NAV

2-Hydroxyethyl Disulfide

Identification

Generic Name
2-Hydroxyethyl Disulfide
DrugBank Accession Number
DB02486
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 154.251
Monoisotopic: 154.012220944
Chemical Formula
C4H10O2S2
Synonyms
Not Available
External IDs
  • NSC-33920
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
ULysozymeNot AvailableEnterobacteria phage T4
UGlutathione S-transferase A1Not AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as dialkyldisulfides. These are organic compounds containing a disulfide group R-SS-R' where R and R' are both alkyl groups.
Kingdom
Organic compounds
Super Class
Organosulfur compounds
Class
Organic disulfides
Sub Class
Dialkyldisulfides
Direct Parent
Dialkyldisulfides
Alternative Parents
Sulfenyl compounds / Primary alcohols / Hydrocarbon derivatives
Substituents
Alcohol / Aliphatic acyclic compound / Dialkyldisulfide / Hydrocarbon derivative / Organic oxygen compound / Organooxygen compound / Primary alcohol / Sulfenyl compound
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
organic disulfide (CHEBI:43136) / a small molecule (CPD0-1885)
Affected organisms
Not Available

Chemical Identifiers

UNII
45543L74BS
CAS number
1892-29-1
InChI Key
KYNFOMQIXZUKRK-UHFFFAOYSA-N
InChI
InChI=1S/C4H10O2S2/c5-1-3-7-8-4-2-6/h5-6H,1-4H2
IUPAC Name
2-[(2-hydroxyethyl)disulfanyl]ethan-1-ol
SMILES
OCCSSCCO

References

General References
Not Available
PubChem Compound
15906
PubChem Substance
46508790
ChemSpider
15117
ChEBI
43136
ChEMBL
CHEMBL1233278
ZINC
ZINC000001665970
PDBe Ligand
HED
PDB Entries
181l / 182l / 183l / 184l / 185l / 186l / 187l / 188l / 191l / 192l …
show 165 more

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)25-27 °CPhysProp
boiling point (°C)158-163 °C at 3.50E+00 mm HgPhysProp
Predicted Properties
PropertyValueSource
Water Solubility36.5 mg/mLALOGPS
logP-0.03ALOGPS
logP-0.54Chemaxon
logS-0.63ALOGPS
pKa (Strongest Acidic)15.14Chemaxon
pKa (Strongest Basic)-2.6Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area40.46 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity39.9 m3·mol-1Chemaxon
Polarizability15.96 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9815
Blood Brain Barrier+0.8346
Caco-2 permeable+0.5062
P-glycoprotein substrateNon-substrate0.7687
P-glycoprotein inhibitor INon-inhibitor0.9105
P-glycoprotein inhibitor IINon-inhibitor0.9579
Renal organic cation transporterNon-inhibitor0.8785
CYP450 2C9 substrateNon-substrate0.8796
CYP450 2D6 substrateNon-substrate0.8545
CYP450 3A4 substrateNon-substrate0.7981
CYP450 1A2 substrateNon-inhibitor0.8795
CYP450 2C9 inhibitorNon-inhibitor0.8658
CYP450 2D6 inhibitorNon-inhibitor0.9434
CYP450 2C19 inhibitorNon-inhibitor0.8979
CYP450 3A4 inhibitorNon-inhibitor0.8973
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8507
Ames testNon AMES toxic0.8341
CarcinogenicityCarcinogens 0.5102
BiodegradationNot ready biodegradable0.5843
Rat acute toxicity2.9190 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.6676
hERG inhibition (predictor II)Non-inhibitor0.9017
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a6r-9300000000-f53e74151424b41d8078
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00ai-9000000000-e5e36d9cc28a0d662ab2
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01ta-9000000000-ec19e1f729f883908138
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9000000000-9815a533a53372361e9b
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-9000000000-1954b4a10070f9ee75f5
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-053r-9000000000-547b2eb19ede3fcea2ea
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-126.4028398
predicted
DarkChem Lite v0.1.0
[M-H]-126.4162398
predicted
DarkChem Lite v0.1.0
[M-H]-126.2322398
predicted
DarkChem Lite v0.1.0
[M-H]-127.95442
predicted
DeepCCS 1.0 (2019)
[M+H]+128.1513398
predicted
DarkChem Lite v0.1.0
[M+H]+130.8509398
predicted
DarkChem Lite v0.1.0
[M+H]+131.5009398
predicted
DarkChem Lite v0.1.0
[M+H]+130.02171
predicted
DeepCCS 1.0 (2019)
[M+Na]+129.2690398
predicted
DarkChem Lite v0.1.0
[M+Na]+128.9578398
predicted
DarkChem Lite v0.1.0
[M+Na]+129.0240398
predicted
DarkChem Lite v0.1.0
[M+Na]+138.50832
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Lysozyme
Kind
Protein
Organism
Enterobacteria phage T4
Pharmacological action
Unknown
General Function
Lysozyme activity
Specific Function
Endolysin with lysozyme activity that degrades host peptidoglycans and participates with the holin and spanin proteins in the sequential events which lead to the programmed host cell lysis releasin...
Gene Name
E
Uniprot ID
P00720
Uniprot Name
Endolysin
Molecular Weight
18691.385 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
Details2. Glutathione S-transferase A1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Glutathione transferase activity
Specific Function
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name
GSTA1
Uniprot ID
P08263
Uniprot Name
Glutathione S-transferase A1
Molecular Weight
25630.785 Da

Enzymes

Details1. Glutathione S-transferase A1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Substrate
General Function
Glutathione transferase activity
Specific Function
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name
GSTA1
Uniprot ID
P08263
Uniprot Name
Glutathione S-transferase A1
Molecular Weight
25630.785 Da
References
  1. Begas P, Staudacher V, Deponte M: Systematic re-evaluation of the bis(2-hydroxyethyl)disulfide (HEDS) assay reveals an alternative mechanism and activity of glutaredoxins. Chem Sci. 2015 Jul 1;6(7):3788-3796. doi: 10.1039/c5sc01051a. Epub 2015 May 19. [Article]
  2. Espinoza HM, Shireman LM, McClain V, Atkins W, Gallagher EP: Cloning, expression and analysis of the olfactory glutathione S-transferases in coho salmon. Biochem Pharmacol. 2013 Mar 15;85(6):839-48. doi: 10.1016/j.bcp.2012.11.018. Epub 2012 Dec 19. [Article]
  3. Stourman NV, Branch MC, Schaab MR, Harp JM, Ladner JE, Armstrong RN: Structure and function of YghU, a nu-class glutathione transferase related to YfcG from Escherichia coli. Biochemistry. 2011 Feb 22;50(7):1274-81. doi: 10.1021/bi101861a. Epub 2011 Jan 24. [Article]

Drug created at June 13, 2005 13:24 / Updated at July 02, 2020 13:17