Hmdb loader

Showing metabocard for 4-(Trifluoromethyl)benzoic acid (HMDB0246315)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Show more...Show more...Show more...
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 23:20:34 UTC
Update Date2021-09-26 22:55:19 UTC
HMDB IDHMDB0246315
Secondary Accession NumbersNone
Metabolite Identification
Common Name4-(Trifluoromethyl)benzoic acid
Description4-(Trifluoromethyl)benzoic acid, also known as p-carboxybenzotrifluoride or a,a,a-trifluoro-p-toluate, belongs to the class of organic compounds known as trifluoromethylbenzenes. These are organofluorine compounds that contain a benzene ring substituted with one or more trifluoromethyl groups. Based on a literature review a significant number of articles have been published on 4-(Trifluoromethyl)benzoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-(trifluoromethyl)benzoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-(Trifluoromethyl)benzoic 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
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0246315 (4-(Trifluoromethyl)benzoic acid)

  Mrv1652309112101202D          

 13 13  0  0  0  0            999 V2000
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.2375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.2375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
M  END
Download

3D MOL for HMDB0246315 (4-(Trifluoromethyl)benzoic acid)

HMDB0246315
     RDKit          3D
4-(Trifluoromethyl)benzoic acid
 18 18  0  0  0  0  0  0  0  0999 V2000
    3.3315   -1.3567   -0.2932 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7977   -0.2539   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702    0.8280    0.3246 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3733   -0.1460   -0.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    1.0400    0.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6648    1.1492    0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4402    0.0426   -0.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9217    0.0660   -0.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3542    0.0772    1.1559 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4237    1.1845   -0.8118 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3749   -1.0884   -0.7803 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7652   -1.1210   -0.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5973   -1.2360   -0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7664    0.9831    1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2459    1.9300    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2047    2.0740    0.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3624   -1.9945   -0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1149   -2.1778   -0.6198 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  1  0
  8 10  1  0
  8 11  1  0
  7 12  1  0
 12 13  2  0
 13  4  1  0
  3 14  1  0
  5 15  1  0
  6 16  1  0
 12 17  1  0
 13 18  1  0
M  END
Download

3D SDF for HMDB0246315 (4-(Trifluoromethyl)benzoic acid)

  Mrv1652309112101202D          

 13 13  0  0  0  0            999 V2000
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.2375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.2375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246315

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CC=C(C=C1)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C8H5F3O2/c9-8(10,11)6-3-1-5(2-4-6)7(12)13/h1-4H,(H,12,13)

> <INCHI_KEY>
SWKPKONEIZGROQ-UHFFFAOYSA-N

> <FORMULA>
C8H5F3O2

> <MOLECULAR_WEIGHT>
190.121

> <EXACT_MASS>
190.02416389

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
14.461777551702543

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(trifluoromethyl)benzoic acid

> <ALOGPS_LOGP>
2.56

> <JCHEM_LOGP>
2.5086772056666664

> <ALOGPS_LOGS>
-1.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.048705404865522

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
39.2879

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.62e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-trifluoromethylbenzoic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0246315 (4-(Trifluoromethyl)benzoic acid)

HMDB0246315
     RDKit          3D
4-(Trifluoromethyl)benzoic acid
 18 18  0  0  0  0  0  0  0  0999 V2000
    3.3315   -1.3567   -0.2932 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7977   -0.2539   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702    0.8280    0.3246 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3733   -0.1460   -0.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    1.0400    0.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6648    1.1492    0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4402    0.0426   -0.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9217    0.0660   -0.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3542    0.0772    1.1559 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4237    1.1845   -0.8118 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3749   -1.0884   -0.7803 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7652   -1.1210   -0.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5973   -1.2360   -0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7664    0.9831    1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2459    1.9300    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2047    2.0740    0.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3624   -1.9945   -0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1149   -2.1778   -0.6198 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  1  0
  8 10  1  0
  8 11  1  0
  7 12  1  0
 12 13  2  0
 13  4  1  0
  3 14  1  0
  5 15  1  0
  6 16  1  0
 12 17  1  0
 13 18  1  0
M  END
Download

PDB for HMDB0246315 (4-(Trifluoromethyl)benzoic acid)

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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.000   4.620   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  F   UNK     0       1.334  -3.850   0.000  0.00  0.00           F+0
HETATM   12  F   UNK     0      -0.206  -2.310   0.000  0.00  0.00           F+0
HETATM   13  F   UNK     0       2.874  -2.310   0.000  0.00  0.00           F+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    3   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
Download

3D PDB for HMDB0246315 (4-(Trifluoromethyl)benzoic acid)

COMPND    HMDB0246315
HETATM    1  O1  UNL     1       3.332  -1.357  -0.293  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.798  -0.254  -0.011  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.570   0.828   0.325  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.373  -0.146  -0.029  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.714   1.040   0.269  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.665   1.149   0.229  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.440   0.043  -0.123  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.922   0.066  -0.161  1.00  0.00           C  
HETATM    9  F1  UNL     1      -3.354   0.077   1.156  1.00  0.00           F  
HETATM   10  F2  UNL     1      -3.424   1.184  -0.812  1.00  0.00           F  
HETATM   11  F3  UNL     1      -3.375  -1.088  -0.780  1.00  0.00           F  
HETATM   12  C7  UNL     1      -0.765  -1.121  -0.415  1.00  0.00           C  
HETATM   13  C8  UNL     1       0.597  -1.236  -0.375  1.00  0.00           C  
HETATM   14  H1  UNL     1       3.766   0.983   1.324  1.00  0.00           H  
HETATM   15  H2  UNL     1       1.246   1.930   0.530  1.00  0.00           H  
HETATM   16  H3  UNL     1      -1.205   2.074   0.462  1.00  0.00           H  
HETATM   17  H4  UNL     1      -1.362  -1.995  -0.677  1.00  0.00           H  
HETATM   18  H5  UNL     1       1.115  -2.178  -0.620  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5    5   13
CONECT    5    6   15
CONECT    6    7    7   16
CONECT    7    8   12
CONECT    8    9   10   11
CONECT   12   13   13   17
CONECT   13   18
END
Download

SMILES for HMDB0246315 (4-(Trifluoromethyl)benzoic acid)

OC(=O)C1=CC=C(C=C1)C(F)(F)F
Download

INCHI for HMDB0246315 (4-(Trifluoromethyl)benzoic acid)

InChI=1S/C8H5F3O2/c9-8(10,11)6-3-1-5(2-4-6)7(12)13/h1-4H,(H,12,13)
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
alpha,alpha,alpha-Trifluoro-p-toluic acidChEBI
p-CarboxybenzotrifluorideChEBI
p-Trifluoroformylbenzoic acidChEBI
p-Trifluoromethylbenzoic acidChEBI
a,a,a-Trifluoro-p-toluateGenerator
a,a,a-Trifluoro-p-toluic acidGenerator
alpha,alpha,alpha-Trifluoro-p-toluateGenerator
Α,α,α-trifluoro-p-toluateGenerator
Α,α,α-trifluoro-p-toluic acidGenerator
p-TrifluoroformylbenzoateGenerator
p-TrifluoromethylbenzoateGenerator
4-(Trifluoromethyl)benzoateGenerator
4-TFMBAHMDB
Para-(trifluoromethyl)benzoic acidHMDB
Chemical FormulaC8H5F3O2
Average Molecular Weight190.121
Monoisotopic Molecular Weight190.02416389
IUPAC Name4-(trifluoromethyl)benzoic acid
Traditional Name4-trifluoromethylbenzoic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C1=CC=C(C=C1)C(F)(F)F
InChI Identifier
InChI=1S/C8H5F3O2/c9-8(10,11)6-3-1-5(2-4-6)7(12)13/h1-4H,(H,12,13)
InChI KeySWKPKONEIZGROQ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as trifluoromethylbenzenes. These are organofluorine compounds that contain a benzene ring substituted with one or more trifluoromethyl groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassTrifluoromethylbenzenes
Direct ParentTrifluoromethylbenzenes
Alternative Parents
Substituents
  • Trifluoromethylbenzene
  • Benzoic acid or derivatives
  • Benzoic acid
  • Benzoyl
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Alkyl halide
  • Alkyl fluoride
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organohalogen compound
  • Organofluoride
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
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
Predicted Chromatographic Properties
Spectra
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 ID9572
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9966
PDB IDNot Available
ChEBI ID60696
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1048121
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 ]