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Showing Compound N-Acetyl-glucosamine 1-phosphate (FDB022581)

Record Information
Version1.0
Creation date2011-09-21 00:16:16 UTC
Update date2025-11-19 02:42:01 UTC
Primary IDFDB022581
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameN-Acetyl-glucosamine 1-phosphate
DescriptionN-Acetyl-glucosamine 1-phosphate, also known as glcnac-1-phosphate, belongs to the class of organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group. N-Acetyl-glucosamine 1-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). N-Acetyl-glucosamine 1-phosphate exists in all eukaryotes, ranging from yeast to humans.
CAS Number6866-69-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2-(Acetylamino)-2-deoxy-D-glucopyranose 1-(dihydrogen phosphate)ChEBI
2-Acetamido-2-deoxy-1-O-phosphono-D-glucopyranoseChEBI
N-Acetyl-D-glucosamine 1-phosphateChEBI
N-Acetylglucosamine-1-phosphateChEBI
2-(Acetylamino)-2-deoxy-D-glucopyranose 1-(dihydrogen phosphoric acid)Generator
N-Acetyl-D-glucosamine 1-phosphoric acidGenerator
N-Acetylglucosamine-1-phosphoric acidGenerator
N-Acetyl-glucosamine 1-phosphoric acidGenerator
D-Glucosamine 1-phosphateHMDB
delta-Glucosamine 1-phosphateHMDB
N-Acetyl-alpha-D-glucosamine 1-phosphateHMDB
N-Acetyl-alpha-delta-glucosamine 1-phosphateHMDB
N-Acetyl-delta-glucosamine 1-phosphateHMDB
N-Acetyl-glucosamine-1-phosphateHMDB
GlcNAc-1-phosphateHMDB
2-(acetylamino)-2-Deoxy-D-glucopyranose 1-(dihydrogen ate)ChEBI
2-(acetylamino)-2-Deoxy-D-glucopyranose 1-(dihydrogen ic acid)Generator
2-acetamido-2-Deoxy-1-O-ONO-D-glucopyranoseChEBI
D-Glucosamine 1-ateHMDB
D-glucosamine 1-phosphatehmdb
delta-Glucosamine 1-ateHMDB
delta-glucosamine 1-phosphatehmdb
N-Acetyl-alpha-D-glucosamine 1-ateHMDB
N-acetyl-alpha-D-glucosamine 1-phosphatehmdb
N-Acetyl-alpha-delta-glucosamine 1-ateHMDB
N-acetyl-alpha-delta-glucosamine 1-phosphatehmdb
N-Acetyl-D-glucosamine 1-ateChEBI
N-Acetyl-D-glucosamine 1-ic acidGenerator
N-acetyl-D-glucosamine 1-phosphatehmdb
N-Acetyl-delta-glucosamine 1-ateHMDB
N-acetyl-delta-glucosamine 1-phosphatehmdb
N-Acetyl-glucosamine 1-ateHMDB
N-Acetyl-glucosamine 1-phosphatehmdb
N-Acetyl-glucosamine 1-phosphic acidhmdb
N-Acetyl-glucosamine-1-ateHMDB
N-acetyl-glucosamine-1-phosphatehmdb
N-Acetylglucosamine-1-ateChEBI
N-Acetylglucosamine-1-ic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility18.4 g/LALOGPS
logP-2ALOGPS
logP-3.3ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)1.18ChemAxon
pKa (Strongest Basic)-0.79ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area165.78 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity57.9 m³·mol⁻¹ChemAxon
Polarizability25.41 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H16NO9P
IUPAC name{[(3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid
InChI IdentifierInChI=1S/C8H16NO9P/c1-3(11)9-5-7(13)6(12)4(2-10)17-8(5)18-19(14,15)16/h4-8,10,12-13H,2H2,1H3,(H,9,11)(H2,14,15,16)/t4-,5-,6-,7-,8?/m1/s1
InChI KeyFZLJPEPAYPUMMR-RTRLPJTCSA-N
Isomeric SMILESCC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1OP(O)(O)=O
Average Molecular Weight301.1877
Monoisotopic Molecular Weight301.056267627
Classification
Description Belongs to the class of organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentN-acyl-alpha-hexosamines
Alternative Parents
Substituents
  • N-acyl-alpha-hexosamine
  • Hexose monosaccharide
  • Monosaccharide phosphate
  • Monoalkyl phosphate
  • Monosaccharide
  • Organic phosphoric acid derivative
  • Oxane
  • Phosphoric acid ester
  • Alkyl phosphate
  • Acetamide
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Carboxamide group
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Oxacycle
  • Primary alcohol
  • Carbonyl group
  • Organonitrogen compound
  • Organic oxide
  • Alcohol
  • Organopnictogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSN-Acetyl-glucosamine 1-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-007k-9230000000-37cdd3ef185356d03c19Spectrum
Predicted GC-MSN-Acetyl-glucosamine 1-phosphate, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0f6t-9211240000-817e06893a2ccced098bSpectrum
Predicted GC-MSN-Acetyl-glucosamine 1-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-1094000000-f1e04aaf05d431b8b0ab2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f7k-6290000000-6ff96a8c8bf54d5e8bfa2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f6t-9620000000-3e2ee2ffc3801abdb7da2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002s-9211000000-7f3631860a58ca1880602016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9110000000-9614f2b717f8fb17cc082016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-1a4f6aa02a49053d5b952016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0269000000-3075b429edd6182c13ba2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0559000000-4ca1cd5a6e65977c00242021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fk9-6900000000-1cb673f71135d27b87a12021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1019000000-7dfe9f6a1a82e9cc66432021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9021000000-405c928cec60fc405bdb2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004j-9000000000-5c37c1fa0342ac32c5562021-09-24View Spectrum
NMRNot Available
ChemSpider ID389248
ChEMBL IDNot Available
KEGG Compound IDC04256
Pubchem Compound ID440272
Pubchem Substance IDNot Available
ChEBI ID16446
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01367
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID43457
KNApSAcK IDC00019581
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
UDP-N-acetylhexosamine pyrophosphorylaseUAP1Q16222
Pathways
NameSMPDB LinkKEGG Link
Amino Sugar MetabolismSMP00045 map00520
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference