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N-Acetylgalactosamine (PC000311)

Record Information
Version1.0
Creation date2015-10-09 22:29:50 UTC
Update date2017-01-19 02:36:19 UTC
FoodComEx IDPC000311
FoodDB RecordFDB021906
Chemical Information
NameN-Acetylgalactosamine
DescriptionAcetylgalactosamine is an important constituent of brain heteropolysaccharides (glycoproteins). The concentration of the N-acetylgalactosamine-containing glycoproteins in the 3-year-old cerebral gray matter from human brain is 7-15 times greater than in 8-year old tissue and 15-30 times greater than in 72-year-old tissue. (PMID 1207868) Acetylgalactosamine patterns of the composition of the soluble glycoproteins from endoscopic mucosal biopsies tends to decrease in the tumor area in cancer of the stomach (compared with the antrum and corpus of control stomachs). (PMID: 7151277) Chondroitin 6-sulfotransferase (C6ST) is the key enzyme in the biosynthesis of chondroitin 6-sulfate, a glycosaminoglycan implicated in chondrogenesis, neoplasia, atherosclerosis, and other processes. C6ST catalyzes the transfer of sulfate from 3'-phosphoadenosine 5'-phosphosulfate to carbon 6 of the N- Acetylgalactosamine residues of chondroitin. (PMID: 9639683) [HMDB]. N-Acetylgalactosamine is found in many foods, some of which are conch, ceylon cinnamon, enokitake, and watermelon.
CAS Number1811-31-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2-(acetylamino)-2-Deoxy-a-D-galactopyranoseGenerator
2-(acetylamino)-2-Deoxy-alpha-D-galactopyranoseChEBI
2-(acetylamino)-2-Deoxy-α-D-galactopyranoseGenerator
2-acetamido-2-deoxy-a-D-allopyranosehmdb
2-acetamido-2-deoxy-a-D-glucopyranosehmdb
2-acetamido-2-deoxy-alpha-D-allopyranosehmdb
2-acetamido-2-deoxy-alpha-D-glucopyranosehmdb
2-acetamido-2-deoxy-alpha-delta-allopyranosehmdb
2-acetamido-2-deoxy-alpha-delta-glucopyranosehmdb
2-acetamido-2-deoxy-b-D-glucopyranosehmdb
2-acetamido-2-deoxy-beta-D-glucopyranosehmdb
2-acetamido-2-deoxy-beta-delta-glucopyranosehmdb
2-Acetamido-2-desoxy-b-D-talofuranosehmdb
2-Acetamido-2-desoxy-beta-D-talofuranosehmdb
2-Acetamido-2-desoxy-beta-delta-talofuranosehmdb
2-Acetamino-2-deoxy-a-D-glucosehmdb
2-Acetamino-2-deoxy-alpha-D-glucosehmdb
2-Acetamino-2-deoxy-alpha-delta-glucosehmdb
2-Acetamino-2-desoxy-a-D-glucopyranosehmdb
2-Acetamino-2-desoxy-alpha-D-glucopyranosehmdb
2-Acetamino-2-desoxy-alpha-delta-glucopyranosehmdb
2-Acetamino-2-desoxy-D-galaktosehmdb
2-Acetamino-2-desoxy-D-glucosehmdb
2-Acetamino-2-desoxy-delta-galaktosehmdb
2-Acetamino-2-desoxy-delta-glucosehmdb
2-acetylamino-2-deoxy-a-D-galactopyranosehmdb
2-acetylamino-2-deoxy-a-D-glucopyranosehmdb
2-acetylamino-2-deoxy-a-D-mannopyranosehmdb
2-acetylamino-2-deoxy-alpha-D-galactopyranosehmdb
2-acetylamino-2-deoxy-alpha-D-glucopyranosehmdb
2-acetylamino-2-deoxy-alpha-D-mannopyranosehmdb
2-acetylamino-2-deoxy-alpha-delta-galactopyranosehmdb
2-acetylamino-2-deoxy-alpha-delta-glucopyranosehmdb
2-acetylamino-2-deoxy-alpha-delta-mannopyranosehmdb
2-acetylamino-2-deoxy-b-D-allopyranosehmdb
2-acetylamino-2-deoxy-b-D-altropyranosehmdb
2-acetylamino-2-deoxy-b-D-galactopyranosehmdb
2-acetylamino-2-deoxy-b-D-glucopyranosehmdb
2-acetylamino-2-deoxy-b-D-mannopyranosehmdb
2-acetylamino-2-deoxy-beta-D-allopyranosehmdb
2-acetylamino-2-deoxy-beta-D-altropyranosehmdb
2-acetylamino-2-deoxy-beta-D-galactopyranosehmdb
2-acetylamino-2-deoxy-beta-D-glucopyranosehmdb
2-acetylamino-2-deoxy-beta-D-mannopyranosehmdb
2-acetylamino-2-deoxy-beta-delta-allopyranosehmdb
2-acetylamino-2-deoxy-beta-delta-altropyranosehmdb
2-acetylamino-2-deoxy-beta-delta-galactopyranosehmdb
2-acetylamino-2-deoxy-beta-delta-glucopyranosehmdb
2-acetylamino-2-deoxy-beta-delta-mannopyranosehmdb
2-Acetylamino-2-desoxy-a-D-galaktosehmdb
2-Acetylamino-2-desoxy-a-D-mannosehmdb
2-Acetylamino-2-desoxy-alpha-D-galaktosehmdb
2-Acetylamino-2-desoxy-alpha-D-mannosehmdb
2-Acetylamino-2-desoxy-alpha-delta-galaktosehmdb
2-Acetylamino-2-desoxy-alpha-delta-mannosehmdb
2-Acetylamino-2-desoxy-b-D-galaktosehmdb
2-Acetylamino-2-desoxy-b-D-mannosehmdb
2-Acetylamino-2-desoxy-beta-D-galaktosehmdb
2-Acetylamino-2-desoxy-beta-D-mannosehmdb
2-Acetylamino-2-desoxy-beta-delta-galaktosehmdb
2-Acetylamino-2-desoxy-beta-delta-mannosehmdb
2-Acetylamino-2-desoxy-D-mannosehmdb
2-Acetylamino-2-desoxy-delta-mannosehmdb
2-Acetylamino-2-desoxy-DL-glucopyranosehmdb
2-acetylamino-a-D-2-deoxy-galactopyranosehmdb
2-acetylamino-a-D-2-deoxy-glucopyranosehmdb
2-acetylamino-a-D-2-deoxy-glucosehmdb
2-acetylamino-a-D-2-deoxy-mannopyranosehmdb
2-acetylamino-alpha-D-2-deoxy-galactopyranosehmdb
2-acetylamino-alpha-D-2-deoxy-glucopyranosehmdb
2-acetylamino-alpha-D-2-deoxy-glucosehmdb
2-acetylamino-alpha-D-2-deoxy-mannopyranosehmdb
2-acetylamino-alpha-delta-2-deoxy-galactopyranosehmdb
2-acetylamino-alpha-delta-2-deoxy-glucopyranosehmdb
2-acetylamino-alpha-delta-2-deoxy-glucosehmdb
2-acetylamino-alpha-delta-2-deoxy-mannopyranosehmdb
2-acetylamino-b-D-2-deoxy-galactopyranosehmdb
2-acetylamino-b-D-2-deoxy-glucopyranosehmdb
2-acetylamino-b-D-2-deoxy-mannopyranosehmdb
2-acetylamino-beta-D-2-deoxy-galactopyranosehmdb
2-acetylamino-beta-D-2-deoxy-glucopyranosehmdb
2-acetylamino-beta-D-2-deoxy-mannopyranosehmdb
2-acetylamino-beta-delta-2-deoxy-galactopyranosehmdb
2-acetylamino-beta-delta-2-deoxy-glucopyranosehmdb
2-acetylamino-beta-delta-2-deoxy-mannopyranosehmdb
2-acetylamino-D-2-deoxy-galactosehmdb
2-acetylamino-D-2-deoxy-glucosehmdb
2-acetylamino-D-2-deoxy-gulosehmdb
2-acetylamino-D-2-deoxy-idosehmdb
2-acetylamino-D-2-deoxy-mannosehmdb
2-acetylamino-D-2-deoxy-talosehmdb
2-acetylamino-delta-2-deoxy-galactosehmdb
2-acetylamino-delta-2-deoxy-glucosehmdb
2-acetylamino-delta-2-deoxy-gulosehmdb
2-acetylamino-delta-2-deoxy-idosehmdb
2-acetylamino-delta-2-deoxy-mannosehmdb
2-acetylamino-delta-2-deoxy-talosehmdb
2-acetylamino-L-2-deoxy-galactosehmdb
2-acetylamino-L-2-deoxy-mannosehmdb
a-2-Acetamido-2-deoxy-D-galactosehmdb
a-GalNAcGenerator
a-GalpNAcGenerator
alpha-2-Acetamido-2-deoxy-D-galactosehmdb
alpha-2-Acetamido-2-deoxy-delta-galactosehmdb
alpha-GalNAcChEBI
alpha-GalpNAcChEBI
GalNAchmdb
GalNAc-aGenerator
GalNAc-alphaChEBI
GalNAc-αGenerator
N-(2,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-acetamidehmdb
N-Acetyl-a-D-galactosamineGenerator
N-acetyl-a-D-glucosaminehmdb
N-Acetyl-alpha-D-galactosamineChEBI
N-acetyl-alpha-D-glucosaminehmdb
N-acetyl-alpha-delta-glucosaminehmdb
N-acetyl-D-allosaminehmdb
N-acetyl-D-galactosaminehmdb
N-acetyl-delta-allosaminehmdb
N-acetyl-delta-galactosaminehmdb
N-Acetyl-α-D-galactosamineGenerator
N-Acetylgalactosaminhmdb
N-acetylgalactosaminehmdb
N-Acetylglucosaminhmdb
N-Acetylgluosaminhmdb
N-Acetylmannosaminhmdb
Tn antigen saccharideChEBI
Tn antigen saccharide componentChEBI
Tn saccharideChEBI
Tn saccharide componentChEBI
α-galnacGenerator
α-galpnacGenerator
Chemical FormulaC8H15NO6
IUPAC nameN-[(2S,3R,4R,5R,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
InChI IdentifierInChI=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
InChI KeyOVRNDRQMDRJTHS-CBQIKETKSA-N
Isomeric SMILESCC(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@H](O)[C@@H]1O
Average Molecular Weight221.2078
Monoisotopic Molecular Weight221.089937217
Chemical Taxonomy
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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentN-acyl-alpha-hexosamines
Alternative Parents
Substituents
  • N-acyl-alpha-hexosamine
  • Hexose monosaccharide
  • Monosaccharide
  • Oxane
  • Hemiacetal
  • Secondary alcohol
  • Carboximidic acid
  • Carboximidic acid derivative
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Alcohol
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary alcohol
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 500 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci E279
AKSci J91506
AKSci HMDB0000212
MetaSci HMDB0000212
Toronto Research Chemicals A177000