Record Information
Version1.0
Creation date2015-05-07 20:49:31 UTC
Update date2019-11-26 03:22:04 UTC
Primary IDFDB031022
Secondary Accession Numbers
  • FDB021906
Chemical Information
FooDB NameN-acetyl-α-D-glucosamine
DescriptionN-acetylgalactosamine, also known as alpha-galnac or tn, is a member of the class of compounds known as N-acyl-alpha-hexosamines. N-acyl-alpha-hexosamines are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group. N-acetylgalactosamine is soluble (in water) and a very weakly acidic compound (based on its pKa). N-acetylgalactosamine can be found in a number of food items such as colorado pinyon, common bean, mulberry, and jostaberry, which makes N-acetylgalactosamine a potential biomarker for the consumption of these food products. N-acetylgalactosamine can be found primarily in feces and saliva, as well as throughout most human tissues. N-Acetylgalactosamine (GalNAc), is an amino sugar derivative of galactose .
CAS Number1811-31-0
Structure
Thumb
Synonyms
SynonymSource
2-(Acetylamino)-2-deoxy-alpha-D-galactopyranoseChEBI
alpha-GalNAcChEBI
alpha-GalpNAcChEBI
GalNAc-alphaChEBI
TnChEBI
TN Antigen saccharideChEBI
TN Antigen saccharide componentChEBI
TN SaccharideChEBI
TN Saccharide componentChEBI
2-(Acetylamino)-2-deoxy-a-D-galactopyranoseGenerator
2-(Acetylamino)-2-deoxy-α-D-galactopyranoseGenerator
a-GalNAcGenerator
Α-galnacGenerator
a-GalpNAcGenerator
Α-galpnacGenerator
GalNAc-aGenerator
GalNAc-αGenerator
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
alpha-2-Acetamido-2-deoxy-D-galactoseHMDB
alpha-2-Acetamido-2-deoxy-delta-galactoseHMDB
GalNAcHMDB
N-(2,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-acetamideHMDB
N-Acetyl-a-D-glucosamineHMDB
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-AcetylgalactosaminHMDB
N-AcetylglucosaminHMDB
N-AcetylgluosaminHMDB
N-AcetylmannosaminHMDB
2 Acetamido 2 deoxy D galactoseHMDB
2-Acetamido-2-D-galactopyranoseHMDB
AcetylgalactosamineHMDB
2-Acetamido-2-deoxygalactoseHMDB
N Acetyl D galactosamineHMDB
2 Acetamido 2 D galactopyranoseHMDB
2 Acetamido 2 deoxygalactoseHMDB
2-Acetamido-2-deoxy-D-galactoseHMDB
N-Acetyl-a-D-galactosamineHMDB
N-Acetyl-α-D-galactosamineHMDB
a-N-Acetyl-D-galactosamineHMDB
Α-N-acetyl-D-galactosamineHMDB
Predicted Properties
PropertyValueSource
Water Solubility254 g/LALOGPS
logP-2.6ALOGPS
logP-3.2ChemAxon
logS0.06ALOGPS
pKa (Strongest Acidic)11.6ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area119.25 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity47.02 m³·mol⁻¹ChemAxon
Polarizability20.58 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
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
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.
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
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSN-Acetylgalactosamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0kn9-9510000000-8257171f06e4c704d6c7Spectrum
Predicted GC-MSN-Acetylgalactosamine, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-006y-5125900000-2d5a04f77a0106be2e7fSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0udr-0970000000-f6d052d0a798e4e2edeeSpectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-003s-9500000000-8dc5f0ece3a66ea3928dSpectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-001j-9000000000-23b0bbbd1c8a5ad5551eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00fr-0690000000-76eea9cfdbd489aa104eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0imi-2930000000-440841c73a9eca07c5dfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-02nm-9600000000-e4f081a779068ec3341cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00dr-8920000000-b0218f0ec55de02b404dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pb9-9820000000-ecdc02d885b289c2e845Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9100000000-582cce650e2eb7e1c0eaSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference