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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:51:19 UTC

Update Date

2021-09-26 23:03:31 UTC

HMDB ID

HMDB0251494

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dithiooxamide

Description

ethanedithioamide 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. ethanedithioamide is a very weakly acidic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Dithiooxamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dithiooxamide 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
Dithiooxamide	MeSH
Rubeanic acid	MeSH

Chemical Formula

C₂H₄N₂S₂

Average Molecular Weight

120.19

Monoisotopic Molecular Weight

119.981590485

IUPAC Name

ethanedithioamide

Traditional Name

dithiooxamide

CAS Registry Number

Not Available

SMILES

NC(=S)C(N)=S

InChI Identifier

InChI=1S/C2H4N2S2/c3-1(5)2(4)6/h(H2,3,5)(H2,4,6)

InChI Key

OAEGRYMCJYIXQT-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

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	-0.6	ALOGPS
logP	-0.098	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	11.44	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	1	ChemAxon
Refractivity	34.06 m³·mol⁻¹	ChemAxon
Polarizability	11.26 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]+	124.928	30932474
DeepCCS	[M-H]-	123.019	30932474
DeepCCS	[M-2H]-	158.457	30932474
DeepCCS	[M+Na]+	132.828	30932474
AllCCS	[M+H]+	128.9	32859911
AllCCS	[M+H-H2O]+	124.7	32859911
AllCCS	[M+NH4]+	132.8	32859911
AllCCS	[M+Na]+	133.9	32859911
AllCCS	[M-H]-	133.1	32859911
AllCCS	[M+Na-2H]-	137.9	32859911
AllCCS	[M+HCOO]-	143.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dithiooxamide	NC(=S)C(N)=S	1938.0	Standard polar	33892256
Dithiooxamide	NC(=S)C(N)=S	1075.4	Standard non polar	33892256
Dithiooxamide	NC(=S)C(N)=S	1587.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dithiooxamide,1TMS,isomer #1	C[Si](C)(C)NC(=S)C(N)=S	1557.3	Semi standard non polar	33892256
Dithiooxamide,1TMS,isomer #1	C[Si](C)(C)NC(=S)C(N)=S	1379.3	Standard non polar	33892256
Dithiooxamide,1TMS,isomer #1	C[Si](C)(C)NC(=S)C(N)=S	2753.9	Standard polar	33892256
Dithiooxamide,2TMS,isomer #1	C[Si](C)(C)NC(=S)C(=S)N[Si](C)(C)C	1624.4	Semi standard non polar	33892256
Dithiooxamide,2TMS,isomer #1	C[Si](C)(C)NC(=S)C(=S)N[Si](C)(C)C	1557.8	Standard non polar	33892256
Dithiooxamide,2TMS,isomer #1	C[Si](C)(C)NC(=S)C(=S)N[Si](C)(C)C	2709.8	Standard polar	33892256
Dithiooxamide,2TMS,isomer #2	C[Si](C)(C)N(C(=S)C(N)=S)[Si](C)(C)C	1667.6	Semi standard non polar	33892256
Dithiooxamide,2TMS,isomer #2	C[Si](C)(C)N(C(=S)C(N)=S)[Si](C)(C)C	1536.4	Standard non polar	33892256
Dithiooxamide,2TMS,isomer #2	C[Si](C)(C)N(C(=S)C(N)=S)[Si](C)(C)C	2621.9	Standard polar	33892256
Dithiooxamide,3TMS,isomer #1	C[Si](C)(C)NC(=S)C(=S)N([Si](C)(C)C)[Si](C)(C)C	1671.8	Semi standard non polar	33892256
Dithiooxamide,3TMS,isomer #1	C[Si](C)(C)NC(=S)C(=S)N([Si](C)(C)C)[Si](C)(C)C	1678.8	Standard non polar	33892256
Dithiooxamide,3TMS,isomer #1	C[Si](C)(C)NC(=S)C(=S)N([Si](C)(C)C)[Si](C)(C)C	2359.5	Standard polar	33892256
Dithiooxamide,4TMS,isomer #1	C[Si](C)(C)N(C(=S)C(=S)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1848.6	Semi standard non polar	33892256
Dithiooxamide,4TMS,isomer #1	C[Si](C)(C)N(C(=S)C(=S)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1816.9	Standard non polar	33892256
Dithiooxamide,4TMS,isomer #1	C[Si](C)(C)N(C(=S)C(=S)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1938.6	Standard polar	33892256
Dithiooxamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)C(N)=S	1770.1	Semi standard non polar	33892256
Dithiooxamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)C(N)=S	1646.5	Standard non polar	33892256
Dithiooxamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)C(N)=S	2967.9	Standard polar	33892256
Dithiooxamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)C(=S)N[Si](C)(C)C(C)(C)C	2098.2	Semi standard non polar	33892256
Dithiooxamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)C(=S)N[Si](C)(C)C(C)(C)C	2011.0	Standard non polar	33892256
Dithiooxamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)C(=S)N[Si](C)(C)C(C)(C)C	2810.8	Standard polar	33892256
Dithiooxamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=S)C(N)=S)[Si](C)(C)C(C)(C)C	2059.6	Semi standard non polar	33892256
Dithiooxamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=S)C(N)=S)[Si](C)(C)C(C)(C)C	1937.9	Standard non polar	33892256
Dithiooxamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=S)C(N)=S)[Si](C)(C)C(C)(C)C	2682.5	Standard polar	33892256
Dithiooxamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)C(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2355.7	Semi standard non polar	33892256
Dithiooxamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)C(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2209.6	Standard non polar	33892256
Dithiooxamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=S)C(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2482.9	Standard polar	33892256
Dithiooxamide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=S)C(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2647.9	Semi standard non polar	33892256
Dithiooxamide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=S)C(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2444.4	Standard non polar	33892256
Dithiooxamide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=S)C(=S)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2321.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dithiooxamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9300000000-bc0460496f59795ad23c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dithiooxamide 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 - Dithiooxamide 10V, Positive-QTOF	splash10-00di-2900000000-c10444ca9769c948f5e6	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dithiooxamide 20V, Positive-QTOF	splash10-00di-4900000000-b5a97f05aa35905cc1f6	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dithiooxamide 40V, Positive-QTOF	splash10-0a4r-9000000000-3a75f50f807138e30f66	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dithiooxamide 10V, Negative-QTOF	splash10-014i-4900000000-4a2d5f14adfb7abc3a23	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dithiooxamide 20V, Negative-QTOF	splash10-0159-7900000000-dcee435e4575ddff0029	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dithiooxamide 40V, Negative-QTOF	splash10-001i-9200000000-bc2c1daf9e0f91d5bad5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dithiooxamide 10V, Positive-QTOF	splash10-0fk9-0900000000-17095ec9b453d2692504	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dithiooxamide 20V, Positive-QTOF	splash10-0uk9-0900000000-18fdd41cb6a50c4d57c3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dithiooxamide 40V, Positive-QTOF	splash10-0a4i-9200000000-e8d247fddcd30246482d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dithiooxamide 10V, Negative-QTOF	splash10-014i-1900000000-c745f7c906f765432d95	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dithiooxamide 20V, Negative-QTOF	splash10-014i-1900000000-0a8d22946cec9df15322	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dithiooxamide 40V, Negative-QTOF	splash10-0a4i-9300000000-64fc30b9adf1d23b43e7	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6596

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 Dithiooxamide (HMDB0251494)

MOL for HMDB0251494 (Dithiooxamide)

3D MOL for HMDB0251494 (Dithiooxamide)

3D SDF for HMDB0251494 (Dithiooxamide)

3D-SDF for HMDB0251494 (Dithiooxamide)

PDB for HMDB0251494 (Dithiooxamide)

3D PDB for HMDB0251494 (Dithiooxamide)

SMILES for HMDB0251494 (Dithiooxamide)

INCHI for HMDB0251494 (Dithiooxamide)

Structure for HMDB0251494 (Dithiooxamide)

3D Structure for HMDB0251494 (Dithiooxamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra