Glucosamine 1-Phosphate

Identification

Name
Glucosamine 1-Phosphate
Accession Number
DB03111  (EXPT01631)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
UNII
Not Available
CAS number
Not Available
Weight
Average: 259.151
Monoisotopic: 259.045702941
Chemical Formula
C6H14NO8P
InChI Key
YMJBYRVFGYXULK-QZABAPFNSA-N
InChI
InChI=1S/C6H14NO8P/c7-3-5(10)4(9)2(1-8)14-6(3)15-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6-/m1/s1
IUPAC Name
{[(2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid
SMILES
N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UFerrichrome-iron receptorNot AvailableEscherichia coli (strain K12)
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
KEGG Compound
C06156
PubChem Compound
188960
PubChem Substance
46507220
ChemSpider
164191
ChEBI
27625
ZINC
ZINC000004097029
PDBe Ligand
L1L
PDB Entries
1fcp / 1q9w / 1ujw / 2fcp / 2oi6 / 3st8 / 4fce / 4odt / 4odv / 5fvn
show 4 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 Solubility35.1 mg/mLALOGPS
logP-2.6ALOGPS
logP-4.2ChemAxon
logS-0.87ALOGPS
pKa (Strongest Acidic)1.18ChemAxon
pKa (Strongest Basic)8.69ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area162.7 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity48.45 m3·mol-1ChemAxon
Polarizability21.24 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.993
Blood Brain Barrier-0.7634
Caco-2 permeable-0.6879
P-glycoprotein substrateNon-substrate0.7917
P-glycoprotein inhibitor INon-inhibitor0.8288
P-glycoprotein inhibitor IINon-inhibitor0.9882
Renal organic cation transporterNon-inhibitor0.9386
CYP450 2C9 substrateNon-substrate0.7867
CYP450 2D6 substrateNon-substrate0.8195
CYP450 3A4 substrateNon-substrate0.6227
CYP450 1A2 substrateNon-inhibitor0.8753
CYP450 2C9 inhibitorNon-inhibitor0.8946
CYP450 2D6 inhibitorNon-inhibitor0.9096
CYP450 2C19 inhibitorNon-inhibitor0.864
CYP450 3A4 inhibitorNon-inhibitor0.9718
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9728
Ames testNon AMES toxic0.6644
CarcinogenicityNon-carcinogens0.9459
BiodegradationReady biodegradable0.5533
Rat acute toxicity2.0749 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9211
hERG inhibition (predictor II)Non-inhibitor0.9186
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/MSsplash10-03dl-1390000000-19b3065167a88b742feb
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01ow-9550000000-52be51437d4b754c9a4d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0005-9200000000-b0eb00d809084bbdb3d3
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-054t-9010000000-da9819227ffe756d390b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9200000000-42c6841338922884a12a
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-21af41c3ae65f0ccd866

Taxonomy

Description
This compound belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Monosaccharide phosphates
Alternative Parents
Hexoses / Monoalkyl phosphates / Aminosaccharides / Oxanes / Secondary alcohols / 1,2-aminoalcohols / Oxacyclic compounds / Primary alcohols / Organopnictogen compounds / Organic oxides
show 2 more
Substituents
Hexose monosaccharide / Monosaccharide phosphate / Monoalkyl phosphate / Amino saccharide / Organic phosphoric acid derivative / Alkyl phosphate / Oxane / Phosphoric acid ester / 1,2-aminoalcohol / Secondary alcohol
show 13 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
glucosamine phosphate (CHEBI:27625)

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Virion binding
Specific Function
This receptor binds the ferrichrome-iron ligand. It interacts with the TonB protein, which is responsible for energy coupling of the ferrichrome-promoted iron transport system. Acts as a receptor f...
Gene Name
fhuA
Uniprot ID
P06971
Uniprot Name
Ferrichrome-iron receptor
Molecular Weight
82181.75 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 March 01, 2020 19:05

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