Record Information
Version1.0
Creation date2010-04-08 22:14:17 UTC
Update date2015-07-21 06:35:01 UTC
Primary IDFDB019340
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namealpha-L-Fucopyranosyl-(1->2)-beta-D-galactopyranosyl-(1->4)-D-glucose
DescriptionPresent in the free state in human milk 2-Fucosyllactose (Fuc-a( 1->2)Galb(1->4)Glc) is an oligosaccharide first found in milk in the 1950s, and a well established isolation technique was found in 1972 (PMID: 5012321). It has been used as an acceptor substrate in assays of the blood group A and B gene specified glycosyltransferases since. (PMID 6894927)
CAS Number41263-94-9
Structure
Thumb
Synonyms
SynonymSource
2-FucosyllactoseMeSH
2'-FucosyllactoseMeSH
Predicted Properties
PropertyValueSource
Water Solubility424 g/LALOGPS
logP-2.4ALOGPS
logP-5.4ChemAxon
logS-0.06ALOGPS
pKa (Strongest Acidic)11.24ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count15ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area248.45 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity99.21 m³·mol⁻¹ChemAxon
Polarizability45.97 ųChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC18H32O15
IUPAC name2-{[4,5-dihydroxy-6-(hydroxymethyl)-2-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol
InChI IdentifierInChI=1S/C18H32O15/c1-4-7(21)9(23)13(27)17(29-4)33-15-10(24)8(22)5(2-19)31-18(15)32-14-6(3-20)30-16(28)12(26)11(14)25/h4-28H,2-3H2,1H3
InChI KeySNFSYLYCDAVZGP-UHFFFAOYSA-N
Isomeric SMILESCC1OC(OC2C(O)C(O)C(CO)OC2OC2C(O)C(O)C(O)OC2CO)C(O)C(O)C1O
Average Molecular Weight488.4377
Monoisotopic Molecular Weight488.174120354
Classification
DescriptionThis compound belongs to the class of chemical entities known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic oxygen compounds
Sub ClassOrganooxygen compounds
Direct ParentOligosaccharides
Alternative Parents
Substituents
  • Oligosaccharide
  • O-glycosyl compound
  • Glycosyl compound
  • Oxane
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 44.26%; H 6.60%; O 49.13%DFC
Melting PointMp 230-231°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D -43 -> -48 (c, 0.47 in H2O)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
ChemSpider ID149055
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID170484
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB02098
CRC / DFC (Dictionary of Food Compounds) IDLWT44-T:LWT44-T
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
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference