Record Information
Version1.0
Creation date2011-09-21 01:58:09 UTC
Update date2015-07-21 06:59:46 UTC
Primary IDFDB029593
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1,4-Dithiothreitol
DescriptionDithiothreitol (DTT) is the common name for a small-molecule redox reagent known as Cleland's reagent. DTT has an epimeric compound, dithioerythritol. A common use of DTT is as a reducing or "deprotecting" agent for thiolated DNA. DTT is frequently used to reduce the disulfide bonds of proteins and, more generally, to prevent intramolecular and intermolecular disulfide bonds from forming between cysteine residues of proteins.
CAS Number3483-12-3
Structure
Thumb
Synonyms
SynonymSource
(2R,3R)-1,4-Dimercaptobutane-2,3-diolChEBI
2,3-DIHYDROXY-1,4-dithiobutaneChEBI
DL-Threo-1,4-dimercapto-2,3-butanediolChEBI
L-DithiothreitolChEBI
L-DTTChEBI
L-Threo-1,4-dimercapto-2,3-butanediolChEBI
Threo-1,4-dimercapto-2,3-butanediolChEBI
DithiothreitolMeSH, HMDB
SputolysinMeSH, HMDB
Clelands reagentMeSH, HMDB
Cleland reagentMeSH, HMDB
Cleland's reagentMeSH, HMDB
Reagent, clelandMeSH, HMDB
Reagent, cleland'sMeSH, HMDB
DL-threo-1,4-Dimercapto-2,3-butanediolKegg
DTTmanual
threo-1,4-Dimercapto-2,3-butanediolKegg
Predicted Properties
PropertyValueSource
Water Solubility5.14 g/LALOGPS
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 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity38.84 m³·mol⁻¹ChemAxon
Polarizability15.68 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC4H10O2S2
IUPAC name(2R,3R)-1,4-disulfanylbutane-2,3-diol
InChI IdentifierInChI=1S/C4H10O2S2/c5-3(1-7)4(6)2-8/h3-8H,1-2H2/t3-,4-/m0/s1
InChI KeyVHJLVAABSRFDPM-IMJSIDKUSA-N
Isomeric SMILESO[C@@H](CS)[C@@H](O)CS
Average Molecular Weight154.251
Monoisotopic Molecular Weight154.012220944
Classification
Description Belongs to the class of organic compounds known as 1,2-diols. These are polyols containing an alcohol group at two adjacent positions.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct Parent1,2-diols
Alternative Parents
Substituents
  • Secondary alcohol
  • 1,2-diol
  • Alkylthiol
  • Hydrocarbon derivative
  • Organosulfur compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS1,4-Dithiothreitol, 4 TMS, GC-MS Spectrumsplash10-00yr-4980000000-015b0bd9159f84485733Spectrum
GC-MS1,4-Dithiothreitol, non-derivatized, GC-MS Spectrumsplash10-00yr-4980000000-015b0bd9159f84485733Spectrum
Predicted GC-MS1,4-Dithiothreitol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-004i-9100000000-3ef0f66522eb59a011a5Spectrum
Predicted GC-MS1,4-Dithiothreitol, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0100-9440000000-305930033ccddc530afeSpectrum
Predicted GC-MS1,4-Dithiothreitol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-2357c61b9304010e6df2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0900000000-d38dd45fa0d60f965b3dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-3900000000-09794da11f5c44ce035fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-3900000000-373bc79ecd0741d231d9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zgi-6900000000-658ff776b350aa570be3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05gr-9200000000-1a1762c6117c49a4dfcbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f79-1900000000-49e7f21ce9c082bd3926Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fbi-9500000000-e8b7aed28d73a82bc0b8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4j-9000000000-3ca3306ac8e2b74bba70Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-77ff0ef3bcfd35568f80Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-9000000000-8bdea10a6a6a9b0bf267Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053r-9000000000-6273ca380ee1abfa6fb4Spectrum
NMRNot Available
ChemSpider ID388336
ChEMBL IDCHEMBL406270
KEGG Compound IDC00265
Pubchem Compound ID439196
Pubchem Substance IDNot Available
ChEBI ID18320
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB13593
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDDTT
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Vitamin K epoxide reductase complex subunit 1VKORC1Q9BQB6
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference