(4S,5S)-1,2-dithiane-4,5-diol

Identification

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Name
(4S,5S)-1,2-dithiane-4,5-diol
Accession Number
DB02693  (EXPT01093)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • oxidized dithiothreitol
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 152.235
Monoisotopic: 151.99657088
Chemical Formula
C4H8O2S2
InChI Key
YPGMOWHXEQDBBV-QWWZWVQMSA-N
InChI
InChI=1S/C4H8O2S2/c5-3-1-7-8-2-4(3)6/h3-6H,1-2H2/t3-,4-/m1/s1
IUPAC Name
(4S,5S)-1,2-dithiane-4,5-diol
SMILES
[H][C@@]1(O)CSSC[C@@]1([H])O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
U6,7-dimethyl-8-ribityllumazine synthaseNot AvailableMycobacterium tuberculosis
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
445528
PubChem Substance
46506792
ChemSpider
393143
ChEBI
41837
HET
D1D
PDB Entries
1w19 / 1w29 / 2hei / 2x1d / 2x9n / 2ya9 / 3bmo / 3hvi / 3jqf / 3m9k
show 44 more

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility70.5 mg/mLALOGPS
logP-0.44ALOGPS
logP-0.59ChemAxon
logS-0.33ALOGPS
pKa (Strongest Acidic)13.48ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity37.27 m3·mol-1ChemAxon
Polarizability14.13 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9488
Blood Brain Barrier+0.7393
Caco-2 permeable-0.5627
P-glycoprotein substrateSubstrate0.5
P-glycoprotein inhibitor INon-inhibitor0.8509
P-glycoprotein inhibitor IINon-inhibitor1.0
Renal organic cation transporterNon-inhibitor0.896
CYP450 2C9 substrateNon-substrate0.9008
CYP450 2D6 substrateNon-substrate0.8312
CYP450 3A4 substrateNon-substrate0.7045
CYP450 1A2 substrateNon-inhibitor0.8368
CYP450 2C9 inhibitorNon-inhibitor0.8865
CYP450 2D6 inhibitorNon-inhibitor0.898
CYP450 2C19 inhibitorNon-inhibitor0.8287
CYP450 3A4 inhibitorNon-inhibitor0.9666
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9621
Ames testNon AMES toxic0.6625
CarcinogenicityNon-carcinogens0.8971
BiodegradationNot ready biodegradable0.8996
Rat acute toxicity2.3182 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9349
hERG inhibition (predictor II)Non-inhibitor0.8637
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-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as dithianes. These are compounds containing a dithiane moiety, which is composed of a cyclohexane core structure wherein two methylene units are replaced by sulfur centres.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Dithianes
Sub Class
Not Available
Direct Parent
Dithianes
Alternative Parents
Secondary alcohols / Organic disulfides / 1,2-diols / Hydrocarbon derivatives
Substituents
1,2-dithiane / Secondary alcohol / Organic disulfide / 1,2-diol / Organic oxygen compound / Hydrocarbon derivative / Organooxygen compound / Alcohol / Aliphatic heteromonocyclic compound
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
trans-1,2-dithiane-4,5-diol (CHEBI:41837)

Targets

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. [PubMed:17139284]
  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. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on June 04, 2019 05:38