NP-MRD: Showing NP-Card for Aldrithiol 2 (NP0084610)

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Record Information

Version

2.0

Created at

2022-04-29 05:18:08 UTC

Updated at

2022-04-29 05:18:08 UTC

NP-MRD ID

NP0084610

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aldrithiol 2

Description

Aldrithiol 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. Aldrithiol 2 is found in Allium stipitatum. Aldrithiol 2 was first documented in 2001 (PMID: 11331359). Aldrithiol is a moderately basic compound (based on its pKa) (PMID: 17506610) (PMID: 20965543) (PMID: 22561701).

Structure

MOL 3D MOL SDF 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

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'-Dithiodipyridine	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	MeSH
2,2-PDS	MeSH
Orthopyridyl disulfide	MeSH
2,2-Dithiobispyridine	MeSH

Chemical Formula

C₁₀H₈N₂S₂

Average Mass

220.3100 Da

Monoisotopic Mass

220.01289 Da

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

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Allium stipitatum	Plant	KNApSAcK

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

Physical Properties

State

Not Available

Experimental 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

Predicted 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

2,2'-Dipyridyldisulfide

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

143170

Good Scents ID

Not Available

References

General References

McLaughlin B, Pal S, Tran MP, Parsons AA, Barone FC, Erhardt JA, Aizenman E: p38 activation is required upstream of potassium current enhancement and caspase cleavage in thiol oxidant-induced neuronal apoptosis. J Neurosci. 2001 May 15;21(10):3303-11. [PubMed:11331359 ]
Rutebemberwa A, Bess JW Jr, Brown B, Arroyo M, Eller M, Slike B, Polonis V, McCutchan F, Currier JR, Birx D, Robb M, Marovich M, Lifson JD, Cox JH: Evaluation of aldrithiol-2-inactivated preparations of HIV type 1 subtypes A, B, and D as reagents to monitor T cell responses. AIDS Res Hum Retroviruses. 2007 Apr;23(4):532-42. doi: 10.1089/aid.2006.0136. [PubMed:17506610 ]
Mochida K, Amano H, Onduka T, Kakuno A, Fujii K: Toxicity and metabolism of copper pyrithione and its degradation product, 2,2'-dipyridyldisulfide in a marine polychaete. Chemosphere. 2011 Jan;82(3):390-7. doi: 10.1016/j.chemosphere.2010.09.074. Epub 2010 Oct 20. [PubMed:20965543 ]
Mochida K, Amano H, Ito K, Ito M, Onduka T, Ichihashi H, Kakuno A, Harino H, Fujii K: Species sensitivity distribution approach to primary risk analysis of the metal pyrithione photodegradation product, 2,2'-dipyridyldisulfide in the Inland Sea and induction of notochord undulation in fish embryos. Aquat Toxicol. 2012 Aug 15;118-119:152-163. doi: 10.1016/j.aquatox.2012.04.002. Epub 2012 Apr 10. [PubMed:22561701 ]

Showing NP-Card for Aldrithiol 2 (NP0084610)

MOL for NP0084610 (Aldrithiol 2)

3D MOL for NP0084610 (Aldrithiol 2)

3D SDF for NP0084610 (Aldrithiol 2)

3D-SDF for NP0084610 (Aldrithiol 2)

PDB for NP0084610 (Aldrithiol 2)

3D PDB for NP0084610 (Aldrithiol 2)

SMILES for NP0084610 (Aldrithiol 2)

INCHI for NP0084610 (Aldrithiol 2)

Structure for NP0084610 (Aldrithiol 2)

3D Structure for NP0084610 (Aldrithiol 2)