P. aeruginosa Metabolome Database: Glucosamine-1P (PAMDB000256)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 12:54:54 PM

Metabolite ID

PAMDB000256

Identification

Name:

Glucosamine-1P

Description:

Glucosamine-1p is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. Glucosamine-1P is a substrate of enzyme UDP-N-acetylglucosamine diphosphorylase [EC 2.7.7.23] (KEGG).

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

α-D-glucosamine 1-phosphate
α-D-glucosamine 1-phosphoric acid
α-D-glucosamine 1P
a-D-Glucosamine 1-phosphate
a-D-Glucosamine 1-phosphoric acid
a-D-Glucosamine 1P
a-delta-Glucosamine 1-phosphate
a-delta-Glucosamine 1-phosphoric acid
a-delta-Glucosamine 1P
a-δ-Glucosamine 1-phosphate
a-δ-Glucosamine 1-phosphoric acid
a-δ-Glucosamine 1P
Alpha-D-Glucosamine 1-phosphate
alpha-D-Glucosamine 1-phosphoric acid
Alpha-D-Glucosamine 1P
Alpha-delta-glucosamine 1-phosphate
alpha-delta-Glucosamine 1-phosphoric acid
Alpha-delta-glucosamine 1P
Glucosamine-1P
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
α-D-Glucosamine 1P
α-δ-Glucosamine 1-phosphate
α-δ-Glucosamine 1-phosphoric acid
α-δ-Glucosamine 1P

Chemical Formula:

C₆H₁₄NO₈P

Average Molecular Weight:

259.151

Monoisotopic Molecular Weight:

259.045702941

InChI Key:

YMJBYRVFGYXULK-UKFBFLRUSA-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:

{[3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid

Traditional IUPAC Name:

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

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

Organooxygen compounds

Class

Carbohydrates and carbohydrate conjugates

Sub Class

Monosaccharides

Direct Parent

Monosaccharide phosphates

Alternative Parents

Substituents

Glucosamine
Amino sugar
Monosaccharide phosphate
Monoalkyl phosphate
Amino saccharide
Alkyl phosphate
Phosphoric acid ester
Oxane
Organic phosphoric acid derivative
Organic phosphate
Secondary alcohol
1,2-diol
1,2-aminoalcohol
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Primary amine
Primary alcohol
Organonitrogen compound
Primary aliphatic amine
Amine
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

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 mg/mL	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 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	48.45 m³·mol^-1	ChemAxon
Polarizability	21.26 Å³	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:

Uridine triphosphate + Glucosamine-1P <> Pyrophosphate + Uridine diphosphate-N-acetylglucosamine
Acetyl-CoA + alpha-D-Glucosamine 1-phosphate <> Coenzyme A + Glucosamine-1P
Glucosamine-1P + Acetyl-CoA > Hydrogen ion + <i>N</i>-acetyl-α-D-glucosamine 1-phosphate + Coenzyme A
Glucosamine-1P <> Glucosamine 6-phosphate
Glucosamine 6-phosphate <> Glucosamine-1P + Glucosamine-1P
Glucosamine-1P + Acetyl-CoA + Glucosamine-1P > N-Acetyl-glucosamine 1-phosphate + Coenzyme A + Hydrogen ion + N-Acetyl-glucosamine 1-phosphate

Pathways:

Amino sugar and nucleotide sugar metabolism pae00520
Lipopolysaccharide biosynthesis pae00540
Metabolic pathways pae01100

Spectra

Spectra:

Spectrum Type	Description	Splash Key
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:

Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	16446
HMDB ID	HMDB01109
Pubchem Compound ID	740
Kegg ID	C04501
ChemSpider ID	720
Wikipedia ID	Not Available
BioCyc ID	GLUCOSAMINE-1P
EcoCyc ID	GLUCOSAMINE-1P

Glucosamine-1P (PAMDB000256)

Structure for Glucosamine-1P (PAMDB000256)