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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 20:53:26 UTC

Update Date

2022-11-23 22:29:20 UTC

HMDB ID

HMDB0258996

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Thioacetamide

Description

thioacetamide, also known as acetothioamide or TAA, belongs to the class of organic compounds known as thioamides. These are organic compounds containing the functional group with the general structure R-CS-NR'R, where R, R', and R are organic groups. Based on a literature review a significant number of articles have been published on thioacetamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Thioacetamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Thioacetamide 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
Acetic acid thioamide	ChEBI
Acetothioamide	ChEBI
Methylthioamide	ChEBI
TAA	ChEBI
Thiacetamide	ChEBI
Thioacetimidic acid	ChEBI
Thioactamide	ChEBI
Acetate thioamide	Generator
Thioacetimidate	Generator
Thioacetamide	MeSH
Thioacetamid	MeSH
Thiacetamid	MeSH

Chemical Formula

C₂H₅NS

Average Molecular Weight

75.13

Monoisotopic Molecular Weight

75.014270339

IUPAC Name

ethanimidothioic acid

Traditional Name

thioacetamide

CAS Registry Number

Not Available

SMILES

CC(S)=N

InChI Identifier

InChI=1S/C2H5NS/c1-2(3)4/h1H3,(H2,3,4)

InChI Key

YUKQRDCYNOVPGJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thioamides. These are organic compounds containing the functional group with the general structure R-CS-NR'R, where R, R', and R are organic groups.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioamides

Sub Class

Not Available

Direct Parent

Thioamides

Alternative Parents

Substituents

Thioamide
Thiocarboxylic acid amide
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Thiocarbonyl group
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

thiocarboxamide (CHEBI:32497 )

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	0.66	ALOGPS
logP	-0.056	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	3.33	ChemAxon
pKa (Strongest Basic)	12.17	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	23.85 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	31.53 m³·mol⁻¹	ChemAxon
Polarizability	7.7 Å³	ChemAxon
Number of Rings	0	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]+	122.207	30932474
DeepCCS	[M-H]-	120.311	30932474
DeepCCS	[M-2H]-	155.679	30932474
DeepCCS	[M+Na]+	129.811	30932474
AllCCS	[M+H]+	122.5	32859911
AllCCS	[M+H-H2O]+	118.1	32859911
AllCCS	[M+NH4]+	126.7	32859911
AllCCS	[M+Na]+	127.9	32859911
AllCCS	[M-H]-	148.5	32859911
AllCCS	[M+Na-2H]-	155.3	32859911
AllCCS	[M+HCOO]-	162.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
THIOACETAMIDE	CC(S)=N	1155.4	Standard polar	33892256
THIOACETAMIDE	CC(S)=N	725.4	Standard non polar	33892256
THIOACETAMIDE	CC(S)=N	866.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
THIOACETAMIDE,1TMS,isomer #1	CC(=N)S[Si](C)(C)C	966.0	Semi standard non polar	33892256
THIOACETAMIDE,1TMS,isomer #1	CC(=N)S[Si](C)(C)C	943.2	Standard non polar	33892256
THIOACETAMIDE,1TMS,isomer #1	CC(=N)S[Si](C)(C)C	1483.2	Standard polar	33892256
THIOACETAMIDE,1TMS,isomer #2	CC(S)=N[Si](C)(C)C	929.5	Semi standard non polar	33892256
THIOACETAMIDE,1TMS,isomer #2	CC(S)=N[Si](C)(C)C	905.2	Standard non polar	33892256
THIOACETAMIDE,1TMS,isomer #2	CC(S)=N[Si](C)(C)C	1259.5	Standard polar	33892256
THIOACETAMIDE,2TMS,isomer #1	CC(=N[Si](C)(C)C)S[Si](C)(C)C	1140.0	Semi standard non polar	33892256
THIOACETAMIDE,2TMS,isomer #1	CC(=N[Si](C)(C)C)S[Si](C)(C)C	1009.7	Standard non polar	33892256
THIOACETAMIDE,2TMS,isomer #1	CC(=N[Si](C)(C)C)S[Si](C)(C)C	1199.5	Standard polar	33892256
THIOACETAMIDE,1TBDMS,isomer #1	CC(=N)S[Si](C)(C)C(C)(C)C	1193.4	Semi standard non polar	33892256
THIOACETAMIDE,1TBDMS,isomer #1	CC(=N)S[Si](C)(C)C(C)(C)C	1204.7	Standard non polar	33892256
THIOACETAMIDE,1TBDMS,isomer #1	CC(=N)S[Si](C)(C)C(C)(C)C	1545.1	Standard polar	33892256
THIOACETAMIDE,1TBDMS,isomer #2	CC(S)=N[Si](C)(C)C(C)(C)C	1155.1	Semi standard non polar	33892256
THIOACETAMIDE,1TBDMS,isomer #2	CC(S)=N[Si](C)(C)C(C)(C)C	1122.3	Standard non polar	33892256
THIOACETAMIDE,1TBDMS,isomer #2	CC(S)=N[Si](C)(C)C(C)(C)C	1462.8	Standard polar	33892256
THIOACETAMIDE,2TBDMS,isomer #1	CC(=N[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C	1578.0	Semi standard non polar	33892256
THIOACETAMIDE,2TBDMS,isomer #1	CC(=N[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C	1477.9	Standard non polar	33892256
THIOACETAMIDE,2TBDMS,isomer #1	CC(=N[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C	1458.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Thioacetamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-9000000000-7443280f8991b2784b2e	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thioacetamide 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 - Thioacetamide 10V, Positive-QTOF	splash10-004i-9000000000-0543452e5490d73b2ebc	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioacetamide 20V, Positive-QTOF	splash10-004i-9000000000-c5d19aae92a3555605c8	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioacetamide 40V, Positive-QTOF	splash10-0a4i-9000000000-1c701a064782613b3e06	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioacetamide 10V, Negative-QTOF	splash10-00ec-9000000000-692700d85c23414bec05	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioacetamide 20V, Negative-QTOF	splash10-006x-9000000000-476ade938008d018bca4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thioacetamide 40V, Negative-QTOF	splash10-0536-9000000000-a7d2283d9099ed85a04f	2016-08-03	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

2006126

KEGG Compound ID

C19302

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Thioacetamide

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

32497

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 Thioacetamide (HMDB0258996)

MOL for HMDB0258996 (Thioacetamide)

3D MOL for HMDB0258996 (Thioacetamide)

3D SDF for HMDB0258996 (Thioacetamide)

3D-SDF for HMDB0258996 (Thioacetamide)

PDB for HMDB0258996 (Thioacetamide)

3D PDB for HMDB0258996 (Thioacetamide)

SMILES for HMDB0258996 (Thioacetamide)

INCHI for HMDB0258996 (Thioacetamide)

Structure for HMDB0258996 (Thioacetamide)

3D Structure for HMDB0258996 (Thioacetamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra