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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:44:36 UTC

Update Date

2021-09-26 23:04:26 UTC

HMDB ID

HMDB0252066

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ethylene bisdithiocarbamate

Description

Ethylene bisdithiocarbamate belongs to the class of organic compounds known as ethylene bisdithiocarbamates. These are dithiocarbamic acids (or derivatives) resulting from the formal addition of a molecule of carbon disulfide to each amino group of ethylenediamine. In addition, compounds containing a 1,2-ethanediyl carbamodithioate moiety are also members of this class. Based on a literature review a significant number of articles have been published on Ethylene bisdithiocarbamate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ethylene bisdithiocarbamate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ethylene bisdithiocarbamate 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
Ethylene bisdithiocarbamic acid	Generator

Chemical Formula

C₄H₈N₂S₄

Average Molecular Weight

212.36

Monoisotopic Molecular Weight

211.957032962

IUPAC Name

{[2-(carbamothioylsulfanyl)ethyl]sulfanyl}carbothioamide

Traditional Name

[2-(carbamothioylsulfanyl)ethyl]sulfanylcarbothioamide

CAS Registry Number

Not Available

SMILES

NC(=S)SCCSC(N)=S

InChI Identifier

InChI=1S/C4H8N2S4/c5-3(7)9-1-2-10-4(6)8/h1-2H2,(H2,5,7)(H2,6,8)

InChI Key

QRNATDQRFAUDKF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ethylene bisdithiocarbamates. These are dithiocarbamic acids (or derivatives) resulting from the formal addition of a molecule of carbon disulfide to each amino group of ethylenediamine. In addition, compounds containing a 1,2-ethanediyl carbamodithioate moiety are also members of this class.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Dithiocarbamic acids and derivatives

Sub Class

Dithiocarbamic acid esters

Direct Parent

Ethylene bisdithiocarbamates

Alternative Parents

Substituents

Ethylene bisdithiocarbamate
Sulfenyl compound
Organic nitrogen compound
Hydrocarbon derivative
Organosulfur 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)

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	0.64	ALOGPS
logP	1.78	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	7.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.04 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	59.19 m³·mol⁻¹	ChemAxon
Polarizability	21.67 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]+	138.859	30932474
DeepCCS	[M-H]-	136.59	30932474
DeepCCS	[M-2H]-	172.577	30932474
DeepCCS	[M+Na]+	147.672	30932474
AllCCS	[M+H]+	134.0	32859911
AllCCS	[M+H-H2O]+	130.7	32859911
AllCCS	[M+NH4]+	137.1	32859911
AllCCS	[M+Na]+	138.0	32859911
AllCCS	[M-H]-	136.5	32859911
AllCCS	[M+Na-2H]-	138.8	32859911
AllCCS	[M+HCOO]-	141.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethylene bisdithiocarbamate	NC(=S)SCCSC(N)=S	2989.3	Standard polar	33892256
Ethylene bisdithiocarbamate	NC(=S)SCCSC(N)=S	1777.1	Standard non polar	33892256
Ethylene bisdithiocarbamate	NC(=S)SCCSC(N)=S	2509.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ethylene bisdithiocarbamate,1TMS,isomer #1	C[Si](C)(C)NC(=S)SCCSC(N)=S	2327.0	Semi standard non polar	33892256
Ethylene bisdithiocarbamate,1TMS,isomer #1	C[Si](C)(C)NC(=S)SCCSC(N)=S	1956.5	Standard non polar	33892256
Ethylene bisdithiocarbamate,1TMS,isomer #1	C[Si](C)(C)NC(=S)SCCSC(N)=S	3780.4	Standard polar	33892256
Ethylene bisdithiocarbamate,2TMS,isomer #1	C[Si](C)(C)NC(=S)SCCSC(=S)N[Si](C)(C)C	2450.8	Semi standard non polar	33892256
Ethylene bisdithiocarbamate,2TMS,isomer #1	C[Si](C)(C)NC(=S)SCCSC(=S)N[Si](C)(C)C	2053.1	Standard non polar	33892256
Ethylene bisdithiocarbamate,2TMS,isomer #1	C[Si](C)(C)NC(=S)SCCSC(=S)N[Si](C)(C)C	3671.5	Standard polar	33892256
Ethylene bisdithiocarbamate,2TMS,isomer #2	C[Si](C)(C)N(C(=S)SCCSC(N)=S)[Si](C)(C)C	2460.5	Semi standard non polar	33892256
Ethylene bisdithiocarbamate,2TMS,isomer #2	C[Si](C)(C)N(C(=S)SCCSC(N)=S)[Si](C)(C)C	2146.7	Standard non polar	33892256
Ethylene bisdithiocarbamate,2TMS,isomer #2	C[Si](C)(C)N(C(=S)SCCSC(N)=S)[Si](C)(C)C	3636.2	Standard polar	33892256
Ethylene bisdithiocarbamate,3TMS,isomer #1	C[Si](C)(C)NC(=S)SCCSC(=S)N([Si](C)(C)C)[Si](C)(C)C	2478.2	Semi standard non polar	33892256
Ethylene bisdithiocarbamate,3TMS,isomer #1	C[Si](C)(C)NC(=S)SCCSC(=S)N([Si](C)(C)C)[Si](C)(C)C	2199.6	Standard non polar	33892256
Ethylene bisdithiocarbamate,3TMS,isomer #1	C[Si](C)(C)NC(=S)SCCSC(=S)N([Si](C)(C)C)[Si](C)(C)C	3260.0	Standard polar	33892256
Ethylene bisdithiocarbamate,4TMS,isomer #1	C[Si](C)(C)N(C(=S)SCCSC(=S)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2502.5	Semi standard non polar	33892256
Ethylene bisdithiocarbamate,4TMS,isomer #1	C[Si](C)(C)N(C(=S)SCCSC(=S)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2331.3	Standard non polar	33892256
Ethylene bisdithiocarbamate,4TMS,isomer #1	C[Si](C)(C)N(C(=S)SCCSC(=S)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2782.3	Standard polar	33892256
Ethylene bisdithiocarbamate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)SCCSC(N)=S	2519.8	Semi standard non polar	33892256
Ethylene bisdithiocarbamate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)SCCSC(N)=S	2201.9	Standard non polar	33892256
Ethylene bisdithiocarbamate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)SCCSC(N)=S	3835.1	Standard polar	33892256
Ethylene bisdithiocarbamate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)SCCSC(=S)N[Si](C)(C)C(C)(C)C	2930.0	Semi standard non polar	33892256
Ethylene bisdithiocarbamate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)SCCSC(=S)N[Si](C)(C)C(C)(C)C	2525.3	Standard non polar	33892256
Ethylene bisdithiocarbamate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)SCCSC(=S)N[Si](C)(C)C(C)(C)C	3567.2	Standard polar	33892256
Ethylene bisdithiocarbamate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=S)SCCSC(N)=S)[Si](C)(C)C(C)(C)C	2842.9	Semi standard non polar	33892256
Ethylene bisdithiocarbamate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=S)SCCSC(N)=S)[Si](C)(C)C(C)(C)C	2579.9	Standard non polar	33892256
Ethylene bisdithiocarbamate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=S)SCCSC(N)=S)[Si](C)(C)C(C)(C)C	3638.6	Standard polar	33892256
Ethylene bisdithiocarbamate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)SCCSC(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3145.5	Semi standard non polar	33892256
Ethylene bisdithiocarbamate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)SCCSC(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2779.5	Standard non polar	33892256
Ethylene bisdithiocarbamate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)SCCSC(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3239.6	Standard polar	33892256
Ethylene bisdithiocarbamate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=S)SCCSC(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3384.8	Semi standard non polar	33892256
Ethylene bisdithiocarbamate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=S)SCCSC(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3023.4	Standard non polar	33892256
Ethylene bisdithiocarbamate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=S)SCCSC(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3030.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylene bisdithiocarbamate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9100000000-c77533a30bb1fb50bf91	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylene bisdithiocarbamate 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 - Ethylene bisdithiocarbamate 10V, Positive-QTOF	splash10-02t9-1940000000-ecc470c8b2ecb3c11e1d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene bisdithiocarbamate 20V, Positive-QTOF	splash10-05mo-9710000000-51545ed957d1b3ba6f5e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene bisdithiocarbamate 40V, Positive-QTOF	splash10-0a4i-9000000000-b8b101d581d2622524ad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene bisdithiocarbamate 10V, Negative-QTOF	splash10-03di-1090000000-d8f87a13dbfd185a7d4f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene bisdithiocarbamate 20V, Negative-QTOF	splash10-0a4i-9000000000-a0aa6f8b6974a2f6d3da	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylene bisdithiocarbamate 40V, Negative-QTOF	splash10-0a4l-9200000000-9064edd790cfa73ecdd9	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

2298432

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dithiocarbamate

METLIN ID

Not Available

PubChem Compound

61939

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 Ethylene bisdithiocarbamate (HMDB0252066)

MOL for HMDB0252066 (Ethylene bisdithiocarbamate)

3D MOL for HMDB0252066 (Ethylene bisdithiocarbamate)

3D SDF for HMDB0252066 (Ethylene bisdithiocarbamate)

3D-SDF for HMDB0252066 (Ethylene bisdithiocarbamate)

PDB for HMDB0252066 (Ethylene bisdithiocarbamate)

3D PDB for HMDB0252066 (Ethylene bisdithiocarbamate)

SMILES for HMDB0252066 (Ethylene bisdithiocarbamate)

INCHI for HMDB0252066 (Ethylene bisdithiocarbamate)

Structure for HMDB0252066 (Ethylene bisdithiocarbamate)

3D Structure for HMDB0252066 (Ethylene bisdithiocarbamate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra