1.02011-09-21 00:38:33 UTC2015-07-21 06:57:58 UTCFDB024018Lacto-N-decaoseLacto-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)Galb1-4GlcC95H168N4O231734.36341733.209937702N-[(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]acetamideN-[(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]acetamide87003-65-4CC[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]1CInChI=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/s1SJQVFWDWZSSQJI-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.MonosaccharidesOrganic compoundsOrganic oxygen compoundsOrganooxygen compoundsCarbohydrates and carbohydrate conjugatesAliphatic heteromonocyclic compoundsAcetalsAcetamidesCarbonyl compoundsDialkyl ethersHydrocarbon derivativesOrganic oxidesOrganonitrogen compoundsOrganopnictogen compoundsOxacyclic compoundsOxanesSecondary carboxylic acid amidesAcetalAcetamideAliphatic heteromonocyclic compoundCarbonyl groupCarboxamide groupCarboxylic acid derivativeDialkyl etherEtherHydrocarbon derivativeMonosaccharideOrganic nitrogen compoundOrganic oxideOrganoheterocyclic compoundOrganonitrogen compoundOrganopnictogen compoundOxacycleOxaneSecondary carboxylic acid amideSolidlogp6.45logs-5.76solubility3.01e-03 g/llogp16.37pka_strongest_acidic12.22pka_strongest_basic0.063iupacN-[(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]acetamideaverage_mass1734.3634mono_mass1733.209937702smilesCC[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]1CformulaC95H168N4O23inchiInChI=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/s1inchikeySJQVFWDWZSSQJI-RIIJGTCGSA-Npolar_surface_area291.77refractivity456.74polarizability200.68rotatable_bond_count31acceptor_count23donor_count4physiological_charge0formal_charge0Specdb::MsMs291352Specdb::MsMs291353Specdb::MsMs291354Specdb::MsMs331240Specdb::MsMs331241Specdb::MsMs331242Specdb::MsMs2308134Specdb::MsMs2308135Specdb::MsMs2308136Specdb::MsMs2653673Specdb::MsMs2653674Specdb::MsMs2653675HMDB06650#<Reference:0x0000555675bc46b8>#<Reference:0x0000555675bc4488>#<Reference:0x0000555675bc42d0>#<Reference:0x0000555675bc4078>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823