NAV

Dithioerythritol

Identification

Generic Name
Dithioerythritol
DrugBank Accession Number
DB01692
Background

A compound that, along with its isomer, Cleland's reagent (dithiothreitol), is used for the protection of sulfhydryl groups against oxidation to disulfides and for the reduction of disulfides to sulfhydryl groups. [PubChem]

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 154.251
Monoisotopic: 154.012220944
Chemical Formula
C4H10O2S2
Synonyms
  • (2R,3S)-1,4-dimercaptobutane-2,3-diol
  • (2R*,3S*)-1,4-dimercapto-2,3-butanediol
  • 1,4-dithioerythritol
  • DTE
  • erythro-1,4-Dimercapto-2,3-butanediol
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UListeriolysin regulatory proteinNot AvailableListeria monocytogenes serovar 1/2a (strain ATCC BAA-679 / EGD-e)
U6,7-dimethyl-8-ribityllumazine synthaseNot AvailableMycobacterium tuberculosis
UThymidine kinase, cytosolicNot 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 Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
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 1,2-diols. These are polyols containing an alcohol group at two adjacent positions.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Alcohols and polyols
Direct Parent
1,2-diols
Alternative Parents
Secondary alcohols / Alkylthiols / Hydrocarbon derivatives
Substituents
1,2-diol / Aliphatic acyclic compound / Alkylthiol / Hydrocarbon derivative / Organosulfur compound / Secondary alcohol
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
1,4-dimercaptobutane-2,3-diol (CHEBI:17456)
Affected organisms
Not Available

Chemical Identifiers

UNII
R4SVL81GQI
CAS number
6892-68-8
InChI Key
VHJLVAABSRFDPM-ZXZARUISSA-N
InChI
InChI=1S/C4H10O2S2/c5-3(1-7)4(6)2-8/h3-8H,1-2H2/t3-,4+
IUPAC Name
(2R,3S)-1,4-disulfanylbutane-2,3-diol
SMILES
[H][C@](O)(CS)[C@]([H])(O)CS

References

General References
Not Available
KEGG Compound
C00950
PubChem Compound
439352
PubChem Substance
46509091
ChemSpider
388475
ChEBI
17456
ChEMBL
CHEMBL1232391
ZINC
ZINC000012341762
PDBe Ligand
DTU
Wikipedia
Dithioerythritol
PDB Entries
1kzi / 1o9j / 1tv8 / 1w19 / 1w4r / 1ywm / 2bgc / 2c92 / 2h00 / 2hp0 …
show 31 more

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
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)83 °CPhysProp
Predicted Properties
PropertyValueSource
Water Solubility5.14 mg/mLALOGPS
logP0.18ALOGPS
logP-0.28Chemaxon
logS-1.5ALOGPS
pKa (Strongest Acidic)9.62Chemaxon
pKa (Strongest Basic)-3.3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area40.46 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity38.84 m3·mol-1Chemaxon
Polarizability15.51 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.933
Blood Brain Barrier+0.5492
Caco-2 permeable-0.746
P-glycoprotein substrateNon-substrate0.6771
P-glycoprotein inhibitor INon-inhibitor0.94
P-glycoprotein inhibitor IINon-inhibitor0.9586
Renal organic cation transporterNon-inhibitor0.9272
CYP450 2C9 substrateNon-substrate0.8517
CYP450 2D6 substrateNon-substrate0.8524
CYP450 3A4 substrateNon-substrate0.7629
CYP450 1A2 substrateNon-inhibitor0.7392
CYP450 2C9 inhibitorNon-inhibitor0.8991
CYP450 2D6 inhibitorNon-inhibitor0.9279
CYP450 2C19 inhibitorNon-inhibitor0.8794
CYP450 3A4 inhibitorNon-inhibitor0.9652
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.905
Ames testNon AMES toxic0.7947
CarcinogenicityNon-carcinogens0.6855
BiodegradationNot ready biodegradable0.7184
Rat acute toxicity2.1543 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9429
hERG inhibition (predictor II)Non-inhibitor0.8275
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 GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-004i-9100000000-3ef0f66522eb59a011a5
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udr-1900000000-0434699a00a74456674f
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-1900000000-19b2b709c22b0bd42eff
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ufr-9700000000-f9c2feef8bbe6aeab515
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9000000000-e62a3952d06a8435b08d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-06r2-9000000000-681548c62129165caa1e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a59-9000000000-1fcb60c34160123c1d7d
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]-127.89912
predicted
DeepCCS 1.0 (2019)
[M+H]+129.88266
predicted
DeepCCS 1.0 (2019)
[M+Na]+136.57713
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Listeriolysin regulatory protein
Kind
Protein
Organism
Listeria monocytogenes serovar 1/2a (strain ATCC BAA-679 / EGD-e)
Pharmacological action
Unknown
General Function
Transcription factor activity, sequence-specific dna binding
Specific Function
Positively regulates expression of listeriolysin, of 1-phosphadidylinositol phosphodiesterase (PI-PLC) and other virulence factors.
Gene Name
prfA
Uniprot ID
P22262
Uniprot Name
Listeriolysin regulatory protein
Molecular Weight
27301.24 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. 6,7-dimethyl-8-ribityllumazine synthase
Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
Unknown
General Function
Catalyzes the formation of 6,7-dimethyl-8-ribityllumazine by condensation of 5-amino-6-(D-ribitylamino)uracil with 3,4-dihydroxy-2-butanone 4-phosphate. This is the penultimate step in the biosynthesis of riboflavin.
Specific Function
6,7-dimethyl-8-ribityllumazine synthase activity
Gene Name
ribH
Uniprot ID
P9WHE9
Uniprot Name
6,7-dimethyl-8-ribityllumazine synthase
Molecular Weight
16370.415 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]
Details3. Thymidine kinase, cytosolic
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Not Available
Gene Name
TK1
Uniprot ID
P04183
Uniprot Name
Thymidine kinase, cytosolic
Molecular Weight
25468.455 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]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:51