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
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-020u-0907500000-9dbbcf64af5755888992View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03gi-0906000000-d7bbaf586f310d1796bbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-2902000000-fa30b0992afa885263f6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-02il-2839700000-2d0bf8e432a594048d07View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-2913100000-3e9eff0538c409547c92View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-5911000000-c0fa6155e5a3c9e4a308View in MoNA
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