2-deoxy-2-fluoro-α-D-glucose

Identification

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Name
2-deoxy-2-fluoro-α-D-glucose
Accession Number
DB04282  (EXPT01525)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • 2-deoxy-2-fluoro-alpha-D-glucose
  • 2-DEOXY-2-FLUORO-GLUCOSE
Categories
Not Available
UNII
H0QPM375HE
CAS number
Not Available
Weight
Average: 182.1469
Monoisotopic: 182.059051667
Chemical Formula
C6H11FO5
InChI Key
ZCXUVYAZINUVJD-UKFBFLRUSA-N
InChI
InChI=1S/C6H11FO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1H2/t2-,3-,4-,5-,6+/m1/s1
IUPAC Name
(2S,3R,4S,5S,6R)-3-fluoro-6-(hydroxymethyl)oxane-2,4,5-triol
SMILES
[H][C@]1(O)O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])F

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCellulase BNot AvailableStreptomyces lividans
UBeta-glucosidase ANot AvailablePaenibacillus polymyxa
ULactase-phlorizin hydrolaseNot AvailableHumans
UExoglucanase/xylanaseNot AvailableCellulomonas fimi
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
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

References

General References
Not Available
External Links
PubChem Compound
445226
PubChem Substance
46505526
ChemSpider
392923
ChEBI
49132
ChEMBL
CHEMBL1086863
ZINC
ZINC000003809846
HET
G2F
PDB Entries
1e4i / 1e70 / 1e73 / 1exp / 1h6m / 1iew / 1oin / 1uws / 1uyq / 2cit
show 16 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 Solubility257.0 mg/mLALOGPS
logP-1.9ALOGPS
logP-2ChemAxon
logS0.15ALOGPS
pKa (Strongest Acidic)11.02ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area90.15 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity34.23 m3·mol-1ChemAxon
Polarizability15.44 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

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 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
Oxanes / Secondary alcohols / Hemiacetals / Fluorohydrins / Polyols / Oxacyclic compounds / Primary alcohols / Organofluorides / Hydrocarbon derivatives / Alkyl fluorides
Substituents
Hexose monosaccharide / Oxane / Fluorohydrin / Secondary alcohol / Halohydrin / Hemiacetal / Oxacycle / Organoheterocyclic compound / Polyol / Alcohol
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
2-deoxy-2-fluoro-D-glucopyranose (CHEBI:49132)

Targets

Kind
Protein
Organism
Streptomyces lividans
Pharmacological action
Unknown
General Function
Polysaccharide binding
Specific Function
Not Available
Gene Name
celB
Uniprot ID
Q54331
Uniprot Name
Cellulase B
Molecular Weight
39239.03 Da
Kind
Protein
Organism
Paenibacillus polymyxa
Pharmacological action
Unknown
General Function
Beta-glucosidase activity
Specific Function
BglA is intracellular and cleaves cellobiose probably through inorganic phosphate mediated hydrolysis.
Gene Name
bglA
Uniprot ID
P22073
Uniprot Name
Beta-glucosidase A
Molecular Weight
51648.685 Da
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Transferase activity
Specific Function
LPH splits lactose in the small intestine.
Gene Name
LCT
Uniprot ID
P09848
Uniprot Name
Lactase-phlorizin hydrolase
Molecular Weight
218584.77 Da
Kind
Protein
Organism
Cellulomonas fimi
Pharmacological action
Unknown
General Function
Polysaccharide binding
Specific Function
Hydrolyzes both cellulose and xylan. Has also weak endoglucanase activity.The biological conversion of cellulose to glucose generally requires three types of hydrolytic enzymes: (1) Endoglucanases ...
Gene Name
cex
Uniprot ID
P07986
Uniprot Name
Exoglucanase/xylanase
Molecular Weight
51290.845 Da

Drug created on June 13, 2005 07:24 / Updated on February 06, 2020 11:57