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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 21:41:41 UTC

Update Date

2021-09-26 23:16:37 UTC

HMDB ID

HMDB0259206

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Trifluoromethanesulfonamide

Description

trifluoromethanesulfonamide belongs to the class of organic compounds known as organosulfonamides. Organosulfonamides are compounds containing the sulfonamide functional group, an amide of sulfonic acid with the general structure R1S(=O)2N(R2)R3 (R1=alkyl, aryl; R2,R3=H, alkyl, aryl). Based on a literature review very few articles have been published on trifluoromethanesulfonamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Trifluoromethanesulfonamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Trifluoromethanesulfonamide 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

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
Trifluoromethanesulphonamide	Generator
Trifluoromethylsulfonamide, sodium salt	MeSH
Trifluoromethyl sulfonamide	MeSH
Trifluoromethylsulfonamide	MeSH

Chemical Formula

CH₂F₃NO₂S

Average Molecular Weight

149.092

Monoisotopic Molecular Weight

148.975833618

IUPAC Name

trifluoromethanesulfonamide

Traditional Name

trifluoromethanesulfonamide

CAS Registry Number

Not Available

SMILES

NS(=O)(=O)C(F)(F)F

InChI Identifier

InChI=1S/CH2F3NO2S/c2-1(3,4)8(5,6)7/h(H2,5,6,7)

InChI Key

KAKQVSNHTBLJCH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as organosulfonamides. Organosulfonamides are compounds containing the sulfonamide functional group, an amide of sulfonic acid with the general structure R1S(=O)2N(R2)R3 (R1=alkyl, aryl; R2,R3=H, alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfonic acids and derivatives

Sub Class

Organosulfonic acids and derivatives

Direct Parent

Organosulfonamides

Alternative Parents

Substituents

Organic sulfonic acid amide
Organosulfonic acid amide
Sulfonyl
Aminosulfonyl compound
Trihalomethane
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organosulfur compound
Organofluoride
Organohalogen compound
Alkyl halide
Alkyl fluoride
Halomethane
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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
logP	1.52	ALOGPS
logP	0.57	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	6.19	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.16 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	18.52 m³·mol⁻¹	ChemAxon
Polarizability	8.23 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	125.747	30932474
DeepCCS	[M-H]-	123.485	30932474
DeepCCS	[M-2H]-	159.377	30932474
DeepCCS	[M+Na]+	134.061	30932474
AllCCS	[M+H]+	135.5	32859911
AllCCS	[M+H-H2O]+	131.6	32859911
AllCCS	[M+NH4]+	139.2	32859911
AllCCS	[M+Na]+	140.3	32859911
AllCCS	[M-H]-	120.8	32859911
AllCCS	[M+Na-2H]-	124.1	32859911
AllCCS	[M+HCOO]-	127.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Trifluoromethanesulfonamide	NS(=O)(=O)C(F)(F)F	1189.2	Standard polar	33892256
Trifluoromethanesulfonamide	NS(=O)(=O)C(F)(F)F	798.5	Standard non polar	33892256
Trifluoromethanesulfonamide	NS(=O)(=O)C(F)(F)F	925.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Trifluoromethanesulfonamide,1TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C(F)(F)F	953.8	Semi standard non polar	33892256
Trifluoromethanesulfonamide,1TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C(F)(F)F	992.6	Standard non polar	33892256
Trifluoromethanesulfonamide,1TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C(F)(F)F	1210.6	Standard polar	33892256
Trifluoromethanesulfonamide,2TMS,isomer #1	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C(F)(F)F	1054.6	Semi standard non polar	33892256
Trifluoromethanesulfonamide,2TMS,isomer #1	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C(F)(F)F	1208.7	Standard non polar	33892256
Trifluoromethanesulfonamide,2TMS,isomer #1	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C(F)(F)F	1294.6	Standard polar	33892256
Trifluoromethanesulfonamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C(F)(F)F	1178.5	Semi standard non polar	33892256
Trifluoromethanesulfonamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C(F)(F)F	1283.2	Standard non polar	33892256
Trifluoromethanesulfonamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C(F)(F)F	1295.0	Standard polar	33892256
Trifluoromethanesulfonamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C(F)(F)F	1490.2	Semi standard non polar	33892256
Trifluoromethanesulfonamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C(F)(F)F	1741.7	Standard non polar	33892256
Trifluoromethanesulfonamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C(F)(F)F	1468.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Trifluoromethanesulfonamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-016s-9300000000-ee60acbc82f2d5c6daab	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trifluoromethanesulfonamide 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifluoromethanesulfonamide 10V, Positive-QTOF	splash10-0002-0900000000-90b1161c4f7357e6d3d7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifluoromethanesulfonamide 20V, Positive-QTOF	splash10-001i-0900000000-fb1b9caaf56a9115a6c6	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifluoromethanesulfonamide 40V, Positive-QTOF	splash10-004i-7900000000-3816e19c0f9e7227f7b7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifluoromethanesulfonamide 10V, Negative-QTOF	splash10-0002-1900000000-8764b3c029417619ec02	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifluoromethanesulfonamide 20V, Negative-QTOF	splash10-00kb-9800000000-0277c1a98533e572b200	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trifluoromethanesulfonamide 40V, Negative-QTOF	splash10-004j-9500000000-53a1cf8eb94d5968dac3	2019-02-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

71334

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

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

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 ]

Showing metabocard for Trifluoromethanesulfonamide (HMDB0259206)

MOL for HMDB0259206 (Trifluoromethanesulfonamide)

3D MOL for HMDB0259206 (Trifluoromethanesulfonamide)

3D SDF for HMDB0259206 (Trifluoromethanesulfonamide)

3D-SDF for HMDB0259206 (Trifluoromethanesulfonamide)

PDB for HMDB0259206 (Trifluoromethanesulfonamide)

3D PDB for HMDB0259206 (Trifluoromethanesulfonamide)

SMILES for HMDB0259206 (Trifluoromethanesulfonamide)

INCHI for HMDB0259206 (Trifluoromethanesulfonamide)

Structure for HMDB0259206 (Trifluoromethanesulfonamide)

3D Structure for HMDB0259206 (Trifluoromethanesulfonamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra