1.0 2016-09-30 22:37:09 UTC 2020-06-04 20:51:06 UTC BMDB0000825 BMDB00825 3'-Sialyllactose 3'-Sialyllactose belongs to the class of organic compounds known as n-acylneuraminic acids. These are neuraminic acids carrying an N-acyl substituent. 3'-Sialyllactose is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (2>3')-a-sialyllactose (2>3')-alpha-sialyllactose 3'-(N-Acetyl-a-neuraminosyl)lactose 3'-(N-Acetyl-alpha-neuraminosyl)lactose 3'-a-Sialyllactose 3'-alpha-Sialyllactose 3'-Monosialyllactose 3'-N-Acetylneuraminyl-D-lactose 3'-N-Acetylneuraminyl-delta-lactose 3'-Sialyl-D-lactose 3'-Sialyl-delta-lactose 32-N-Acetyl-a-neuraminyllactose 32-N-Acetyl-alpha-neuraminyllactose a-Neu5ac-(2>3)-b-D-gal-(1>4)-D-GLC a2,3-Sialyllactose alpha-Neu5ac-(2>3)-beta-D-gal-(1>4)-D-GLC alpha-Neu5ac-(2>3)-beta-delta-gal-(1>4)-delta-GLC N-Acetylneuraminoyllactose N-Acetylneuraminyl-2-3-galactopyranosyl-1-4-glucopyranose (2S,4S,5R,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxy}oxan-4-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate 3'-Sialyllactose C23H39NO19 633.5511 633.211628071 (2S,4S,5R,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxy}oxan-4-yl]oxy}-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid (2S,4S,5R,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxy}oxan-4-yl]oxy}-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid 35890-38-1 [H][C@]1(O[C@@](C[C@H](O)[C@H]1NC(C)=O)(O[C@H]1[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]([C@H](O)CO)[C@H](O)[C@@H](O)C=O)[C@@H]1O)C(O)=O)[C@H](O)[C@H](O)CO InChI=1S/C23H39NO19/c1-7(29)24-13-8(30)2-23(22(38)39,42-19(13)15(35)10(32)4-26)43-20-16(36)12(6-28)40-21(17(20)37)41-18(11(33)5-27)14(34)9(31)3-25/h3,8-21,26-28,30-37H,2,4-6H2,1H3,(H,24,29)(H,38,39)/t8-,9-,10+,11+,12+,13+,14+,15+,16-,17+,18+,19+,20-,21-,23-/m0/s1 OIZGSVFYNBZVIK-FHHHURIISA-N belongs to the class of organic compounds known as n-acylneuraminic acids. These are neuraminic acids carrying an N-acyl substituent. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates N-acylneuraminic acids Acetamides Alkyl glycosides Alpha-hydroxyaldehydes Beta-hydroxy aldehydes C-glucuronides C-glycosyl compounds Carboxylic acids Hydrocarbon derivatives Ketals Monocarboxylic acids and derivatives Neuraminic acids O-glycosyl compounds Oligosaccharides Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Primary alcohols Pyrans Secondary alcohols Secondary carboxylic acid amides Acetal Acetamide Alcohol Aldehyde Aliphatic heteromonocyclic compound Alkyl glycoside Alpha-hydroxyaldehyde Beta-hydroxy aldehyde C-glucuronide C-glycosyl compound Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Fatty acyl Fatty acyl glycoside Glycosyl compound Hydrocarbon derivative Ketal Monocarboxylic acid or derivatives N-acylneuraminic acid Neuraminic acid O-glycosyl compound Oligosaccharide Organic nitrogen compound Organic oxide Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Polyol Primary alcohol Pyran Secondary alcohol Secondary carboxylic acid amide Aliphatic heteromonocyclic compounds Solid logp -2.64 ALOGPS logs -0.85 ALOGPS logp -7.7 ChemAxon pka_strongest_acidic 2.84 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac (2S,4S,5R,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxy}oxan-4-yl]oxy}-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid ChemAxon average_mass 633.5511 ChemAxon mono_mass 633.211628071 ChemAxon smiles [H][C@]1(O[C@@](C[C@H](O)[C@H]1NC(C)=O)(O[C@H]1[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]([C@H](O)CO)[C@H](O)[C@@H](O)C=O)[C@@H]1O)C(O)=O)[C@H](O)[C@H](O)CO ChemAxon formula C23H39NO19 ChemAxon inchi InChI=1S/C23H39NO19/c1-7(29)24-13-8(30)2-23(22(38)39,42-19(13)15(35)10(32)4-26)43-20-16(36)12(6-28)40-21(17(20)37)41-18(11(33)5-27)14(34)9(31)3-25/h3,8-21,26-28,30-37H,2,4-6H2,1H3,(H,24,29)(H,38,39)/t8-,9-,10+,11+,12+,13+,14+,15+,16-,17+,18+,19+,20-,21-,23-/m0/s1 ChemAxon inchikey OIZGSVFYNBZVIK-FHHHURIISA-N ChemAxon polar_surface_area 342.92 ChemAxon refractivity 130.03 ChemAxon polarizability 58.66 ChemAxon rotatable_bond_count 15 ChemAxon acceptor_count 19 ChemAxon donor_count 13 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 16690 Specdb::CMs 588710 Specdb::CMs 588711 Specdb::CMs 588712 Specdb::CMs 588713 Specdb::CMs 588714 Specdb::CMs 588715 Specdb::CMs 588716 Specdb::CMs 588717 Specdb::CMs 588718 Specdb::CMs 588719 Specdb::CMs 588720 Specdb::CMs 588721 Specdb::CMs 588722 Specdb::CMs 588723 Specdb::CMs 588724 Specdb::CMs 588725 Specdb::CMs 588726 Specdb::CMs 588727 Specdb::CMs 588728 Specdb::CMs 588729 Specdb::CMs 588730 Specdb::CMs 588731 Specdb::CMs 588732 Specdb::CMs 588733 Specdb::NmrOneD 7722 Specdb::NmrOneD 7723 Specdb::NmrOneD 7724 Specdb::NmrOneD 7725 Specdb::NmrOneD 7726 Specdb::NmrOneD 7727 Specdb::NmrOneD 7728 Specdb::NmrOneD 7729 Specdb::NmrOneD 7730 Specdb::NmrOneD 7731 Specdb::NmrOneD 7732 Specdb::NmrOneD 7733 Specdb::NmrOneD 7734 Specdb::NmrOneD 7735 Specdb::NmrOneD 7736 Specdb::NmrOneD 7737 Specdb::NmrOneD 7738 Specdb::NmrOneD 7739 Specdb::NmrOneD 7740 Specdb::NmrOneD 7741 Specdb::MsMs 1173 Specdb::MsMs 1174 Specdb::MsMs 1175 Specdb::MsMs 302872 Specdb::MsMs 302873 Specdb::MsMs 302874 Specdb::MsMs 345688 Specdb::MsMs 345689 Specdb::MsMs 345690 Specdb::MsMs 2771483 Specdb::MsMs 2771484 Specdb::MsMs 2771485 Specdb::MsMs 2910068 Specdb::MsMs 2910069 Specdb::MsMs 2910070 Colostrum 150 uM Gopal PK, Gill HS: Oligosaccharides and glycoconjugates in bovine milk and colostrum. Br J Nutr. 2000 Nov;84 Suppl 1:S69-74. 11242449 Milk 1131.716 +/- 42.617 uM Raw milk collected 0-2 days before parturition Nakamura T, Kawase H, Kimura K, Watanabe Y, Ohtani M, Arai I, Urashima T: Concentrations of sialyloligosaccharides in bovine colostrum and milk during the prepartum and early lactation. J Dairy Sci. 2003 Apr;86(4):1315-20. doi: 10.3168/jds.S0022-0302(03)73715-1. 12741556 Milk 55.244 - 78.920 uM Raw milk. Average over the milking season International Dairy Journal: Volume 14, Issue 7, July 2004, Pages 571-579 FDB021795 110445 123914 5788 Masuda, Mika; Kawase, Yuuji; Kawase, Mitsuo. Enzymic synthesis of (a2-3) sialyllactose using a membrane reactor. Seibutsu Kogaku Kaishi (2001), 79(9), 345-348. Nakamura T, Kawase H, Kimura K, Watanabe Y, Ohtani M, Arai I, Urashima T: Concentrations of sialyloligosaccharides in bovine colostrum and milk during the prepartum and early lactation. J Dairy Sci. 2003 Apr;86(4):1315-20. doi: 10.3168/jds.S0022-0302(03)73715-1. 12741556 International Dairy Journal: Volume 14, Issue 7, July 2004, Pages 571-579