Glucosamine 6-Phosphate

Identification

Generic Name
Glucosamine 6-Phosphate
DrugBank Accession Number
DB02657
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 259.151
Monoisotopic: 259.045702941
Chemical Formula
C6H14NO8P
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGlutamine--fructose-6-phosphate aminotransferase [isomerizing]Not AvailableEscherichia coli (strain K12)
UN-acetylglucosamine-6-phosphate deacetylaseNot AvailableBacillus subtilis (strain 168)
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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Hexose phosphates
Alternative Parents
Monosaccharide phosphates / Monoalkyl phosphates / Aminosaccharides / Oxanes / Secondary alcohols / Hemiacetals / 1,2-diols / 1,2-aminoalcohols / Oxacyclic compounds / Organopnictogen compounds
show 3 more
Substituents
1,2-aminoalcohol / 1,2-diol / Alcohol / Aliphatic heteromonocyclic compound / Alkyl phosphate / Amine / Amino saccharide / Hemiacetal / Hexose phosphate / Hydrocarbon derivative
show 15 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
2-amino-2-deoxy-D-glucopyranose 6-phosphate (CHEBI:15873)
Affected organisms
Not Available

Chemical Identifiers

UNII
Y5ANY8MJ8J
CAS number
3616-42-0
InChI Key
XHMJOUIAFHJHBW-UKFBFLRUSA-N
InChI
InChI=1S/C6H14NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6+/m1/s1
IUPAC Name
{[(2R,3S,4R,5R,6S)-5-amino-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid
SMILES
N[C@H]1[C@@H](O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O

References

General References
Not Available
Human Metabolome Database
HMDB0001254
KEGG Compound
C00352
PubChem Compound
439217
PubChem Substance
46507552
ChemSpider
388356
ChEBI
15873
ZINC
ZINC000004097103
PDBe Ligand
GLP
PDB Entries
1moq / 2nz4 / 2ri1 / 2vf5 / 2vhl / 2z75 / 3b4a / 3b4b / 3b4c / 3cxq
show 9 more

Clinical Trials

Clinical Trials
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PhaseStatusPurposeConditionsCountStart DateWhy Stopped100+ additional columns

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 Solubility34.8 mg/mLALOGPS
logP-2.6ALOGPS
logP-4.2Chemaxon
logS-0.87ALOGPS
pKa (Strongest Acidic)1.22Chemaxon
pKa (Strongest Basic)8.23Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count6Chemaxon
Polar Surface Area162.7 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity48.45 m3·mol-1Chemaxon
Polarizability21.42 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.9955
Blood Brain Barrier-0.753
Caco-2 permeable-0.6822
P-glycoprotein substrateNon-substrate0.7772
P-glycoprotein inhibitor INon-inhibitor0.8381
P-glycoprotein inhibitor IINon-inhibitor0.9916
Renal organic cation transporterNon-inhibitor0.9358
CYP450 2C9 substrateNon-substrate0.799
CYP450 2D6 substrateNon-substrate0.8229
CYP450 3A4 substrateNon-substrate0.6095
CYP450 1A2 substrateNon-inhibitor0.8659
CYP450 2C9 inhibitorNon-inhibitor0.8931
CYP450 2D6 inhibitorNon-inhibitor0.9021
CYP450 2C19 inhibitorNon-inhibitor0.854
CYP450 3A4 inhibitorNon-inhibitor0.9652
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.968
Ames testNon AMES toxic0.6591
CarcinogenicityNon-carcinogens0.9511
BiodegradationNot ready biodegradable0.5899
Rat acute toxicity2.1166 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9304
hERG inhibition (predictor II)Non-inhibitor0.9233
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-MSsplash10-052b-9320000000-54466a568e39d51598c7
MS/MS Spectrum - Quattro_QQQ 10V, PositiveLC-MS/MSsplash10-004i-0970000000-095ba413dfd29c80b445
MS/MS Spectrum - Quattro_QQQ 25V, PositiveLC-MS/MSsplash10-053r-9500000000-e4e82ba86236d6046d0d
MS/MS Spectrum - Quattro_QQQ 40V, PositiveLC-MS/MSsplash10-001i-9000000000-bd232a0933f76298e943
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , PositiveLC-MS/MSsplash10-03di-0190000000-778d1a36aaf5c9b3c846
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, PositiveLC-MS/MSsplash10-08i0-1690000000-f08f9e49e698f1aa134d
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , NegativeLC-MS/MSsplash10-002b-9010000000-8a6a96ec67621a842ce8
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-002b-9010000000-8a6a96ec67621a842ce8
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-03di-0190000000-280711606909adbb8814
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-08i0-1690000000-f08f9e49e698f1aa134d
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0290000000-c4ded6af319fc7034988
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-054k-9140000000-e1114f76cdfec19f5bed
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-f129fd51621ae1a2ff73
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00dl-9110000000-a06dc4cd7443f1c04bdf
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-2dd173dfe9a30642b89d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-9200000000-a624e65d76eaf8a063ce
1H NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
[1H,1H] 2D NMR Spectrum2D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-158.7362952
predicted
DarkChem Lite v0.1.0
[M-H]-148.3373952
predicted
DarkChem Lite v0.1.0
[M-H]-148.3989
predicted
DeepCCS 1.0 (2019)
[M+H]+159.1970952
predicted
DarkChem Lite v0.1.0
[M+H]+150.1445952
predicted
DarkChem Lite v0.1.0
[M+H]+150.79448
predicted
DeepCCS 1.0 (2019)
[M+Na]+158.9906952
predicted
DarkChem Lite v0.1.0
[M+Na]+148.5107952
predicted
DarkChem Lite v0.1.0
[M+Na]+157.66399
predicted
DeepCCS 1.0 (2019)

Targets

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insights and accelerate drug research.
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Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Glutamine-fructose-6-phosphate transaminase (isomerizing) activity
Specific Function
Catalyzes the first step in hexosamine metabolism, converting fructose-6P into glucosamine-6P using glutamine as a nitrogen source.
Gene Name
glmS
Uniprot ID
P17169
Uniprot Name
Glutamine--fructose-6-phosphate aminotransferase [isomerizing]
Molecular Weight
66893.7 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]
Kind
Protein
Organism
Bacillus subtilis (strain 168)
Pharmacological action
Unknown
General Function
Protein homodimerization activity
Specific Function
Involved in the first committed step in the biosynthesis of amino-sugar-nucleotides. Catalyzes the hydrolysis of the N-acetyl group of N-acetylglucosamine-6-phosphate (GlcNAc-6-P) to yield glucosam...
Gene Name
nagA
Uniprot ID
O34450
Uniprot Name
N-acetylglucosamine-6-phosphate deacetylase
Molecular Weight
42621.955 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 August 01, 2020 13:45