NAG

2-acetamido-2-deoxy-beta-D-glucopyranose



Chemical Component Summary

Name2-acetamido-2-deoxy-beta-D-glucopyranose
SynonymsN-acetyl-beta-D-glucosamine; 2-acetamido-2-deoxy-beta-D-glucose; 2-acetamido-2-deoxy-D-glucose; 2-acetamido-2-deoxy-glucose; N-ACETYL-D-GLUCOSAMINE
IdentifiersN-[(2R,3R,4R,5S,6R)-6-(hydroxymethyl)-2,4,5-tris(oxidanyl)oxan-3-yl]ethanamide
FormulaC8 H15 N O6
Molecular Weight221.208
TypeD-SACCHARIDE, BETA LINKING
Isomeric SMILESCC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O)CO)O)O
InChIInChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6-,7-,8-/m1/s1
InChIKeyOVRNDRQMDRJTHS-FMDGEEDCSA-N

Chemical Details

Formal Charge0
Atom Count30
Chiral Atom Count5
Bond Count30
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB00141 
NameN-Acetylglucosamine
Groups
  • approved
  • investigational
  • nutraceutical
DescriptionThe N-acetyl derivative of glucosamine.
Synonyms
  • D-GlcNAc
  • N-Acetylchitosamine
  • N-Acetylglucosamine
  • aldehydo-N-acetyl-D-glucosamine
  • N-Acetyl-D-glucosamine
Brand Names
  • Ultra MassageCream
  • ACTS38 BoswelliaGel (100ml)
  • Goodoh EnergyCream
  • Cheon Shim Bo Yun
  • ACTS38 BoswelliaGel
IndicationFor the treatment and prevention of osteoarthritis, by itself or in combination with chondroitin sulfate.
Categories
  • Amino Sugars
  • Carbohydrates
  • Dietary Supplements
  • Hexosamines
  • Supplements
CAS number7512-17-6

Drug Targets

NameTarget SequencePharmacological ActionActions
Beta-1,4-galactosyltransferase 1MRLREPLLSGSAAMPGASLQRACRLLVAVCALHLGVTLVYYLAGRDLSRL...unknown
Beta-1,4-galactosyltransferase 4MGFNLTFHLSYKFRLLLLLTLCLTVVGWATSNYFVGAIQEIPKAKEFMAN...unknown
N-acetyl-D-glucosamine kinaseMAAIYGGVEGGGTRSEVLLVSEDGKILAEADGLSTNHWLIGTDKCVERIN...unknown
N-acetylglucosamine-1-phosphodiester alpha-N-acetylglucosaminidaseMATSTGRWLLLRLALFGFLWEASGGLDSGASRDDDLLLPYPRARARLPRD...unknown
Alpha-N-acetylglucosaminidaseMEAVAVAAAVGVLLLAGAGGAAGDEAREAAAVRALVARLLGPGPAADFSV...unknownactivator
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 24139
ChEMBL CHEMBL447878
ChEBI CHEBI:17029, CHEBI:28009
CCDC/CSD AGALAM10, AGALAM01