ChemFOnt: Showing chemical card for Aldehydo-N-acetyl-D-glucosamine (CFc000043053)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:54 UTC

Chemfont ID

CFc000043053

Molecule Identification

Common Name

Aldehydo-N-acetyl-D-glucosamine

Definition

Aldehydo-N-acetyl-D-glucosamine, also known as 2-acetamido-2-Deoxy-D-glucose or D-GlcNAc, is classified as a member of the Hexoses. Hexoses are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. Aldehydo-N-acetyl-D-glucosamine is considered to be soluble (in water) and acidic. Aldehydo-N-acetyl-D-glucosamine is a drug which is used for the treatment and prevention of osteoarthritis, by itself or in combination with chondroitin sulfate

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Acetamido-2-deoxy-D-glucose	ChEBI
D-GlcNAc	ChEBI
N-Acetyl-D-glucosamine	ChEBI
N-Acetylchitosamine	ChEBI
N Acetyl D glucosamine	HMDB
2 Acetamido 2 deoxy D glucose	HMDB
2 Acetamido 2 deoxyglucose	HMDB
2-Acetamido-2-deoxyglucose	HMDB
Acetylglucosamine	HMDB

Chemical Formula

C₈H₁₅NO₆

Average Molecular Weight

221.2078

Monoisotopic Molecular Weight

221.089937217

IUPAC Name

N-[(2R,3R,4S,5R)-3,4,5,6-tetrahydroxy-1-oxohexan-2-yl]acetamide

Traditional Name

N acetylglucosamine

CAS Registry Number

Not Available

SMILES

[H]C(=O)[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@H](O)CO

InChI Identifier

InChI=1S/C8H15NO6/c1-4(12)9-5(2-10)7(14)8(15)6(13)3-11/h2,5-8,11,13-15H,3H2,1H3,(H,9,12)/t5-,6+,7+,8+/m0/s1

InChI Key

MBLBDJOUHNCFQT-LXGUWJNJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexoses

Alternative Parents

Substituents

Hexose monosaccharide
Amino saccharide
Beta-hydroxy aldehyde
Acetamide
Carboxamide group
Secondary alcohol
Secondary carboxylic acid amide
Carboxylic acid derivative
Polyol
Aldehyde
Organonitrogen compound
Organic oxide
Alcohol
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Primary alcohol
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N-acetylglucosamine (CHEBI:17411 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062641)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	148 g/L	ALOGPS
logP	-2.1	ALOGPS
logP	-3.9	ChemAxon
logS	-0.18	ALOGPS
pKa (Strongest Acidic)	11.56	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	127.09 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	48.45 m³·mol⁻¹	ChemAxon
Polarizability	20.49 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0062641

DrugBank ID

DB00141

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1738118

PDB ID

Not Available

ChEBI ID

17411

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Aldehydo-N-acetyl-D-glucosamine (CFc000043053)

MOL for CFc000043053 (Aldehydo-N-acetyl-D-glucosamine)

3D MOL for CFc000043053 (Aldehydo-N-acetyl-D-glucosamine)

3D SDF for CFc000043053 (Aldehydo-N-acetyl-D-glucosamine)

3D-SDF for CFc000043053 (Aldehydo-N-acetyl-D-glucosamine)

PDB for CFc000043053 (Aldehydo-N-acetyl-D-glucosamine)

3D PDB for CFc000043053 (Aldehydo-N-acetyl-D-glucosamine)

SMILES for CFc000043053 (Aldehydo-N-acetyl-D-glucosamine)

INCHI for CFc000043053 (Aldehydo-N-acetyl-D-glucosamine)

Structure for CFc000043053 (Aldehydo-N-acetyl-D-glucosamine)

3D Structure for CFc000043053 (Aldehydo-N-acetyl-D-glucosamine)