1.0 2011-09-21 00:38:05 UTC 2015-07-21 06:57:57 UTC FDB023987 Lactodifucotetraose Lactodifucotetraose (LDFT) is a fucosyloligosaccharide present in human milk and colostrum. Human colostrum is known to be important for the protection of infants against infection by pathogenic microorganisms. This protection is thought to be due, partially, to various neutral and acidic oligosaccharides that are present in colostrum and milk. Lactodifucotetraose decreased substantially until day 5 in human milk and appeared to stabilize in the following days. (PMID: 15343178, 17375110, 2246719) Lactodifucotetraose is a normal blood-group-active oligosaccharide excreted as a component of the urine in type O (H) secretors. (PMID 510288) [HMDB] Lactodifucotetraose O-6-deoxy-alpha-L-galactopyranosyl-(1->2)-O-beta-D-galactopyranosyl-(1->4)-O-[6-deoxy-alpha-L-galactopyranosyl-(1->3)]-D-Glucopyranose (8Cl) O-6-deoxy-alpha-L-galactopyranosyl-(1->2)-O-beta-delta-galactopyranosyl-(1->4)-O-[6-deoxy-alpha-L-galactopyranosyl-(1->3)]-delta-Glucopyranose (8Cl) O-alpha-L-fucopyranosyl-(1->2)-O-beta-D-galactopyranosyl-(1->4)-O-[alpha-L-fucopyranosyl-(1->3)]-Glucopyranose (7CI) O-alpha-L-fucopyranosyl-(1->2)-O-beta-delta-galactopyranosyl-(1->4)-O-[alpha-L-fucopyranosyl-(1->3)]-Glucopyranose (7CI) C24H42O19 634.5789 634.232029162 (2R,3S,4R,5R)-2-{[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-4,5,6-trihydroxy-3-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexanal lactodifucotetraose 20768-11-0 C[C@@H]1O[C@@H](O[C@@H]([C@H](O)[C@H](O)CO)[C@@H](O[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)C=O)[C@@H](O)[C@H](O)[C@@H]1O InChI=1S/C24H42O19/c1-6-11(29)15(33)18(36)22(38-6)42-20(13(31)8(28)3-25)10(5-27)41-24-21(17(35)14(32)9(4-26)40-24)43-23-19(37)16(34)12(30)7(2)39-23/h5-26,28-37H,3-4H2,1-2H3/t6-,7-,8+,9+,10-,11+,12+,13+,14-,15+,16+,17-,18-,19-,20+,21+,22-,23-,24+/m0/s1 BRHHWBDLMUBZQQ-JZEMXWCPSA-N belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Fatty acyl glycosides of mono- and disaccharides Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acyl glycosides Aliphatic heteromonocyclic compounds Acetals Aldehydes Alkyl glycosides Disaccharides Fatty alcohols Hydrocarbon derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Acetal Alcohol Aldehyde Aliphatic heteromonocyclic compound Alkyl glycoside Carbonyl group Disaccharide Fatty acyl glycoside of mono- or disaccharide Fatty alcohol Glycosyl compound Hydrocarbon derivative O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol Solid logp -2.03 ALOGPS logs -0.73 ALOGPS solubility 1.19e+02 g/l ALOGPS logp -6.8 ChemAxon pka_strongest_acidic 11.66 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac (2R,3S,4R,5R)-2-{[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-4,5,6-trihydroxy-3-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexanal ChemAxon average_mass 634.5789 ChemAxon mono_mass 634.232029162 ChemAxon smiles C[C@@H]1O[C@@H](O[C@@H]([C@H](O)[C@H](O)CO)[C@@H](O[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)C=O)[C@@H](O)[C@H](O)[C@@H]1O ChemAxon formula C24H42O19 ChemAxon inchi InChI=1S/C24H42O19/c1-6-11(29)15(33)18(36)22(38-6)42-20(13(31)8(28)3-25)10(5-27)41-24-21(17(35)14(32)9(4-26)40-24)43-23-19(37)16(34)12(30)7(2)39-23/h5-26,28-37H,3-4H2,1-2H3/t6-,7-,8+,9+,10-,11+,12+,13+,14-,15+,16+,17-,18-,19-,20+,21+,22-,23-,24+/m0/s1 ChemAxon inchikey BRHHWBDLMUBZQQ-JZEMXWCPSA-N ChemAxon polar_surface_area 315.21 ChemAxon refractivity 131.5 ChemAxon polarizability 59.58 ChemAxon rotatable_bond_count 12 ChemAxon acceptor_count 19 ChemAxon donor_count 12 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 301546 Specdb::MsMs 301547 Specdb::MsMs 301548 Specdb::MsMs 344083 Specdb::MsMs 344084 Specdb::MsMs 344085 Specdb::MsMs 2368572 Specdb::MsMs 2368573 Specdb::MsMs 2368574 Specdb::MsMs 2566418 Specdb::MsMs 2566419 Specdb::MsMs 2566420 Specdb::CMs 16048 Specdb::CMs 591671 Specdb::CMs 591672 Specdb::CMs 591673 Specdb::CMs 591674 Specdb::CMs 591675 Specdb::CMs 591676 Specdb::CMs 591677 Specdb::CMs 591678 Specdb::CMs 591679 Specdb::CMs 591680 Specdb::CMs 591681 Specdb::CMs 591682 Specdb::CMs 591683 Specdb::CMs 591684 Specdb::CMs 591685 Specdb::CMs 591686 Specdb::CMs 591687 Specdb::CMs 591688 Specdb::CMs 591689 Specdb::CMs 591690 Specdb::CMs 591691 Specdb::CMs 591692 Specdb::CMs 591693 Specdb::CMs 591694 Specdb::NmrOneD 81172 Specdb::NmrOneD 81173 Specdb::NmrOneD 81174 Specdb::NmrOneD 81175 Specdb::NmrOneD 81176 Specdb::NmrOneD 81177 Specdb::NmrOneD 81178 Specdb::NmrOneD 81179 Specdb::NmrOneD 81180 Specdb::NmrOneD 81181 Specdb::NmrOneD 81182 Specdb::NmrOneD 81183 Specdb::NmrOneD 81184 Specdb::NmrOneD 81185 Specdb::NmrOneD 81186 Specdb::NmrOneD 81187 Specdb::NmrOneD 81188 Specdb::NmrOneD 81189 Specdb::NmrOneD 81190 Specdb::NmrOneD 81191 HMDB06587 #<Reference:0x00007f08adc2bbd8> #<Reference:0x00007f08adc2b9d0> #<Reference:0x00007f08adc2b7f0> #<Reference:0x00007f08adc2b638> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823