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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-10-13 04:31:07 UTC
HMDB IDHMDB0000803
Secondary Accession Numbers
  • HMDB00803
Metabolite Identification
Common Namebeta-N-Acetylglucosamine
Descriptionbeta-N-Acetylglucosamine is an acylaminosugar, which is an organic compound containing a sugar linked to a chain through an N-acyl group. This compound is water-soluble. Glycosylation with beta-N-acetylglucosamine is one of the most common post-translational modifications. All animals and plants dynamically attach and remove beta-N-acetylglucosamine at serine and threonine residues on myriad nuclear and cytoplasmic proteins. beta-N-Acetylglucosamine cycling, which is tightly regulated by the concerted actions of two highly-conserved enzymes, serves as a nutrient and stress sensor. Proteins glycosylated with beta-N-acetylglucosamine can be found in almost every intracellular compartment and almost every functional class (PMID: 17460662 ).
Structure
Data?1582752157
Synonyms
ValueSource
2-Acetamido-2-deoxy-D-glucoseChEBI
2-Acetylamino-2-deoxy-D-glucoseChEBI
AcetylglucosamineChEBI
BetaGlcNAcChEBI
GlcNAc-betaChEBI
N-Acetyl-D-glucosamineChEBI
N-AcetylglucosamineChEBI
WURCS=2.0/1,1,0/[a2122h-1b_1-5_2*ncc/3=o]/1/ChEBI
GlcNAc-bGenerator
GlcNAc-βGenerator
b-N-AcetylglucosamineGenerator
Β-N-acetylglucosamineGenerator
N-Acetyl-b-D-glucosamineHMDB
N-Acetyl-β-D-glucosamineHMDB
N Acetyl D glucosamineHMDB
2 Acetamido 2 deoxyglucoseHMDB
2 Acetamido 2 deoxy D glucoseHMDB
2-Acetamido-2-deoxyglucoseHMDB
2-Acetamido-2-deoxy-b-D-glucoseHMDB
2-Acetamido-2-deoxy-beta-D-glucoseHMDB
2-Acetamido-2-deoxy-beta-delta-glucoseHMDB
b-N-Acetyl-D-glucosamineHMDB
beta-N-Acetyl-D-glucosamineHMDB
beta-N-Acetyl-delta-glucosamineHMDB
N-Acetyl-beta-D-glucosamineHMDB
N-Acetyl glucosamineHMDB
Chemical FormulaC8H15NO6
Average Molecular Weight221.2078
Monoisotopic Molecular Weight221.089937217
IUPAC NameN-[(2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
Traditional NameN-acetyl-D-glucosamine
CAS Registry Number14131-68-1
SMILES
CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=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-FMDGEEDCSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentAcylaminosugars
Alternative Parents
Substituents
  • Acylaminosugar
  • N-acyl-alpha-hexosamine
  • Hexose monosaccharide
  • Monosaccharide
  • Oxane
  • Acetamide
  • Carboxamide group
  • Hemiacetal
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Carboxylic acid derivative
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organonitrogen compound
  • Primary alcohol
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point595.35 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility1000000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-2.314 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility254 g/LALOGPS
logP10(-2.6) g/LALOGPS
logP10(-3.2) g/LChemAxon
logS10(0.06) g/LALOGPS
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
Polarizability21.08 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+150.56631661259
DarkChem[M-H]-145.79131661259
AllCCS[M+H]+149.73532859911
AllCCS[M-H]-145.93132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
beta-N-AcetylglucosamineCC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O3657.7Standard polar33892256
beta-N-AcetylglucosamineCC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O2082.8Standard non polar33892256
beta-N-AcetylglucosamineCC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O2104.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
beta-N-Acetylglucosamine,1TMS,isomer #1CC(=O)N[C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O1894.9Semi standard non polar33892256
beta-N-Acetylglucosamine,1TMS,isomer #2CC(=O)N[C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O1900.1Semi standard non polar33892256
beta-N-Acetylglucosamine,1TMS,isomer #3CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O1898.0Semi standard non polar33892256
beta-N-Acetylglucosamine,1TMS,isomer #4CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C1908.2Semi standard non polar33892256
beta-N-Acetylglucosamine,1TMS,isomer #5CC(=O)N([C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O)[Si](C)(C)C1835.0Semi standard non polar33892256
beta-N-Acetylglucosamine,2TMS,isomer #1CC(=O)N[C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O1915.8Semi standard non polar33892256
beta-N-Acetylglucosamine,2TMS,isomer #10CC(=O)N([C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C1897.1Semi standard non polar33892256
beta-N-Acetylglucosamine,2TMS,isomer #2CC(=O)N[C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O1930.3Semi standard non polar33892256
beta-N-Acetylglucosamine,2TMS,isomer #3CC(=O)N[C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C1938.6Semi standard non polar33892256
beta-N-Acetylglucosamine,2TMS,isomer #4CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O)[Si](C)(C)C1890.6Semi standard non polar33892256
beta-N-Acetylglucosamine,2TMS,isomer #5CC(=O)N[C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O1939.6Semi standard non polar33892256
beta-N-Acetylglucosamine,2TMS,isomer #6CC(=O)N[C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C1939.6Semi standard non polar33892256
beta-N-Acetylglucosamine,2TMS,isomer #7CC(=O)N([C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O)[Si](C)(C)C1911.9Semi standard non polar33892256
beta-N-Acetylglucosamine,2TMS,isomer #8CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C1933.2Semi standard non polar33892256
beta-N-Acetylglucosamine,2TMS,isomer #9CC(=O)N([C@H]1[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O)[Si](C)(C)C1895.9Semi standard non polar33892256
beta-N-Acetylglucosamine,3TMS,isomer #1CC(=O)N[C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O2003.5Semi standard non polar33892256
beta-N-Acetylglucosamine,3TMS,isomer #10CC(=O)N([C@H]1[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C1967.8Semi standard non polar33892256
beta-N-Acetylglucosamine,3TMS,isomer #2CC(=O)N[C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C2011.5Semi standard non polar33892256
beta-N-Acetylglucosamine,3TMS,isomer #3CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O)[Si](C)(C)C1939.5Semi standard non polar33892256
beta-N-Acetylglucosamine,3TMS,isomer #4CC(=O)N[C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2016.7Semi standard non polar33892256
beta-N-Acetylglucosamine,3TMS,isomer #5CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O)[Si](C)(C)C1961.8Semi standard non polar33892256
beta-N-Acetylglucosamine,3TMS,isomer #6CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C1981.0Semi standard non polar33892256
beta-N-Acetylglucosamine,3TMS,isomer #7CC(=O)N[C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2006.4Semi standard non polar33892256
beta-N-Acetylglucosamine,3TMS,isomer #8CC(=O)N([C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O)[Si](C)(C)C1967.9Semi standard non polar33892256
beta-N-Acetylglucosamine,3TMS,isomer #9CC(=O)N([C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C1970.5Semi standard non polar33892256
beta-N-Acetylglucosamine,4TMS,isomer #1CC(=O)N[C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2036.2Semi standard non polar33892256
beta-N-Acetylglucosamine,4TMS,isomer #2CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O)[Si](C)(C)C2024.8Semi standard non polar33892256
beta-N-Acetylglucosamine,4TMS,isomer #3CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C2040.9Semi standard non polar33892256
beta-N-Acetylglucosamine,4TMS,isomer #4CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C2039.6Semi standard non polar33892256
beta-N-Acetylglucosamine,4TMS,isomer #5CC(=O)N([C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C2031.3Semi standard non polar33892256
beta-N-Acetylglucosamine,5TMS,isomer #1CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C2092.3Semi standard non polar33892256
beta-N-Acetylglucosamine,5TMS,isomer #1CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C2154.1Standard non polar33892256
beta-N-Acetylglucosamine,5TMS,isomer #1CC(=O)N([C@H]1[C@H](O[Si](C)(C)C)O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C2100.6Standard polar33892256
beta-N-Acetylglucosamine,1TBDMS,isomer #1CC(=O)N[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O2151.2Semi standard non polar33892256
beta-N-Acetylglucosamine,1TBDMS,isomer #2CC(=O)N[C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O2148.3Semi standard non polar33892256
beta-N-Acetylglucosamine,1TBDMS,isomer #3CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2164.7Semi standard non polar33892256
beta-N-Acetylglucosamine,1TBDMS,isomer #4CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C2166.9Semi standard non polar33892256
beta-N-Acetylglucosamine,1TBDMS,isomer #5CC(=O)N([C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C2109.9Semi standard non polar33892256
beta-N-Acetylglucosamine,2TBDMS,isomer #1CC(=O)N[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O2423.5Semi standard non polar33892256
beta-N-Acetylglucosamine,2TBDMS,isomer #10CC(=O)N([C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2384.2Semi standard non polar33892256
beta-N-Acetylglucosamine,2TBDMS,isomer #2CC(=O)N[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2439.8Semi standard non polar33892256
beta-N-Acetylglucosamine,2TBDMS,isomer #3CC(=O)N[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C2433.2Semi standard non polar33892256
beta-N-Acetylglucosamine,2TBDMS,isomer #4CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C2371.0Semi standard non polar33892256
beta-N-Acetylglucosamine,2TBDMS,isomer #5CC(=O)N[C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2427.0Semi standard non polar33892256
beta-N-Acetylglucosamine,2TBDMS,isomer #6CC(=O)N[C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C2436.0Semi standard non polar33892256
beta-N-Acetylglucosamine,2TBDMS,isomer #7CC(=O)N([C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C2406.0Semi standard non polar33892256
beta-N-Acetylglucosamine,2TBDMS,isomer #8CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C2423.5Semi standard non polar33892256
beta-N-Acetylglucosamine,2TBDMS,isomer #9CC(=O)N([C@H]1[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)[Si](C)(C)C(C)(C)C2389.3Semi standard non polar33892256
beta-N-Acetylglucosamine,3TBDMS,isomer #1CC(=O)N[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2686.1Semi standard non polar33892256
beta-N-Acetylglucosamine,3TBDMS,isomer #10CC(=O)N([C@H]1[C@H](O)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2624.3Semi standard non polar33892256
beta-N-Acetylglucosamine,3TBDMS,isomer #2CC(=O)N[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C2664.9Semi standard non polar33892256
beta-N-Acetylglucosamine,3TBDMS,isomer #3CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C2622.2Semi standard non polar33892256
beta-N-Acetylglucosamine,3TBDMS,isomer #4CC(=O)N[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C2659.1Semi standard non polar33892256
beta-N-Acetylglucosamine,3TBDMS,isomer #5CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)[Si](C)(C)C(C)(C)C2629.1Semi standard non polar33892256
beta-N-Acetylglucosamine,3TBDMS,isomer #6CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2628.6Semi standard non polar33892256
beta-N-Acetylglucosamine,3TBDMS,isomer #7CC(=O)N[C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C2682.8Semi standard non polar33892256
beta-N-Acetylglucosamine,3TBDMS,isomer #8CC(=O)N([C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)[Si](C)(C)C(C)(C)C2658.8Semi standard non polar33892256
beta-N-Acetylglucosamine,3TBDMS,isomer #9CC(=O)N([C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2650.9Semi standard non polar33892256
beta-N-Acetylglucosamine,4TBDMS,isomer #1CC(=O)N[C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C2872.7Semi standard non polar33892256
beta-N-Acetylglucosamine,4TBDMS,isomer #2CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)[Si](C)(C)C(C)(C)C2860.6Semi standard non polar33892256
beta-N-Acetylglucosamine,4TBDMS,isomer #3CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2859.4Semi standard non polar33892256
beta-N-Acetylglucosamine,4TBDMS,isomer #4CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2849.9Semi standard non polar33892256
beta-N-Acetylglucosamine,4TBDMS,isomer #5CC(=O)N([C@H]1[C@H](O)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2868.3Semi standard non polar33892256
beta-N-Acetylglucosamine,5TBDMS,isomer #1CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3101.4Semi standard non polar33892256
beta-N-Acetylglucosamine,5TBDMS,isomer #1CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3050.3Standard non polar33892256
beta-N-Acetylglucosamine,5TBDMS,isomer #1CC(=O)N([C@H]1[C@H](O[Si](C)(C)C(C)(C)C)O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2705.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ue9-6920000000-c07df80c6fb758af9cd22017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (4 TMS) - 70eV, Positivesplash10-0007-3331900000-c6fab10d67507eecce652017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_1_5) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_2_8) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_2_9) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_2_10) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_3_1) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_3_2) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_3_3) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_3_4) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_3_5) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-N-Acetylglucosamine GC-MS (TMS_3_6) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-N-Acetylglucosamine Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0f79-0950000000-61c83c523f164fae3cc72012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-N-Acetylglucosamine Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-001a-9700000000-ea1c503f19d4401abae92012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - beta-N-Acetylglucosamine Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-053v-9000000000-e3255df1a993bd7f2b8d2012-07-24HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-N-Acetylglucosamine 10V, Positive-QTOFsplash10-00di-0390000000-ce54c5d356ec2fc8ab9f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-N-Acetylglucosamine 20V, Positive-QTOFsplash10-0ik9-2940000000-f88941018e49a26c37be2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-N-Acetylglucosamine 40V, Positive-QTOFsplash10-01ox-9400000000-ebc784f7cee5c3483d942017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-N-Acetylglucosamine 10V, Negative-QTOFsplash10-05g0-8920000000-5889786c5b50003455d62017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-N-Acetylglucosamine 20V, Negative-QTOFsplash10-0pb9-9820000000-15d2a7694c2cca4aa77e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-N-Acetylglucosamine 40V, Negative-QTOFsplash10-0a4i-9100000000-69f7eb5167a70a24f71a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-N-Acetylglucosamine 10V, Negative-QTOFsplash10-0a4i-9500000000-2c2b09cb6bfb290390852021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-N-Acetylglucosamine 20V, Negative-QTOFsplash10-0abc-9540000000-a1f7d557237a521d306a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-N-Acetylglucosamine 40V, Negative-QTOFsplash10-0a4i-9000000000-18eabe9e3d36578883602021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-N-Acetylglucosamine 10V, Positive-QTOFsplash10-0udi-0390000000-3820a7eec5a8c72f49d92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-N-Acetylglucosamine 20V, Positive-QTOFsplash10-0h90-9740000000-db880363194a3979c6372021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-N-Acetylglucosamine 40V, Positive-QTOFsplash10-0229-9200000000-cdcf015aa799dc7d6d8b2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Feces
  • Saliva
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
    • Zerihun T. Dame, ...
details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022253
KNApSAcK IDC00053525
Chemspider ID22563
KEGG Compound IDC03878
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5767
PubChem Compound24139
PDB IDNot Available
ChEBI ID28009
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1265441
References
Synthesis ReferenceKuk, J. H.; Jung, W. J.; Jo, G. H.; Kim, Y. C.; Kim, K. Y.; Park, R. D. Production of N-acetyl-b-D-glucosamine from chitin by Aeromonas sp. GJ-18 crude enzyme. Applied Microbiology and Biotechnology (2005), 68(3), 384-389.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Yao AY, Tang HY, Wang Y, Feng MF, Zhou RL: Inhibition of the activating signals in NK92 cells by recombinant GST-sHLA-G1a chain. Cell Res. 2004 Apr;14(2):155-60. [PubMed:15115617 ]
  2. Kum K, Khanna R, Vinayak VK: Characterization of surface associated antigens of axenic Giardia lamblia trophozoites & their recognition by human sera. Indian J Med Res. 1991 Jan;93:40-6. [PubMed:2022401 ]
  3. Hart GW, Housley MP, Slawson C: Cycling of O-linked beta-N-acetylglucosamine on nucleocytoplasmic proteins. Nature. 2007 Apr 26;446(7139):1017-22. [PubMed:17460662 ]