CAS 94825-74-8|3-O-Methyl-N-acetyl-D-glucosamine

Introduction:Basic information about CAS 94825-74-8|3-O-Methyl-N-acetyl-D-glucosamine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name3-O-Methyl-N-acetyl-D-glucosamine
CAS Number94825-74-8Molecular Weight235.23400
Density1.368g/cm3Boiling Point542.355ºC at 760 mmHg
Molecular FormulaC9H17NO6Melting Point189-191ºC
MSDS/Flash Point281.806ºC

Names

NameN-[(3R,4R,5S,6R)-2,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-3-yl]acetamide
SynonymMore Synonyms

3-O-Methyl-N-acetyl-D-glucosamine BiologicalActivity

Description3-O-Methyl-N-acetyl-D-glucosamine is a potent inhibitor of N-acetylglucosamine kinase. 3-O-Methyl-N-acetyl-D-glucosamine potently inhibits glucose phosphorylation by N-acetylglucosamine kinase whereas glucokinase is not at all affected by this hexosamine[1].
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>Metabolic Disease
Target

N-acetylglucosamine kinase[1]

References

[1]. Miwa I, et al. Utility of 3-O-methyl-N-acetyl-D-glucosamine, an N-acetylglucosamine kinase inhibitor, for accurate assay of glucokinase in pancreatic islets and liver. Enzyme Protein. 1994;48(3):135-142.

Chemical & Physical Properties

Density1.368g/cm3
Boiling Point542.355ºC at 760 mmHg
Melting Point189-191ºC
Molecular FormulaC9H17NO6
Molecular Weight235.23400
Flash Point281.806ºC
Exact Mass235.10600
PSA108.25000
Index of Refraction1.534
InChIKeySXGSBXSSPNINRW-VARJHODCSA-N
SMILESCOC1C(O)C(CO)OC(O)C1NC(C)=O

Synonyms

3-O-Methyl-N-acetyl-D-glucosamine
N-Acetyl-3-O-methyl-D-glucosamine
2-Acetamido-2-deoxy-3-O-methyl-D-glucopyranose
3-O-OME-GLCNAC
2-Acetylamino-O3-methyl-2-desoxy-D-glucose
2-acetylamino-O3-methyl-2-deoxy-D-glucose
2-Acetamido-2-deoxy-3-O-methyl-D-glucose
2-ACETAMIDO-2-DEOXY-3-O-METHYL-D-GLUCOPYRANOSE,OFF-WHITE SOLID
3-OME-GLCNAC
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