NAV

(2r,4s)-2-Methyl-2,3,3,4-Tetrahydroxytetrahydrofuran

Identification

Generic Name
(2r,4s)-2-Methyl-2,3,3,4-Tetrahydroxytetrahydrofuran
DrugBank Accession Number
DB04346
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 150.1299
Monoisotopic: 150.05282343
Chemical Formula
C5H10O5
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAutoinducer 2-binding protein LsrBNot AvailableSalmonella typhi
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 pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Pentoses
Alternative Parents
Tetrahydrofurans / Secondary alcohols / Hemiacetals / Polyols / Oxacyclic compounds / Carbonyl hydrates / Hydrocarbon derivatives
Substituents
Alcohol / Aliphatic heteromonocyclic compound / Carbonyl hydrate / Hemiacetal / Hydrocarbon derivative / Organoheterocyclic compound / Oxacycle / Pentose monosaccharide / Polyol / Secondary alcohol
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
cyclic ketal, tetrol, ketone hydrate, tetrahydroxytetrahydrofuran (CHEBI:44800)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
BVIYGXUQVXBHQS-IUYQGCFVSA-N
InChI
InChI=1S/C5H10O5/c1-4(7)5(8,9)3(6)2-10-4/h3,6-9H,2H2,1H3/t3-,4+/m0/s1
IUPAC Name
(2R,4S)-2-methyloxolane-2,3,3,4-tetrol
SMILES
[H][C@]1(O)CO[C@@](C)(O)C1(O)O

References

General References
Not Available
PubChem Compound
448719
PubChem Substance
46505649
ChemSpider
395434
ChEBI
44800
ChEMBL
CHEMBL1235140
PDBe Ligand
PAV
PDB Entries
1tjy / 3ejw / 3t95 / 4pz0 / 5e68 / 5gta / 6dsp

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 Solubility766.0 mg/mLALOGPS
logP-2ALOGPS
logP-1.6Chemaxon
logS0.71ALOGPS
pKa (Strongest Acidic)9.16Chemaxon
pKa (Strongest Basic)-4Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area90.15 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity30.49 m3·mol-1Chemaxon
Polarizability13.33 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.6633
Blood Brain Barrier+0.6922
Caco-2 permeable-0.7433
P-glycoprotein substrateSubstrate0.5423
P-glycoprotein inhibitor INon-inhibitor0.9343
P-glycoprotein inhibitor IINon-inhibitor0.9944
Renal organic cation transporterNon-inhibitor0.9012
CYP450 2C9 substrateNon-substrate0.7435
CYP450 2D6 substrateNon-substrate0.8521
CYP450 3A4 substrateNon-substrate0.5563
CYP450 1A2 substrateNon-inhibitor0.8937
CYP450 2C9 inhibitorNon-inhibitor0.9299
CYP450 2D6 inhibitorNon-inhibitor0.9577
CYP450 2C19 inhibitorNon-inhibitor0.9404
CYP450 3A4 inhibitorNon-inhibitor0.979
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9777
Ames testNon AMES toxic0.6676
CarcinogenicityNon-carcinogens0.9516
BiodegradationReady biodegradable0.8346
Rat acute toxicity1.4980 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9963
hERG inhibition (predictor II)Non-inhibitor0.9074
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-MSsplash10-0536-9200000000-f728dd23f26dab63c4c1
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fsj-3900000000-cbe9d81f68ddf98c5168
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-2900000000-fb61e8a522bf68c5c0e7
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0007-9200000000-8c1cc8e17f2b3a5e81c0
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4l-9000000000-f81927dc999fb9ee4d4b
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-9000000000-c66f15131faa0607c15b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-f2d6e4b37d57649264b3
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]-133.12112
predicted
DeepCCS 1.0 (2019)
[M+H]+135.24606
predicted
DeepCCS 1.0 (2019)
[M+Na]+141.64381
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Autoinducer 2-binding protein LsrB
Kind
Protein
Organism
Salmonella typhi
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Part of the ABC transporter complex LsrABCD involved in autoinducer 2 (AI-2) import. Binds AI-2 and delivers it to the LsrC and LsrD permeases (By similarity).
Gene Name
lsrB
Uniprot ID
Q8Z2X8
Uniprot Name
Autoinducer 2-binding protein LsrB
Molecular Weight
36787.785 Da

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52