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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:02:30 UTC

Update Date

2021-09-26 22:53:02 UTC

HMDB ID

HMDB0244919

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Carbamimidothioic acid, 2-(dimethylamino)ethyl ester

Description

Carbamimidothioic acid, 2-(dimethylamino)ethyl ester, also known as 2-(S-dimethylaminoethyl)isothiourea or SK and F 91487, belongs to the class of organic compounds known as isothioureas. These are organic compounds containing the isothiourea group, with the general structure R1SC(=NR2)N(R3)R4 (R1,R2,R3,R4=H, alkyl, aryl). Based on a literature review very few articles have been published on Carbamimidothioic acid, 2-(dimethylamino)ethyl ester. This compound has been identified in human blood as reported by (PMID: 31557052 ). Carbamimidothioic acid, 2-(dimethylamino)ethyl ester is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Carbamimidothioic acid, 2-(dimethylamino)ethyl ester 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 NMR Assignments View Stereo Labels

Synonyms

Value	Source
Carbamimidothioate, 2-(dimethylamino)ethyl ester	Generator
2-(S-Dimethylaminoethyl)isothiourea	HMDB
S-(2-(Diethylamino)-ethyl)-isothiouronium HCL	HMDB
SK And F 91487	HMDB
SK And F-91487	HMDB
Nordimaprit dihydrochloride	HMDB
Persulfate bleach accelerator	HMDB

Chemical Formula

C₅H₁₃N₃S

Average Molecular Weight

147.24

Monoisotopic Molecular Weight

147.083018605

IUPAC Name

[2-(carbamimidoylsulfanyl)ethyl]dimethylamine

Traditional Name

[2-(carbamimidoylsulfanyl)ethyl]dimethylamine

CAS Registry Number

Not Available

SMILES

CN(C)CCSC(N)=N

InChI Identifier

InChI=1S/C5H13N3S/c1-8(2)3-4-9-5(6)7/h3-4H2,1-2H3,(H3,6,7)

InChI Key

MUYRPUKYVOXLSN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isothioureas. These are organic compounds containing the isothiourea group, with the general structure R1SC(=NR2)N(R3)R4 (R1,R2,R3,R4=H, alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Isothioureas

Sub Class

Not Available

Direct Parent

Isothioureas

Alternative Parents

Substituents

Tertiary aliphatic amine
Tertiary amine
Isothiourea
Sulfenyl compound
Carboximidamide
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Imine
Amine
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	-0.49	ALOGPS
logP	0.17	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Basic)	10.58	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	53.11 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	53.2 m³·mol⁻¹	ChemAxon
Polarizability	16.39 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]+	134.499	30932474
DeepCCS	[M-H]-	132.243	30932474
DeepCCS	[M-2H]-	168.176	30932474
DeepCCS	[M+Na]+	143.19	30932474
AllCCS	[M+H]+	132.4	32859911
AllCCS	[M+H-H2O]+	128.5	32859911
AllCCS	[M+NH4]+	135.9	32859911
AllCCS	[M+Na]+	137.0	32859911
AllCCS	[M-H]-	134.4	32859911
AllCCS	[M+Na-2H]-	137.4	32859911
AllCCS	[M+HCOO]-	140.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester	CN(C)CCSC(N)=N	2109.6	Standard polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester	CN(C)CCSC(N)=N	1244.0	Standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester	CN(C)CCSC(N)=N	1450.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,1TMS,isomer #1	CN(C)CCSC(=N)N[Si](C)(C)C	1659.9	Semi standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,1TMS,isomer #1	CN(C)CCSC(=N)N[Si](C)(C)C	1404.8	Standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,1TMS,isomer #1	CN(C)CCSC(=N)N[Si](C)(C)C	2538.2	Standard polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,1TMS,isomer #2	CN(C)CCSC(N)=N[Si](C)(C)C	1603.8	Semi standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,1TMS,isomer #2	CN(C)CCSC(N)=N[Si](C)(C)C	1324.9	Standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,1TMS,isomer #2	CN(C)CCSC(N)=N[Si](C)(C)C	2452.3	Standard polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,2TMS,isomer #1	CN(C)CCSC(=N[Si](C)(C)C)N[Si](C)(C)C	1670.7	Semi standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,2TMS,isomer #1	CN(C)CCSC(=N[Si](C)(C)C)N[Si](C)(C)C	1372.7	Standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,2TMS,isomer #1	CN(C)CCSC(=N[Si](C)(C)C)N[Si](C)(C)C	2211.9	Standard polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,2TMS,isomer #2	CN(C)CCSC(=N)N([Si](C)(C)C)[Si](C)(C)C	1683.8	Semi standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,2TMS,isomer #2	CN(C)CCSC(=N)N([Si](C)(C)C)[Si](C)(C)C	1600.8	Standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,2TMS,isomer #2	CN(C)CCSC(=N)N([Si](C)(C)C)[Si](C)(C)C	2192.9	Standard polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,3TMS,isomer #1	CN(C)CCSC(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1706.1	Semi standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,3TMS,isomer #1	CN(C)CCSC(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1539.8	Standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,3TMS,isomer #1	CN(C)CCSC(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1892.2	Standard polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,1TBDMS,isomer #1	CN(C)CCSC(=N)N[Si](C)(C)C(C)(C)C	1901.6	Semi standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,1TBDMS,isomer #1	CN(C)CCSC(=N)N[Si](C)(C)C(C)(C)C	1611.1	Standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,1TBDMS,isomer #1	CN(C)CCSC(=N)N[Si](C)(C)C(C)(C)C	2507.7	Standard polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,1TBDMS,isomer #2	CN(C)CCSC(N)=N[Si](C)(C)C(C)(C)C	1825.8	Semi standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,1TBDMS,isomer #2	CN(C)CCSC(N)=N[Si](C)(C)C(C)(C)C	1502.7	Standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,1TBDMS,isomer #2	CN(C)CCSC(N)=N[Si](C)(C)C(C)(C)C	2567.6	Standard polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,2TBDMS,isomer #1	CN(C)CCSC(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	2099.4	Semi standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,2TBDMS,isomer #1	CN(C)CCSC(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	1734.7	Standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,2TBDMS,isomer #1	CN(C)CCSC(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	2268.0	Standard polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,2TBDMS,isomer #2	CN(C)CCSC(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2097.1	Semi standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,2TBDMS,isomer #2	CN(C)CCSC(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1975.0	Standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,2TBDMS,isomer #2	CN(C)CCSC(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2312.3	Standard polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,3TBDMS,isomer #1	CN(C)CCSC(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2364.4	Semi standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,3TBDMS,isomer #1	CN(C)CCSC(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2033.7	Standard non polar	33892256
Carbamimidothioic acid, 2-(dimethylamino)ethyl ester,3TBDMS,isomer #1	CN(C)CCSC(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2174.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Carbamimidothioic acid, 2-(dimethylamino)ethyl ester GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9200000000-f626f412fd04287906eb	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbamimidothioic acid, 2-(dimethylamino)ethyl ester 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 - Carbamimidothioic acid, 2-(dimethylamino)ethyl ester 10V, Positive-QTOF	splash10-00fs-9500000000-2cdd427ea304f9c5dc05	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbamimidothioic acid, 2-(dimethylamino)ethyl ester 20V, Positive-QTOF	splash10-00di-9000000000-6b58ca2ff1222e52174b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbamimidothioic acid, 2-(dimethylamino)ethyl ester 40V, Positive-QTOF	splash10-05fu-9000000000-3b9bcfd9db4f090e858d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbamimidothioic acid, 2-(dimethylamino)ethyl ester 10V, Negative-QTOF	splash10-054p-9400000000-0ab9dce1ee41974c2e9f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbamimidothioic acid, 2-(dimethylamino)ethyl ester 20V, Negative-QTOF	splash10-0a4i-9000000000-4fbd7d0715d2d9269a38	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbamimidothioic acid, 2-(dimethylamino)ethyl ester 40V, Negative-QTOF	splash10-0a4i-9000000000-85bbc93f17c92a4d453b	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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

76926

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85296

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 Carbamimidothioic acid, 2-(dimethylamino)ethyl ester (HMDB0244919)

MOL for HMDB0244919 (Carbamimidothioic acid, 2-(dimethylamino)ethyl ester)

3D MOL for HMDB0244919 (Carbamimidothioic acid, 2-(dimethylamino)ethyl ester)

3D SDF for HMDB0244919 (Carbamimidothioic acid, 2-(dimethylamino)ethyl ester)

3D-SDF for HMDB0244919 (Carbamimidothioic acid, 2-(dimethylamino)ethyl ester)

PDB for HMDB0244919 (Carbamimidothioic acid, 2-(dimethylamino)ethyl ester)

3D PDB for HMDB0244919 (Carbamimidothioic acid, 2-(dimethylamino)ethyl ester)

SMILES for HMDB0244919 (Carbamimidothioic acid, 2-(dimethylamino)ethyl ester)

INCHI for HMDB0244919 (Carbamimidothioic acid, 2-(dimethylamino)ethyl ester)

Structure for HMDB0244919 (Carbamimidothioic acid, 2-(dimethylamino)ethyl ester)

3D Structure for HMDB0244919 (Carbamimidothioic acid, 2-(dimethylamino)ethyl ester)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra