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Showing metabocard for 2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide (HMDB0254358)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 13:37:18 UTC
Update Date2021-09-26 23:08:18 UTC
HMDB IDHMDB0254358
Secondary Accession NumbersNone
Metabolite Identification
Common Name2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide
Description2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide, also known as N-methyl-bis(trifluoroacetamide), belongs to the class of organic compounds known as nitrogen mustard compounds. Nitrogen mustard compounds are compounds having two beta-haloalkyl groups bound to a nitrogen atom. Based on a literature review a small amount of articles have been published on 2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2,2,2-trifluoro-n-methyl-n-(trifluoroacetyl)acetamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide 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 HMDB0254358 (2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide)

  Mrv1652309112115372D          

 14 13  0  0  0  0            999 V2000
   -0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -2.8875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -3.1895    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.7605    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.2375    0.0000 O   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    0.8250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
M  END
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3D MOL for HMDB0254358 (2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide)

HMDB0254358
     RDKit          3D
2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide
 17 16  0  0  0  0  0  0  0  0999 V2000
   -0.7294    1.6181   -0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0751    0.4095   -0.0775 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5972   -0.7917    0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0330   -1.9021    0.4075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1063   -0.8375    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827   -2.1065    0.6193 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5499   -0.5914   -0.9999 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5875    0.1046    1.1840 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    0.4849   -0.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9862    1.6210   -0.4373 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3380   -0.6719    0.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0918   -1.6737   -0.9243 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.6545   -0.2560   -0.2070 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995   -1.1287    1.3096 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0649    2.4749   -0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2168    1.8551    0.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4354    1.3913   -1.0972 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
M  END
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3D SDF for HMDB0254358 (2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide)

  Mrv1652309112115372D          

 14 13  0  0  0  0            999 V2000
   -0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -2.8875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -3.1895    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.7605    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.2375    0.0000 O   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    0.8250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254358

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C(=O)C(F)(F)F)C(=O)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C5H3F6NO2/c1-12(2(13)4(6,7)8)3(14)5(9,10)11/h1H3

> <INCHI_KEY>
AWGBWLXGUPTXHF-UHFFFAOYSA-N

> <FORMULA>
C5H3F6NO2

> <MOLECULAR_WEIGHT>
223.074

> <EXACT_MASS>
223.006797319

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
12.266990946949578

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,2,2-trifluoro-N-methyl-N-(2,2,2-trifluoroacetyl)acetamide

> <ALOGPS_LOGP>
2.45

> <JCHEM_LOGP>
1.44665332

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
37.38

> <JCHEM_REFRACTIVITY>
30.948899999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.84e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2,2-trifluoro-N-methyl-N-(2,2,2-trifluoroacetyl)acetamide

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0254358 (2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide)

HMDB0254358
     RDKit          3D
2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide
 17 16  0  0  0  0  0  0  0  0999 V2000
   -0.7294    1.6181   -0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0751    0.4095   -0.0775 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5972   -0.7917    0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0330   -1.9021    0.4075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1063   -0.8375    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827   -2.1065    0.6193 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5499   -0.5914   -0.9999 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5875    0.1046    1.1840 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    0.4849   -0.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9862    1.6210   -0.4373 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3380   -0.6719    0.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0918   -1.6737   -0.9243 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.6545   -0.2560   -0.2070 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995   -1.1287    1.3096 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0649    2.4749   -0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2168    1.8551    0.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4354    1.3913   -1.0972 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  2  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
M  END
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PDB for HMDB0254358 (2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide)

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.127  -1.540   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       0.206  -2.310   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       0.206  -3.850   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.540  -4.620   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.127  -4.620   0.000  0.00  0.00           C+0
HETATM    6  F   UNK     0      -2.461  -5.390   0.000  0.00  0.00           F+0
HETATM    7  F   UNK     0      -0.357  -5.954   0.000  0.00  0.00           F+0
HETATM    8  F   UNK     0      -1.897  -3.286   0.000  0.00  0.00           F+0
HETATM    9  C   UNK     0       1.540  -1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.874  -2.310   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   12  F   UNK     0       1.540   1.540   0.000  0.00  0.00           F+0
HETATM   13  F   UNK     0       3.080  -0.000   0.000  0.00  0.00           F+0
HETATM   14  F   UNK     0       0.000   0.000   0.000  0.00  0.00           F+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9    2   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END
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3D PDB for HMDB0254358 (2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide)

COMPND    HMDB0254358
HETATM    1  C1  UNL     1      -0.729   1.618  -0.277  1.00  0.00           C  
HETATM    2  N1  UNL     1       0.075   0.410  -0.077  1.00  0.00           N  
HETATM    3  C2  UNL     1      -0.597  -0.792   0.210  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.033  -1.902   0.407  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.106  -0.837   0.308  1.00  0.00           C  
HETATM    6  F1  UNL     1      -2.483  -2.106   0.619  1.00  0.00           F  
HETATM    7  F2  UNL     1      -2.550  -0.591  -1.000  1.00  0.00           F  
HETATM    8  F3  UNL     1      -2.588   0.105   1.184  1.00  0.00           F  
HETATM    9  C4  UNL     1       1.458   0.485  -0.176  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.986   1.621  -0.437  1.00  0.00           O  
HETATM   11  C5  UNL     1       2.338  -0.672   0.005  1.00  0.00           C  
HETATM   12  F4  UNL     1       2.092  -1.674  -0.924  1.00  0.00           F  
HETATM   13  F5  UNL     1       3.655  -0.256  -0.207  1.00  0.00           F  
HETATM   14  F6  UNL     1       2.200  -1.129   1.310  1.00  0.00           F  
HETATM   15  H1  UNL     1      -0.065   2.475  -0.523  1.00  0.00           H  
HETATM   16  H2  UNL     1      -1.217   1.855   0.675  1.00  0.00           H  
HETATM   17  H3  UNL     1      -1.435   1.391  -1.097  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    9
CONECT    3    4    4    5
CONECT    5    6    7    8
CONECT    9   10   10   11
CONECT   11   12   13   14
END
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SMILES for HMDB0254358 (2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide)

CN(C(=O)C(F)(F)F)C(=O)C(F)(F)F
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INCHI for HMDB0254358 (2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide)

InChI=1S/C5H3F6NO2/c1-12(2(13)4(6,7)8)3(14)5(9,10)11/h1H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
N-Methyl-bis(trifluoroacetamide)HMDB
Chemical FormulaC5H3F6NO2
Average Molecular Weight223.074
Monoisotopic Molecular Weight223.006797319
IUPAC Name2,2,2-trifluoro-N-methyl-N-(2,2,2-trifluoroacetyl)acetamide
Traditional Name2,2,2-trifluoro-N-methyl-N-(2,2,2-trifluoroacetyl)acetamide
CAS Registry NumberNot Available
SMILES
CN(C(=O)C(F)(F)F)C(=O)C(F)(F)F
InChI Identifier
InChI=1S/C5H3F6NO2/c1-12(2(13)4(6,7)8)3(14)5(9,10)11/h1H3
InChI KeyAWGBWLXGUPTXHF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nitrogen mustard compounds. Nitrogen mustard compounds are compounds having two beta-haloalkyl groups bound to a nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassNitrogen mustard compounds
Direct ParentNitrogen mustard compounds
Alternative Parents
Substituents
  • Nitrogen mustard
  • Carboxylic acid imide, n-substituted
  • Carboxylic acid imide
  • Dicarboximide
  • Carboxylic acid derivative
  • Organofluoride
  • Organohalogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Alkyl halide
  • Alkyl fluoride
  • Organooxygen compound
  • 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
logP2.45ALOGPS
logP1.45ChemAxon
logS-5.1ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area37.38 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity30.95 m³·mol⁻¹ChemAxon
Polarizability12.27 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide GC-MS (Non-derivatized) - 70eV, Positivesplash10-0g4i-9770000000-3fe04093a683c6f545442021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,2,2-Trifluoro-N-methyl-N-(trifluoroacetyl)acetamide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart 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 ID62836
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound69635
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 ]