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Record Information
Version	2.0
Creation Date	2012-08-15 08:51:37 -0600
Update Date	2015-06-03 17:22:02 -0600
Secondary Accession Numbers	ECMDB21662
Identification
Name:	alpha-D-Glucosamine 1-phosphate
Description	Alpha-D-glucosamine 1-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. It is involved and amino sugar and nucleotide sugar metabolism.
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xace9332c> Close
Synonyms:	2-amino-2-Deoxy-1-O-phosphono-a-D-glucopyranose 2-Amino-2-deoxy-1-O-phosphono-alpha-D-glucopyranose 2-amino-2-Deoxy-1-O-phosphono-α-D-glucopyranose 2-amino-2-Deoxy-a-D-glucopyranose 1-(dihydrogen phosphate) 2-amino-2-Deoxy-a-D-glucopyranose 1-(dihydrogen phosphoric acid) 2-Amino-2-deoxy-alpha-D-glucopyranose 1-(dihydrogen phosphate) 2-amino-2-Deoxy-alpha-D-glucopyranose 1-(dihydrogen phosphoric acid) 2-amino-2-Deoxy-α-D-glucopyranose 1-(dihydrogen phosphate) 2-amino-2-Deoxy-α-D-glucopyranose 1-(dihydrogen phosphoric acid) a-D-Glucosamine 1-phosphate a-D-Glucosamine 1-phosphoric acid Alpha-D-Glucosamine 1-phosphate alpha-D-Glucosamine 1-phosphoric acid D-Glucosamine 1-phosphate D-Glucosamine 1-phosphoric acid GLUCOSAMINE 1-PHOSPHATE GLUCOSAMINE 1-phosphoric acid N-Acetyl-a-D-glucosamine 1-phosphate N-Acetyl-a-D-glucosamine 1-phosphoric acid N-Acetyl-alpha-D-glucosamine 1-phosphate N-Acetyl-alpha-D-glucosamine 1-phosphoric acid N-Acetyl-α-D-glucosamine 1-phosphate N-Acetyl-α-D-glucosamine 1-phosphoric acid α-D-Glucosamine 1-phosphate α-D-Glucosamine 1-phosphoric acid
Chemical Formula:	C6H14NO8P
Weight:	Average: 259.151 Monoisotopic: 259.045702941
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
CAS number:	Not Available
IUPAC Name:	{[(2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid
Traditional IUPAC Name:	α-D-glucosamine 1-phosphate
SMILES:	N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(O)=O
Chemical Taxonomy
Description	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 Monoalkylamines Hydrocarbon derivatives
Substituents	Hexose monosaccharide Monosaccharide phosphate Monoalkyl phosphate Amino saccharide Organic phosphoric acid derivative Alkyl phosphate Oxane Phosphoric acid ester 1,2-aminoalcohol Secondary alcohol Oxacycle Organoheterocyclic compound Organic nitrogen compound Primary alcohol Primary amine Organonitrogen compound Hydrocarbon derivative Organic oxide Primary aliphatic amine Organopnictogen compound Amine Alcohol Aliphatic heteromonocyclic compound
Molecular Framework	Aliphatic heteromonocyclic compounds
External Descriptors	glucosamine phosphate (CHEBI:27625 )
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 35.1 g/L ALOGPS logP -2.6 ALOGPS logP -4.2 ChemAxon logS -0.87 ALOGPS pKa (Strongest Acidic) 1.18 ChemAxon pKa (Strongest Basic) 8.69 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 8 ChemAxon Hydrogen Donor Count 6 ChemAxon Polar Surface Area 162.7 Ų ChemAxon Rotatable Bond Count 3 ChemAxon Refractivity 48.45 m³·mol⁻¹ ChemAxon Polarizability 21.24 ų ChemAxon Number of Rings 1 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	alpha-D-Glucosamine 1-phosphate + alpha-D-Glucosamine 1-phosphate <> Glucosamine 6-phosphate alpha-D-Glucosamine 1-phosphate > D-glucosamine 6-phosphate Acetyl-CoA + alpha-D-Glucosamine 1-phosphate > CoA + N-acetyl-alpha-D-glucosamine 1-phosphate alpha-D-Glucosamine 1-phosphate <> Glucosamine 6-phosphate Acetyl-CoA + alpha-D-Glucosamine 1-phosphate <> Coenzyme A + Glucosamine-1P
SMPDB Pathways:	Not Available
KEGG Pathways:	Amino sugar and nucleotide sugar metabolism ec00520 Metabolic pathways eco01100
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-0002-9010000000-4a4369962a02bbefd288 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-03dl-1390000000-19b3065167a88b742feb View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-01ow-9550000000-52be51437d4b754c9a4d View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0005-9200000000-b0eb00d809084bbdb3d3 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-054t-9010000000-da9819227ffe756d390b View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-004i-9200000000-42c6841338922884a12a View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-004i-9000000000-21af41c3ae65f0ccd866 View in MoNA
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 27625 HMDB ID Not Available Pubchem Compound ID 25243931 Kegg ID C06156 ChemSpider ID 26331214 Wikipedia ID Not Available BioCyc ID Not Available Ligand Expo GP1

Enzymes