Record Information
Version1.0
Creation date2010-04-08 22:14:38 UTC
Update date2015-10-09 22:29:41 UTC
Primary IDFDB019860
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameN-Acetyllactosamine
DescriptionStructural unit in higher oligosaccharides present in human milk
CAS Number32181-59-2
Structure
Thumb
Synonyms
SynonymSource
b-D-Galactosyl-1,4-N-acetyl-D-glucosamineGenerator
beta-D-Galactosyl-1,4-N-acetyl-beta-D-glucosaminemanual
beta-D-Galactosyl-1,4-N-acetyl-D-glucosaminemanual
beta-delta-Galactosyl-1,4-N-acetyl-beta-delta-glucosamineHMDB
beta-delta-Galactosyl-1,4-N-acetyl-delta-glucosamineHMDB
D-GalactopyranosylHMDB
delta-GalactopyranosylHMDB
Galbeta1-4glcnacbetaChEBI
LacNAcmanual
N-acetyl-lactosaminebiospider
N-Acetyllactosaminedb_source
β-D-galactosyl-1,4-N-acetyl-D-glucosamineGenerator
Predicted Properties
PropertyValueSource
logP-5ChemAxon
pKa (Strongest Acidic)11.41ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area198.4 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity79.44 m³·mol⁻¹ChemAxon
Polarizability35.95 ųChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC28H50N2O22
IUPAC nameN-(3,5,6-trihydroxy-1-oxo-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexan-2-yl)acetamide; N-[2,4-dihydroxy-6-(hydroxymethyl)-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide
InChI IdentifierInChI=1S/2C14H25NO11/c1-4(18)15-7-9(20)12(6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14;1-5(19)15-6(2-16)9(21)13(7(20)3-17)26-14-12(24)11(23)10(22)8(4-18)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18);2,6-14,17-18,20-24H,3-4H2,1H3,(H,15,19)
InChI KeyDWPBOAJUXRQZDI-UHFFFAOYSA-N
Isomeric SMILESCC(=O)NC(C=O)C(O)C(OC1OC(CO)C(O)C(O)C1O)C(O)CO.CC(=O)NC1C(O)OC(CO)C(OC2OC(CO)C(O)C(O)C2O)C1O
Average Molecular Weight766.6968
Monoisotopic Molecular Weight766.285521294
Classification
DescriptionThis compound belongs to the class of chemical entities known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic oxygen compounds
Sub ClassOrganooxygen compounds
Direct ParentAcylaminosugars
Alternative Parents
Substituents
  • Acylaminosugar
  • Fatty acyl glycoside
  • Fatty acyl glycoside of mono- or disaccharide
  • N-acyl-alpha-hexosamine
  • Alkyl glycoside
  • Disaccharide
  • Glycosyl compound
  • O-glycosyl compound
  • Beta-hydroxy aldehyde
  • Fatty acyl
  • Oxane
  • Acetamide
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Hemiacetal
  • Secondary alcohol
  • Organoheterocyclic compound
  • Oxacycle
  • Carboxylic acid derivative
  • Acetal
  • Polyol
  • Alcohol
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Aldehyde
  • Primary alcohol
  • Organonitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkNot Available
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 43.86%; H 6.57%; N 3.65%; O 45.91%DFC
Melting PointMp 170-171° (168-170°)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]19D +48.3 (3 min) -> +27.4 (equilib.) (c, 0.5 in H2O)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0uy3-5539000000-9001b4ffdf2686f61fdbView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-0a4i-3410139000-490a44b54a788af499adView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0g4i-0294000000-eba3eabd1634e1f899d6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-002r-0900000000-65d60bd6a084f5fb8a03View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0019-9800000000-5cfef19dd8c8707bef7aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00yi-0179000000-d117b299438bee3a1a40View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uk9-0592000000-db6f5abfab26c98d8af4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0wbc-5960000000-915e1f050484eedb63d2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-2492000000-1208b9128bdb1fd8688eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0h90-7984000000-2636a4af2a05389c39e5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0pb9-7910000000-dce1bda7d8788ebd90afView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID388404
ChEMBL IDCHEMBL457432
KEGG Compound IDC00611
Pubchem Compound ID439271
Pubchem Substance IDNot Available
ChEBI ID16153
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01542
CRC / DFC (Dictionary of Food Compounds) IDMDN62-B:MDN63-C
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET 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
Enzymes
NameGene NameUniProt ID
Carbohydrate sulfotransferase 3CHST3Q7LGC8
Carbohydrate sulfotransferase 1CHST1O43916
Carbohydrate sulfotransferase 7CHST7Q9NS84
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference