1.0 2011-09-21 00:38:33 UTC 2015-07-21 06:57:58 UTC FDB024018 Lacto-N-decaose Lacto-N-decaose is an oligosaccharide characterized in breast milk. Oligosaccharides in human milk represent a group of bioactive molecules that have evolved to be an abundant and diverse component of human milk, even though they have no direct nutritive value to the infant. A recent hypothesis proposes that they could be substrates for the development of the intestinal microflora and the mucosal immune system. (PMID: 15629115, 11787695, 14530096, 17002410) [HMDB] Galb1-4GlcNAcb1-6(Galb1-3GalNAcb1-3)galb1-4GlcNAcb1-6(Galb1-3GlcNAcb1-3)Galb1-4Glc C95H168N4O23 1734.3634 1733.209937702 N-[(3R,4R,6R)-2-{[(2S,3R,5R)-4-{[(3R,5S,6R)-3-acetamido-6-ethyl-4-{[(3R,4S,5R,6R)-6-ethyl-3,4,5-trimethyloxan-2-yl]oxy}-5-methyloxan-2-yl]oxy}-6-{[(2R,4R,5R)-5-acetamido-6-{[(3R,5R)-4-{[(3R,5S,6R)-3-acetamido-6-ethyl-4-{[(3R,4S,5R,6R)-6-ethyl-3,4,5-trimethyloxan-2-yl]oxy}-5-methyloxan-2-yl]oxy}-3,5-dimethyl-6-{[(2R,4R,5R)-2,4,5,6-tetramethyloxan-3-yl]oxy}oxan-2-yl]methoxy}-2-ethyl-4-methyloxan-3-yl]oxy}-3,5-dimethyloxan-2-yl]methoxy}-6-ethyl-5-{[(3R,4S,5R,6R)-6-ethyl-3,4,5-trimethyloxan-2-yl]oxy}-4-methyloxan-3-yl]acetamide N-[(3R,4R,6R)-2-{[(2S,3R,5R)-4-{[(3R,5S,6R)-3-acetamido-6-ethyl-4-{[(3R,4S,5R,6R)-6-ethyl-3,4,5-trimethyloxan-2-yl]oxy}-5-methyloxan-2-yl]oxy}-6-{[(2R,4R,5R)-5-acetamido-6-{[(3R,5R)-4-{[(3R,5S,6R)-3-acetamido-6-ethyl-4-{[(3R,4S,5R,6R)-6-ethyl-3,4,5-trimethyloxan-2-yl]oxy}-5-methyloxan-2-yl]oxy}-3,5-dimethyl-6-{[(2R,4R,5R)-2,4,5,6-tetramethyloxan-3-yl]oxy}oxan-2-yl]methoxy}-2-ethyl-4-methyloxan-3-yl]oxy}-3,5-dimethyloxan-2-yl]methoxy}-6-ethyl-5-{[(3R,4S,5R,6R)-6-ethyl-3,4,5-trimethyloxan-2-yl]oxy}-4-methyloxan-3-yl]acetamide 87003-65-4 CC[C@H]1OC(OC2[C@H](C)[C@@H](NC(C)=O)C(OC[C@H]3OC(OC4[C@H](C)[C@@H](NC(C)=O)C(OCC5OC(OC6[C@@H](C)OC(C)[C@H](C)[C@H]6C)[C@H](C)C(OC6O[C@H](CC)[C@H](C)C(OC7O[C@H](CC)[C@H](C)[C@H](C)[C@H]7C)[C@H]6NC(C)=O)[C@H]5C)O[C@@H]4CC)[C@H](C)C(OC4O[C@H](CC)[C@H](C)C(OC5O[C@H](CC)[C@H](C)[C@H](C)[C@H]5C)[C@H]4NC(C)=O)[C@H]3C)O[C@@H]2CC)[C@H](C)[C@@H](C)[C@H]1C InChI=1S/C95H168N4O23/c1-33-67-46(12)42(8)50(16)87(107-67)119-83-57(23)76(96-63(29)100)92(112-72(83)38-6)105-41-75-56(22)81(117-95-79(99-66(32)103)86(54(20)71(37-5)111-95)122-89-52(18)44(10)48(14)69(35-3)109-89)60(26)91(115-75)120-84-58(24)77(97-64(30)101)93(113-73(84)39-7)104-40-74-55(21)80(59(25)90(114-74)118-82-49(15)45(11)61(27)106-62(82)28)116-94-78(98-65(31)102)85(53(19)70(36-4)110-94)121-88-51(17)43(9)47(13)68(34-2)108-88/h42-62,67-95H,33-41H2,1-32H3,(H,96,100)(H,97,101)(H,98,102)(H,99,103)/t42-,43-,44-,45+,46+,47+,48+,49+,50+,51+,52+,53-,54-,55-,56-,57+,58+,59+,60+,61?,62+,67+,68+,69+,70+,71+,72+,73+,74?,75+,76+,77+,78+,79+,80?,81?,82?,83?,84?,85?,86?,87?,88?,89?,90?,91?,92?,93?,94?,95?/m0/s1 SJQVFWDWZSSQJI-RIIJGTCGSA-N belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn. Monosaccharides Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic heteromonocyclic compounds Acetals Acetamides Carbonyl compounds Dialkyl ethers Hydrocarbon derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Secondary carboxylic acid amides Acetal Acetamide Aliphatic heteromonocyclic compound Carbonyl group Carboxamide group Carboxylic acid derivative Dialkyl ether Ether Hydrocarbon derivative Monosaccharide Organic nitrogen compound Organic oxide Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Secondary carboxylic acid amide Solid logp 6.45 ALOGPS logs -5.76 ALOGPS solubility 3.01e-03 g/l ALOGPS logp 16.37 ChemAxon pka_strongest_acidic 12.22 ChemAxon pka_strongest_basic 0.063 ChemAxon iupac N-[(3R,4R,6R)-2-{[(2S,3R,5R)-4-{[(3R,5S,6R)-3-acetamido-6-ethyl-4-{[(3R,4S,5R,6R)-6-ethyl-3,4,5-trimethyloxan-2-yl]oxy}-5-methyloxan-2-yl]oxy}-6-{[(2R,4R,5R)-5-acetamido-6-{[(3R,5R)-4-{[(3R,5S,6R)-3-acetamido-6-ethyl-4-{[(3R,4S,5R,6R)-6-ethyl-3,4,5-trimethyloxan-2-yl]oxy}-5-methyloxan-2-yl]oxy}-3,5-dimethyl-6-{[(2R,4R,5R)-2,4,5,6-tetramethyloxan-3-yl]oxy}oxan-2-yl]methoxy}-2-ethyl-4-methyloxan-3-yl]oxy}-3,5-dimethyloxan-2-yl]methoxy}-6-ethyl-5-{[(3R,4S,5R,6R)-6-ethyl-3,4,5-trimethyloxan-2-yl]oxy}-4-methyloxan-3-yl]acetamide ChemAxon average_mass 1734.3634 ChemAxon mono_mass 1733.209937702 ChemAxon smiles CC[C@H]1OC(OC2[C@H](C)[C@@H](NC(C)=O)C(OC[C@H]3OC(OC4[C@H](C)[C@@H](NC(C)=O)C(OCC5OC(OC6[C@@H](C)OC(C)[C@H](C)[C@H]6C)[C@H](C)C(OC6O[C@H](CC)[C@H](C)C(OC7O[C@H](CC)[C@H](C)[C@H](C)[C@H]7C)[C@H]6NC(C)=O)[C@H]5C)O[C@@H]4CC)[C@H](C)C(OC4O[C@H](CC)[C@H](C)C(OC5O[C@H](CC)[C@H](C)[C@H](C)[C@H]5C)[C@H]4NC(C)=O)[C@H]3C)O[C@@H]2CC)[C@H](C)[C@@H](C)[C@H]1C ChemAxon formula C95H168N4O23 ChemAxon inchi InChI=1S/C95H168N4O23/c1-33-67-46(12)42(8)50(16)87(107-67)119-83-57(23)76(96-63(29)100)92(112-72(83)38-6)105-41-75-56(22)81(117-95-79(99-66(32)103)86(54(20)71(37-5)111-95)122-89-52(18)44(10)48(14)69(35-3)109-89)60(26)91(115-75)120-84-58(24)77(97-64(30)101)93(113-73(84)39-7)104-40-74-55(21)80(59(25)90(114-74)118-82-49(15)45(11)61(27)106-62(82)28)116-94-78(98-65(31)102)85(53(19)70(36-4)110-94)121-88-51(17)43(9)47(13)68(34-2)108-88/h42-62,67-95H,33-41H2,1-32H3,(H,96,100)(H,97,101)(H,98,102)(H,99,103)/t42-,43-,44-,45+,46+,47+,48+,49+,50+,51+,52+,53-,54-,55-,56-,57+,58+,59+,60+,61?,62+,67+,68+,69+,70+,71+,72+,73+,74?,75+,76+,77+,78+,79+,80?,81?,82?,83?,84?,85?,86?,87?,88?,89?,90?,91?,92?,93?,94?,95?/m0/s1 ChemAxon inchikey SJQVFWDWZSSQJI-RIIJGTCGSA-N ChemAxon polar_surface_area 291.77 ChemAxon refractivity 456.74 ChemAxon polarizability 200.68 ChemAxon rotatable_bond_count 31 ChemAxon acceptor_count 23 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 291352 Specdb::MsMs 291353 Specdb::MsMs 291354 Specdb::MsMs 331240 Specdb::MsMs 331241 Specdb::MsMs 331242 Specdb::MsMs 2308134 Specdb::MsMs 2308135 Specdb::MsMs 2308136 Specdb::MsMs 2653673 Specdb::MsMs 2653674 Specdb::MsMs 2653675 HMDB06650 #<Reference:0x000055ce33361f08> #<Reference:0x000055ce33361c60> #<Reference:0x000055ce33361a58> #<Reference:0x000055ce333618a0> 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