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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:52 UTC

Update Date

2023-02-21 17:18:07 UTC

HMDB ID

HMDB0014023

Secondary Accession Numbers

HMDB14023

Metabolite Identification

Common Name

para-Trifluoromethylphenol

Description

para-Trifluoromethylphenol, also known as 4-hydroxybenzotrifluoride or a,a,a-trifluoro-p-cresol, 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. para-Trifluoromethylphenol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on para-Trifluoromethylphenol.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-Hydroxybenzotrifluoride	ChEBI
4-Trifluoromethylphenol	ChEBI
ALPHA,ALPHA,ALPHA-TRIFLUORO-p-cresol	ChEBI
a,a,a-TRIFLUORO-p-cresol	Generator
Α,α,α-trifluoro-p-cresol	Generator
TFMP CPD	HMDB

Chemical Formula

C₇H₅F₃O

Average Molecular Weight

162.1092

Monoisotopic Molecular Weight

162.029249397

IUPAC Name

4-(trifluoromethyl)phenol

Traditional Name

α,α,α-trifluoro-P-cresol

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1)C(F)(F)F

InChI Identifier

InChI=1S/C7H5F3O/c8-7(9,10)5-1-3-6(11)4-2-5/h1-4,11H

InChI Key

BAYGVMXZJBFEMB-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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Trifluoromethylbenzenes

Direct Parent

Trifluoromethylbenzenes

Alternative Parents

Substituents

Trifluoromethylbenzene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organofluoride
Organohalogen compound
Alkyl halide
Alkyl fluoride
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:42578 )
(trifluoromethyl)benzenes (CHEBI:42578 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Organ

Liver (HMDB: HMDB0014023)
Kidney (HMDB: HMDB0014023)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0014023)

Source

Endogenous

Endogenous (HMDB: HMDB0014023)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.06 g/L	ALOGPS
logP	2.65	ALOGPS
logP	2.55	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	9.39	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	34.01 m³·mol⁻¹	ChemAxon
Polarizability	12.23 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	135.499	30932474
DeepCCS	[M-H]-	133.162	30932474
DeepCCS	[M-2H]-	168.949	30932474
DeepCCS	[M+Na]+	143.397	30932474
AllCCS	[M+H]+	132.1	32859911
AllCCS	[M+H-H2O]+	127.6	32859911
AllCCS	[M+NH4]+	136.4	32859911
AllCCS	[M+Na]+	137.6	32859911
AllCCS	[M-H]-	123.3	32859911
AllCCS	[M+Na-2H]-	124.4	32859911
AllCCS	[M+HCOO]-	125.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
para-Trifluoromethylphenol	OC1=CC=C(C=C1)C(F)(F)F	1807.8	Standard polar	33892256
para-Trifluoromethylphenol	OC1=CC=C(C=C1)C(F)(F)F	1006.2	Standard non polar	33892256
para-Trifluoromethylphenol	OC1=CC=C(C=C1)C(F)(F)F	1103.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
para-Trifluoromethylphenol,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C(F)(F)F)C=C1	1048.1	Semi standard non polar	33892256
para-Trifluoromethylphenol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C(F)(F)F)C=C1	1272.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - para-Trifluoromethylphenol EI-B (Non-derivatized)	splash10-03di-3900000000-339a9867b26e7746d618	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - para-Trifluoromethylphenol EI-B (Non-derivatized)	splash10-03di-3900000000-339a9867b26e7746d618	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - para-Trifluoromethylphenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dl-1900000000-feaea541b75360aeb47e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - para-Trifluoromethylphenol GC-MS (1 TMS) - 70eV, Positive	splash10-00yi-8970000000-c5b693969622b32d6c06	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - para-Trifluoromethylphenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol LC-ESI-QTOF , negative-QTOF	splash10-03di-0900000000-7cfe3e4d071b8df012cc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol LC-ESI-QTOF , negative-QTOF	splash10-03di-0900000000-d3e7706036b9963ac162	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol LC-ESI-QTOF , negative-QTOF	splash10-00di-0900000000-a536d91f645e53f23afa	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol LC-ESI-ITFT , negative-QTOF	splash10-03di-0900000000-35560d0bccacf0ffd839	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol LC-ESI-ITFT , negative-QTOF	splash10-03di-0900000000-f580eb5c01ab9ddb2bb1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol LC-ESI-ITFT , negative-QTOF	splash10-03di-0900000000-b4d77ce106c256eb8df4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol LC-ESI-ITFT , negative-QTOF	splash10-03di-0900000000-69c3b8e6eb2a307a1db8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol LC-ESI-ITFT , negative-QTOF	splash10-03di-0900000000-7151172fbe144e973697	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol LC-ESI-ITFT , negative-QTOF	splash10-03k9-0900000000-14fe650cfca3e3d760a5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol LC-ESI-ITFT , negative-QTOF	splash10-00di-2900000000-04df9943cb2057eddafa	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol LC-ESI-ITFT , negative-QTOF	splash10-03di-0900000000-2929e9d9d1060925020d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol LC-ESI-ITFT , negative-QTOF	splash10-03di-0900000000-2929e9d9d1060925020d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol LC-ESI-ITFT , negative-QTOF	splash10-03di-0900000000-52ffec6a046f298ea507	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol LC-ESI-ITFT , negative-QTOF	splash10-03di-0900000000-3c4094b0808488e5276f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol LC-ESI-ITFT , negative-QTOF	splash10-03k9-0900000000-efb307ad1e7e2eff56cc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol LC-ESI-ITFT , negative-QTOF	splash10-00di-1900000000-f052abaa52b1920f05c4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol 30V, Negative-QTOF	splash10-03di-0900000000-2929e9d9d1060925020d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol 90V, Negative-QTOF	splash10-00di-2900000000-04df9943cb2057eddafa	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - para-Trifluoromethylphenol 60V, Negative-QTOF	splash10-03di-0900000000-7151172fbe144e973697	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - para-Trifluoromethylphenol 10V, Positive-QTOF	splash10-03di-0900000000-e97a690b88480fca5b9b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - para-Trifluoromethylphenol 20V, Positive-QTOF	splash10-03di-0900000000-05bb29c9895e6086cd26	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - para-Trifluoromethylphenol 40V, Positive-QTOF	splash10-01ox-0900000000-b7b791c0af27c0f05de3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - para-Trifluoromethylphenol 10V, Negative-QTOF	splash10-03di-0900000000-5ea9afe5ebe96c50bb6f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - para-Trifluoromethylphenol 20V, Negative-QTOF	splash10-03di-0900000000-6c8bd8d5859e2cd395dc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - para-Trifluoromethylphenol 40V, Negative-QTOF	splash10-0006-0900000000-0cd41b1c43d647a958d4	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB03610

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

61191

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

67874

PDB ID

FCR

ChEBI ID

42578

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for para-Trifluoromethylphenol (HMDB0014023)

MOL for HMDB0014023 (para-Trifluoromethylphenol)

3D MOL for HMDB0014023 (para-Trifluoromethylphenol)

3D SDF for HMDB0014023 (para-Trifluoromethylphenol)

3D-SDF for HMDB0014023 (para-Trifluoromethylphenol)

PDB for HMDB0014023 (para-Trifluoromethylphenol)

3D PDB for HMDB0014023 (para-Trifluoromethylphenol)

SMILES for HMDB0014023 (para-Trifluoromethylphenol)

INCHI for HMDB0014023 (para-Trifluoromethylphenol)

Structure for HMDB0014023 (para-Trifluoromethylphenol)

3D Structure for HMDB0014023 (para-Trifluoromethylphenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra