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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:26:05 UTC

Update Date

2021-09-26 22:53:47 UTC

HMDB ID

HMDB0245356

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2,2'-Dithiodipyridine

Description

2,2'-Dithiodipyridine, also known as 2,2'-dipyridyl disulfide or aldrithiol-2, belongs to the class of organic compounds known as pyridines and derivatives. Pyridines and derivatives are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms. Based on a literature review a significant number of articles have been published on 2,2'-Dithiodipyridine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2,2'-dithiodipyridine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2,2'-Dithiodipyridine 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

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  S   UNK     0       1.334  -2.310   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0       2.667  -3.080   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.334  -5.390   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
CONECT    1    2    9                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    1   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,2'-Dipyridyl disulfide	ChEBI
2,2'-Dipyridyldisulphide	ChEBI
2,2'-Dithiobis(pyridine)	ChEBI
2,2'-Dithiobis-pyridine	ChEBI
2,2'-Dithiobispyridine	ChEBI
2,2'-Pyridine disulfide	ChEBI
2-Dipyridyl disulfide	ChEBI
2-Pyridinyl disulfide	ChEBI
Aldrithiol-2	ChEBI
Bis(2-pyridyl)disulfide	ChEBI
Di(2-pyridyl)disulfide	ChEBI
2,2'-Dipyridyl disulphide	Generator
2,2'-Dipyridyldisulfide	Generator
2,2'-Pyridine disulphide	Generator
2-Dipyridyl disulphide	Generator
2-Pyridinyl disulphide	Generator
Bis(2-pyridyl)disulphide	Generator
Di(2-pyridyl)disulphide	Generator
2,2'-Dithiopyridine	HMDB
2,2-PDS	HMDB
Orthopyridyl disulfide	HMDB
2,2-Dithiobispyridine	HMDB
2,2'-Dithiodipyridine	ChEBI

Chemical Formula

C₁₀H₈N₂S₂

Average Molecular Weight

220.31

Monoisotopic Molecular Weight

220.012890614

IUPAC Name

2-(pyridin-2-yldisulfanyl)pyridine

Traditional Name

2,2'-dipyridyldisulfide

CAS Registry Number

Not Available

SMILES

S(SC1=CC=CC=N1)C1=CC=CC=N1

InChI Identifier

InChI=1S/C10H8N2S2/c1-3-7-11-9(5-1)13-14-10-6-2-4-8-12-10/h1-8H

InChI Key

HAXFWIACAGNFHA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridines and derivatives. Pyridines and derivatives are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Not Available

Direct Parent

Pyridines and derivatives

Alternative Parents

Substituents

Pyridine
Heteroaromatic compound
Organic disulfide
Azacycle
Sulfenyl compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organosulfur compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	2.38	ALOGPS
logP	3.33	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	2.63	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	25.78 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	58.77 m³·mol⁻¹	ChemAxon
Polarizability	21.77 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	133.993	30932474
DeepCCS	[M-H]-	131.069	30932474
DeepCCS	[M-2H]-	167.703	30932474
DeepCCS	[M+Na]+	143.242	30932474
AllCCS	[M+H]+	149.4	32859911
AllCCS	[M+H-H2O]+	145.4	32859911
AllCCS	[M+NH4]+	153.0	32859911
AllCCS	[M+Na]+	154.1	32859911
AllCCS	[M-H]-	141.4	32859911
AllCCS	[M+Na-2H]-	141.6	32859911
AllCCS	[M+HCOO]-	141.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,2'-Dithiodipyridine	S(SC1=CC=CC=N1)C1=CC=CC=N1	2776.6	Standard polar	33892256
2,2'-Dithiodipyridine	S(SC1=CC=CC=N1)C1=CC=CC=N1	1836.3	Standard non polar	33892256
2,2'-Dithiodipyridine	S(SC1=CC=CC=N1)C1=CC=CC=N1	1990.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2'-Dithiodipyridine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9770000000-f8ea911c1da3654b1276	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2'-Dithiodipyridine 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 - 2,2'-Dithiodipyridine 10V, Positive-QTOF	splash10-00di-0090000000-45ed2a50ca88fea3bf5e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2'-Dithiodipyridine 20V, Positive-QTOF	splash10-00di-1090000000-04bdd3bf59587abcf7b3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2'-Dithiodipyridine 40V, Positive-QTOF	splash10-004i-9300000000-5a347252707522a37857	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2'-Dithiodipyridine 10V, Negative-QTOF	splash10-014i-0090000000-9cc1a0ccac69734ea500	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2'-Dithiodipyridine 20V, Negative-QTOF	splash10-014i-0190000000-0b13e29482eb4f82fd30	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,2'-Dithiodipyridine 40V, Negative-QTOF	splash10-02t9-4900000000-76fb44ac820556d88dac	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

C00054107

Chemspider ID

58603

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

2,2'-Dipyridyldisulfide

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

143170

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1216501

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 2,2'-Dithiodipyridine (HMDB0245356)

MOL for HMDB0245356 (2,2'-Dithiodipyridine)

3D MOL for HMDB0245356 (2,2'-Dithiodipyridine)

3D SDF for HMDB0245356 (2,2'-Dithiodipyridine)

3D-SDF for HMDB0245356 (2,2'-Dithiodipyridine)

PDB for HMDB0245356 (2,2'-Dithiodipyridine)

3D PDB for HMDB0245356 (2,2'-Dithiodipyridine)

SMILES for HMDB0245356 (2,2'-Dithiodipyridine)

INCHI for HMDB0245356 (2,2'-Dithiodipyridine)

Structure for HMDB0245356 (2,2'-Dithiodipyridine)

3D Structure for HMDB0245356 (2,2'-Dithiodipyridine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra