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

Record Information

Version

1.0

Creation date

2011-09-21 00:16:16 UTC

Update date

2015-07-21 06:57:16 UTC

Primary ID

FDB022581

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

N-Acetyl-glucosamine 1-phosphate

Description

N-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 Number

6866-69-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2-(acetylamino)-2-Deoxy-D-glucopyranose 1-(dihydrogen ate)	ChEBI
2-(acetylamino)-2-Deoxy-D-glucopyranose 1-(dihydrogen ic acid)	Generator
2-(Acetylamino)-2-deoxy-D-glucopyranose 1-(dihydrogen phosphate)	ChEBI
2-(Acetylamino)-2-deoxy-D-glucopyranose 1-(dihydrogen phosphoric acid)	Generator
2-acetamido-2-Deoxy-1-O-ONO-D-glucopyranose	ChEBI
2-Acetamido-2-deoxy-1-O-phosphono-D-glucopyranose	ChEBI
D-Glucosamine 1-ate	HMDB
D-Glucosamine 1-phosphate	HMDB
D-glucosamine 1-phosphate	hmdb
delta-Glucosamine 1-ate	HMDB

Showing 1 to 10 of 38 entries

Predicted Properties

Property	Value	Source
Water Solubility	18.4 g/L	ALOGPS
logP	-2	ALOGPS
logP	-3.3	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	1.18	ChemAxon
pKa (Strongest Basic)	-0.79	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	165.78 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	57.9 m³·mol⁻¹	ChemAxon
Polarizability	25.41 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C8H16NO9P

IUPAC name

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

InChI Identifier

InChI=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 Key

FZLJPEPAYPUMMR-RTRLPJTCSA-N

Isomeric SMILES

CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1OP(O)(O)=O

Average Molecular Weight

301.1877

Monoisotopic Molecular Weight

301.056267627

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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

N-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 Framework

Aliphatic heteromonocyclic compounds

External Descriptors

N-acetyl-D-glucosamine 1-phosphate (CHEBI:7125 )

Ontology

Disposition

Source:

Endogenous

Biological location:

Subcellular:

Cytoplasm

Biofluid and excreta:

Saliva

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	N-Acetyl-glucosamine 1-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-007k-9230000000-37cdd3ef185356d03c19	Spectrum
Predicted GC-MS	N-Acetyl-glucosamine 1-phosphate, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0f6t-9211240000-817e06893a2ccced098b	Spectrum
Predicted GC-MS	N-Acetyl-glucosamine 1-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-1094000000-f1e04aaf05d431b8b0ab	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f7k-6290000000-6ff96a8c8bf54d5e8bfa	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f6t-9620000000-3e2ee2ffc3801abdb7da	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002s-9211000000-7f3631860a58ca188060	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9110000000-9614f2b717f8fb17cc08	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-1a4f6aa02a49053d5b95	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0269000000-3075b429edd6182c13ba	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0559000000-4ca1cd5a6e65977c0024	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fk9-6900000000-1cb673f71135d27b87a1	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-1019000000-7dfe9f6a1a82e9cc6643	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9021000000-405c928cec60fc405bdb	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004j-9000000000-5c37c1fa0342ac32c556	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

389248

ChEMBL ID

Not Available

KEGG Compound ID

C04256

Pubchem Compound ID

440272

Pubchem Substance ID

Not Available

ChEBI ID

16446

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB01367

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

43457

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

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Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Pathways

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

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

Structure for FDB022581 (N-Acetyl-glucosamine 1-phosphate)