NAV

2,3-Di-O-Sulfo-Alpha-D-Glucopyranose

Identification

Generic Name
2,3-Di-O-Sulfo-Alpha-D-Glucopyranose
DrugBank Accession Number
DB02879
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 340.282
Monoisotopic: 339.977017228
Chemical Formula
C6H12O12S2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
U47 kDa membrane antigenNot AvailableTreponema pallidum (strain Nichols)
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
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Hexoses
Alternative Parents
Sulfuric acid monoesters / Oxanes / Alkyl sulfates / Secondary alcohols / Hemiacetals / Oxacyclic compounds / Primary alcohols / Organic oxides / Hydrocarbon derivatives
Substituents
Alcohol / Aliphatic heteromonocyclic compound / Alkyl sulfate / Hemiacetal / Hexose monosaccharide / Hydrocarbon derivative / Organic oxide / Organic sulfuric acid or derivatives / Organoheterocyclic compound / Oxacycle
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
ORUZACWROKWTRH-DVKNGEFBSA-N
InChI
InChI=1S/C6H12O12S2/c7-1-2-3(8)4(17-19(10,11)12)5(6(9)16-2)18-20(13,14)15/h2-9H,1H2,(H,10,11,12)(H,13,14,15)/t2-,3-,4+,5-,6+/m1/s1
IUPAC Name
[(2S,3R,4S,5R,6R)-2,5-dihydroxy-6-(hydroxymethyl)-4-(sulfooxy)oxan-3-yl]oxidanesulfonic acid
SMILES
[H][C@]1(O)O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(OS(O)(=O)=O)[C@@]1([H])OS(O)(=O)=O

References

General References
Not Available
PubChem Compound
447561
PubChem Substance
46507774
ChemSpider
394615
ZINC
ZINC000031976877
PDBe Ligand
PDX
PDB Entries
1o75 / 5ebz

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
Not Available
Predicted Properties
PropertyValueSource
Water Solubility10.3 mg/mLALOGPS
logP-2.5ALOGPS
logP-6.8Chemaxon
logS-1.5ALOGPS
pKa (Strongest Acidic)-2.6Chemaxon
pKa (Strongest Basic)-3Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count10Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area197.12 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity55.91 m3·mol-1Chemaxon
Polarizability26.32 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.8028
Blood Brain Barrier+0.8918
Caco-2 permeable-0.6524
P-glycoprotein substrateNon-substrate0.8052
P-glycoprotein inhibitor INon-inhibitor0.6105
P-glycoprotein inhibitor IINon-inhibitor0.9725
Renal organic cation transporterNon-inhibitor0.8991
CYP450 2C9 substrateNon-substrate0.8653
CYP450 2D6 substrateNon-substrate0.8247
CYP450 3A4 substrateNon-substrate0.6007
CYP450 1A2 substrateNon-inhibitor0.824
CYP450 2C9 inhibitorNon-inhibitor0.8502
CYP450 2D6 inhibitorNon-inhibitor0.9036
CYP450 2C19 inhibitorNon-inhibitor0.8477
CYP450 3A4 inhibitorNon-inhibitor0.9851
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9694
Ames testNon AMES toxic0.5881
CarcinogenicityNon-carcinogens0.6272
BiodegradationReady biodegradable0.7191
Rat acute toxicity2.2303 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8248
hERG inhibition (predictor II)Non-inhibitor0.8283
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-MSsplash10-0ap4-9584000000-37b79531134131fac10a
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00dl-0009000000-1cad1fd2b5bd052d7458
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0009000000-7e4683d90fdeb0c0faa0
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-006x-0259000000-40de9c17a3446f8da72f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000b-3193000000-acdc231aa32ad70d97de
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-01vo-9580000000-a1f088bb042898129344
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0k9t-9280000000-974bb6ae4b9694880791
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]-162.30724
predicted
DeepCCS 1.0 (2019)
[M+H]+164.68248
predicted
DeepCCS 1.0 (2019)
[M+Na]+170.59514
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. 47 kDa membrane antigen
Kind
Protein
Organism
Treponema pallidum (strain Nichols)
Pharmacological action
Unknown
General Function
Not Available
Specific Function
This antigen is a pathogen-specific membrane immunogen. Most abundant of the membrane lipoproteins, only found so far in pathogenic treponemes, suggesting that it is an important structural moiety ...
Gene Name
Not Available
Uniprot ID
P29723
Uniprot Name
47 kDa membrane antigen
Molecular Weight
47664.955 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 16:52