS,isomer #1C[Si](C)(C)NC(=O)C(Cl)(Cl)Cl1190.8Semi standard non polar33892256
2,2,2-Trichloroacetamide,1TMS,isomer #1C[Si](C)(C)NC(=O)C(Cl)(Cl)Cl1168.0Standard non polar33892256
2,2,2-Trichloroacetamide,1TMS,isomer #1C[Si](C)(C)NC(=O)C(Cl)(Cl)Cl1414.7Standard polar33892256
2,2,2-Trichloroacetamide,2TMS,isomer #1C[Si](C)(C)N(C(=O)C(Cl)(Cl)Cl)[Si](C)(C)C1364.2Semi standard non polar33892256
2,2,2-Trichloroacetamide,2TMS,isomer #1C[Si](C)(C)N(C(=O)C(Cl)(Cl)Cl)[Si](C)(C)C1304.6Standard non polar33892256
2,2,2-Trichloroacetamide,2TMS,isomer #1C[Si](C)(C)N(C(=O)C(Cl)(Cl)Cl)[Si](C)(C)C1363.8Standard polar33892256
2,2,2-Trichloroacetamide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=O)C(Cl)(Cl)Cl1420.9Semi standard non polar33892256
2,2,2-Trichloroacetamide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=O)C(Cl)(Cl)Cl1347.7Standard non polar33892256
2,2,2-Trichloroacetamide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=O)C(Cl)(Cl)Cl1571.2Standard polar33892256
2,2,2-Trichloroacetamide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)C(Cl)(Cl)Cl)[Si](C)(C)C(C)(C)C1806.7Semi standard non polar33892256
2,2,2-Trichloroacetamide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)C(Cl)(Cl)Cl)[Si](C)(C)C(C)(C)C1741.6Standard non polar33892256
2,2,2-Trichloroacetamide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C(=O)C(Cl)(Cl)Cl)[Si](C)(C)C(C)(C)C1601.4Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2,2,2-Trichloroacetamide GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kf-6900000000-86b257c034bec0d5d3602021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,2,2-Trichloroacetamide 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 - 2,2,2-Trichloroacetamide 10V, Positive-QTOFsplash10-03di-0900000000-08de890e9f87471fcbe02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2,2-Trichloroacetamide 20V, Positive-QTOFsplash10-03dl-1900000000-ecf7edd23db96398ecc02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2,2-Trichloroacetamide 40V, Positive-QTOFsplash10-0006-3900000000-b9e0c8da1ce2ffd868252016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2,2-Trichloroacetamide 10V, Negative-QTOFsplash10-0a4i-1900000000-674064aa7b237ef5565f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2,2-Trichloroacetamide 20V, Negative-QTOFsplash10-0a4l-4900000000-7ecff1ff97d5c6d1c3942016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2,2-Trichloroacetamide 40V, Negative-QTOFsplash10-0006-9200000000-59edf081196bb00b55f12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2,2-Trichloroacetamide 10V, Positive-QTOFsplash10-03di-0900000000-7dc45e01af4980b9c2052021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2,2-Trichloroacetamide 20V, Positive-QTOFsplash10-03di-0900000000-7dc45e01af4980b9c2052021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2,2-Trichloroacetamide 40V, Positive-QTOFsplash10-014i-2900000000-942f3f106cd4444f61d72021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2,2-Trichloroacetamide 10V, Negative-QTOFsplash10-0a4i-0900000000-558263030745a5c6c6bf2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2,2-Trichloroacetamide 20V, Negative-QTOFsplash10-0a4i-0900000000-558263030745a5c6c6bf2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,2,2-Trichloroacetamide 40V, Negative-QTOFsplash10-0006-9000000000-90726b17dc36e29c52992021-10-12Wishart 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 ID55091
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61144
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 ]