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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 13:56:52 UTC

Update Date

2021-09-26 23:08:39 UTC

HMDB ID

HMDB0254569

Secondary Accession Numbers

None

Metabolite Identification

Common Name

methyl 4-mercaptobutyrimidate

Description

methyl 4-mercaptobutyrimidate, also known as 2-iminothiolane, belongs to the class of organic compounds known as imidoesters. These are organic ester derivatives of imidic acid. They have the general structure ROC(CR')=NR\", where R=organyl group, R'-R\"= H or organyl group. Based on a literature review very few articles have been published on methyl 4-mercaptobutyrimidate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Methyl 4-mercaptobutyrimidate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically methyl 4-mercaptobutyrimidate 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
Methyl 4-mercaptobutyrimidic acid	Generator
2-Iminothiolane	HMDB
Methyl 4-mercaptobutyrimidate hydrochloride	HMDB

Chemical Formula

C₅H₁₁NOS

Average Molecular Weight

133.21

Monoisotopic Molecular Weight

133.056135152

IUPAC Name

methyl 4-sulfanylbutanecarboximidate

Traditional Name

methyl 4-sulfanylbutanecarboximidate

CAS Registry Number

Not Available

SMILES

COC(=N)CCCS

InChI Identifier

InChI=1S/C5H11NOS/c1-7-5(6)3-2-4-8/h6,8H,2-4H2,1H3

InChI Key

DFTAZNAEBRBBKP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as imidoesters. These are organic ester derivatives of imidic acid. They have the general structure ROC(CR')=NR\", where R=organyl group, R'-R\"= H or organyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboximidic acids and derivatives

Sub Class

Imidoesters

Direct Parent

Imidoesters

Alternative Parents

Substituents

Imido ester
Alkylthiol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
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)

Source

Exogenous

Exogenous (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	1.34	ALOGPS
logP	0.86	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	10.2	ChemAxon
pKa (Strongest Basic)	7.19	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	33.08 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	47.34 m³·mol⁻¹	ChemAxon
Polarizability	14.79 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]+	136.413	30932474
DeepCCS	[M-H]-	134.189	30932474
DeepCCS	[M-2H]-	169.819	30932474
DeepCCS	[M+Na]+	144.563	30932474
AllCCS	[M+H]+	131.1	32859911
AllCCS	[M+H-H2O]+	127.1	32859911
AllCCS	[M+NH4]+	134.9	32859911
AllCCS	[M+Na]+	136.0	32859911
AllCCS	[M-H]-	133.9	32859911
AllCCS	[M+Na-2H]-	137.2	32859911
AllCCS	[M+HCOO]-	141.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
methyl 4-mercaptobutyrimidate	COC(=N)CCCS	2006.4	Standard polar	33892256
methyl 4-mercaptobutyrimidate	COC(=N)CCCS	1151.2	Standard non polar	33892256
methyl 4-mercaptobutyrimidate	COC(=N)CCCS	1212.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
methyl 4-mercaptobutyrimidate,1TMS,isomer #1	COC(=N)CCCS[Si](C)(C)C	1447.1	Semi standard non polar	33892256
methyl 4-mercaptobutyrimidate,1TMS,isomer #1	COC(=N)CCCS[Si](C)(C)C	1388.5	Standard non polar	33892256
methyl 4-mercaptobutyrimidate,1TMS,isomer #1	COC(=N)CCCS[Si](C)(C)C	2084.4	Standard polar	33892256
methyl 4-mercaptobutyrimidate,1TMS,isomer #2	COC(CCCS)=N[Si](C)(C)C	1329.8	Semi standard non polar	33892256
methyl 4-mercaptobutyrimidate,1TMS,isomer #2	COC(CCCS)=N[Si](C)(C)C	1268.4	Standard non polar	33892256
methyl 4-mercaptobutyrimidate,1TMS,isomer #2	COC(CCCS)=N[Si](C)(C)C	1731.1	Standard polar	33892256
methyl 4-mercaptobutyrimidate,2TMS,isomer #1	COC(CCCS[Si](C)(C)C)=N[Si](C)(C)C	1508.1	Semi standard non polar	33892256
methyl 4-mercaptobutyrimidate,2TMS,isomer #1	COC(CCCS[Si](C)(C)C)=N[Si](C)(C)C	1530.5	Standard non polar	33892256
methyl 4-mercaptobutyrimidate,2TMS,isomer #1	COC(CCCS[Si](C)(C)C)=N[Si](C)(C)C	1754.8	Standard polar	33892256
methyl 4-mercaptobutyrimidate,1TBDMS,isomer #1	COC(=N)CCCS[Si](C)(C)C(C)(C)C	1670.8	Semi standard non polar	33892256
methyl 4-mercaptobutyrimidate,1TBDMS,isomer #1	COC(=N)CCCS[Si](C)(C)C(C)(C)C	1649.1	Standard non polar	33892256
methyl 4-mercaptobutyrimidate,1TBDMS,isomer #1	COC(=N)CCCS[Si](C)(C)C(C)(C)C	2168.0	Standard polar	33892256
methyl 4-mercaptobutyrimidate,1TBDMS,isomer #2	COC(CCCS)=N[Si](C)(C)C(C)(C)C	1546.8	Semi standard non polar	33892256
methyl 4-mercaptobutyrimidate,1TBDMS,isomer #2	COC(CCCS)=N[Si](C)(C)C(C)(C)C	1469.6	Standard non polar	33892256
methyl 4-mercaptobutyrimidate,1TBDMS,isomer #2	COC(CCCS)=N[Si](C)(C)C(C)(C)C	1859.0	Standard polar	33892256
methyl 4-mercaptobutyrimidate,2TBDMS,isomer #1	COC(CCCS[Si](C)(C)C(C)(C)C)=N[Si](C)(C)C(C)(C)C	1937.6	Semi standard non polar	33892256
methyl 4-mercaptobutyrimidate,2TBDMS,isomer #1	COC(CCCS[Si](C)(C)C(C)(C)C)=N[Si](C)(C)C(C)(C)C	1926.2	Standard non polar	33892256
methyl 4-mercaptobutyrimidate,2TBDMS,isomer #1	COC(CCCS[Si](C)(C)C(C)(C)C)=N[Si](C)(C)C(C)(C)C	1932.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - methyl 4-mercaptobutyrimidate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pdj-9200000000-de1ef8570d6460b38b49	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - methyl 4-mercaptobutyrimidate 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 - methyl 4-mercaptobutyrimidate 10V, Positive-QTOF	splash10-0ue9-2900000000-5660b125dc6fb0d78335	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - methyl 4-mercaptobutyrimidate 20V, Positive-QTOF	splash10-0fi0-9200000000-2fe0b3a41976848c5d2f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - methyl 4-mercaptobutyrimidate 40V, Positive-QTOF	splash10-0aou-9000000000-2badd9383fcb29ea34d0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - methyl 4-mercaptobutyrimidate 10V, Negative-QTOF	splash10-001i-0900000000-319523bb9ed50303bb79	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - methyl 4-mercaptobutyrimidate 20V, Negative-QTOF	splash10-0f89-7900000000-1c2fdea544bc0f8b9b3c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - methyl 4-mercaptobutyrimidate 40V, Negative-QTOF	splash10-053r-9000000000-3601f5f897bccf5a6a95	2021-10-12	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

10607788

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

123925

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 methyl 4-mercaptobutyrimidate (HMDB0254569)

MOL for HMDB0254569 (methyl 4-mercaptobutyrimidate)

3D MOL for HMDB0254569 (methyl 4-mercaptobutyrimidate)

3D SDF for HMDB0254569 (methyl 4-mercaptobutyrimidate)

3D-SDF for HMDB0254569 (methyl 4-mercaptobutyrimidate)

PDB for HMDB0254569 (methyl 4-mercaptobutyrimidate)

3D PDB for HMDB0254569 (methyl 4-mercaptobutyrimidate)

SMILES for HMDB0254569 (methyl 4-mercaptobutyrimidate)

INCHI for HMDB0254569 (methyl 4-mercaptobutyrimidate)

Structure for HMDB0254569 (methyl 4-mercaptobutyrimidate)

3D Structure for HMDB0254569 (methyl 4-mercaptobutyrimidate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra