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3'-Sialyllactose (PC000484)

Record Information
Version1.0
Creation date2015-10-09 22:30:52 UTC
Update date2017-01-19 02:36:25 UTC
FoodComEx IDPC000484
FoodDB RecordFDB021795
Chemical Information
Name3'-Sialyllactose
DescriptionSialyllactose is an oligossaccharide found in both human breast milk and cow's milk. It is the predominant sialylated component in milk. Sialyllactose has recently been shown to inhibit the infection of HIV-1 virus. Sialyllactose is also responsible for the inhibitory activity of milk on cholera toxin. [HMDB]
CAS Number35890-38-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(2>3')-a-sialyllactoseHMDB
(2>3')-alpha-sialyllactoseHMDB
3'-(N-Acetyl-a-neuraminosyl)lactoseHMDB
3'-(N-Acetyl-alpha-neuraminosyl)lactoseHMDB
3'-a-SialyllactoseHMDB
3'-alpha-SialyllactoseHMDB
3'-MonosialyllactoseHMDB
3'-N-Acetylneuraminyl-D-lactoseHMDB
3'-N-Acetylneuraminyl-delta-lactoseHMDB
3'-Sialyl-D-lactoseHMDB
3'-Sialyl-delta-lactoseHMDB
32-N-Acetyl-a-neuraminyllactoseHMDB
32-N-Acetyl-alpha-neuraminyllactoseHMDB
a-Neu5ac-(2>3)-b-D-gal-(1>4)-D-glcHMDB
a2,3-SialyllactoseHMDB
alpha-Neu5ac-(2>3)-beta-D-gal-(1>4)-D-glcHMDB
alpha-Neu5ac-(2>3)-beta-delta-gal-(1>4)-delta-glcHMDB
N-AcetylneuraminoyllactoseHMDB
Chemical FormulaC23H39NO19
IUPAC name2-{[3,5-dihydroxy-2-(hydroxymethyl)-6-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-4-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
InChI IdentifierInChI=1S/C23H39NO19/c1-6(28)24-11-7(29)2-23(22(37)38,42-18(11)12(31)8(30)3-25)43-19-13(32)9(4-26)40-21(16(19)35)41-17-10(5-27)39-20(36)15(34)14(17)33/h7-21,25-27,29-36H,2-5H2,1H3,(H,24,28)(H,37,38)
InChI KeyCILYIEBUXJIHCO-UHFFFAOYSA-N
Isomeric SMILESCC(=O)NC1C(O)CC(OC2C(O)C(CO)OC(OC3C(CO)OC(O)C(O)C3O)C2O)(OC1C(O)C(O)CO)C(O)=O
Average Molecular Weight633.5511
Monoisotopic Molecular Weight633.211628071
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-acylneuraminic acids. These are neuraminic acids carrying an N-acyl substituent.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentN-acylneuraminic acids
Alternative Parents
Substituents
  • Oligosaccharide
  • N-acylneuraminic acid
  • Neuraminic acid
  • C-glucuronide
  • C-glycosyl compound
  • Glycosyl compound
  • O-glycosyl compound
  • Ketal
  • Pyran
  • Oxane
  • Acetamide
  • Carboxamide group
  • Hemiacetal
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Acetal
  • Carboxylic acid derivative
  • Carboxylic acid
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Organoheterocyclic compound
  • Polyol
  • Alcohol
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organopnictogen compound
  • Carbonyl group
  • Primary alcohol
  • Organic oxide
  • Organonitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
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 50 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
Not Available