1.0 2016-10-03 18:31:55 UTC 2020-04-22 15:48:21 UTC BMDB0012079 BMDB12079 Ganglioside GT3 (d18:1/25:0) (2S,4S,5R)-2-{[(1S,2R)-1-[(3R,4S,6S)-6-carboxy-6-{[(1S,2R)-1-[(3R,4S,6S)-6-carboxy-6-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-{[(2S,3R,4E)-3-hydroxy-2-[(1-hydroxypentacosylidene)amino]octadec-4-en-1-yl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-3-[(1-hydroxyethylidene)amino]oxan-2-yl]-1,3-dihydroxypropan-2-yl]oxy}-4-hydroxy-3-[(1-hydroxyethylidene)amino]oxan-2-yl]-1,3-dihydroxypropan-2-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate C88H156N4O37 1862.1848 1861.044842026 (2S,4S,5R)-6-[(1S,2R)-2-{[(2S,4S,5R)-2-carboxy-6-[(1S,2R)-2-{[(2S,4S,5R)-2-carboxy-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxan-2-yl]oxy}-1,3-dihydroxypropyl]-5-acetamido-4-hydroxyoxan-2-yl]oxy}-1,3-dihydroxypropyl]-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-{[(2S,3R,4E)-3-hydroxy-2-pentacosanamidooctadec-4-en-1-yl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-5-acetamido-4-hydroxyoxane-2-carboxylic acid (2S,4S,5R)-6-[(1S,2R)-2-{[(2S,4S,5R)-2-carboxy-6-[(1S,2R)-2-{[(2S,4S,5R)-2-carboxy-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxan-2-yl]oxy}-1,3-dihydroxypropyl]-5-acetamido-4-hydroxyoxan-2-yl]oxy}-1,3-dihydroxypropyl]-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-{[(2S,3R,4E)-3-hydroxy-2-pentacosanamidooctadec-4-en-1-yl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-5-acetamido-4-hydroxyoxane-2-carboxylic acid CCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@]3(C[C@H](O)[C@@H](NC(C)=O)C(O3)[C@H](O)[C@@H](CO)O[C@@]3(C[C@H](O)[C@@H](NC(C)=O)C(O3)[C@H](O)[C@@H](CO)O[C@@]3(C[C@H](O)[C@@H](NC(C)=O)C(O3)[C@H](O)[C@H](O)CO)C(O)=O)C(O)=O)C(O)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)\C=C\CCCCCCCCCCCCC InChI=1S/C88H156N4O37/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-65(106)92-55(56(101)41-39-37-35-33-31-29-19-17-15-13-11-9-7-2)51-120-81-74(112)73(111)76(64(50-97)122-81)123-82-75(113)80(70(108)61(47-94)121-82)129-88(85(118)119)45-59(104)68(91-54(5)100)79(128-88)72(110)63(49-96)125-87(84(116)117)44-58(103)67(90-53(4)99)78(127-87)71(109)62(48-95)124-86(83(114)115)43-57(102)66(89-52(3)98)77(126-86)69(107)60(105)46-93/h39,41,55-64,66-82,93-97,101-105,107-113H,6-38,40,42-51H2,1-5H3,(H,89,98)(H,90,99)(H,91,100)(H,92,106)(H,114,115)(H,116,117)(H,118,119)/b41-39+/t55-,56+,57-,58-,59-,60+,61+,62+,63+,64+,66+,67+,68+,69+,70-,71+,72+,73+,74+,75+,76+,77?,78?,79?,80-,81+,82-,86+,87+,88-/m0/s1 MMMKIZLPSIPFTM-JSUCIDRTSA-N belongs to the class of organic compounds known as gangliosides. These are lipid molecules composed of a glycosphingolipid (ceramide and saccharide) with one or more sialic acids linked on the sugar chain. They are usually oligoglycosylceramides derived from lactosylceramide and containing a sialic acid residue such as N-acetylneuraminic acid. Organic compounds Lipids and lipid-like molecules Sphingolipids Glycosphingolipids Gangliosides Acetamides Alkyl glycosides C-glucuronides C-glycosyl compounds Carbonyl compounds Carboxylic acids Glycosyl-N-acylsphingosines Hydrocarbon derivatives Ketals N-acyl amines N-acylneuraminic acids 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 Tricarboxylic acids and derivatives Acetal Acetamide Alcohol Aliphatic heteromonocyclic compound Alkyl glycoside C-glucuronide C-glycosyl compound Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Fatty acyl Fatty acyl glycoside Fatty amide Glycosyl compound Glycosyl-n-acylsphingosine Hydrocarbon derivative Ketal N-acyl-amine N-acylneuraminic acid N-acylneuraminic acid or derivatives Neuaca2-3galb1-4glcb-cer_backbone Neuraminic acid O-glycosyl compound Oligosaccharide Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Oxane Polyol Primary alcohol Pyran Secondary alcohol Secondary carboxylic acid amide Tricarboxylic acid or derivatives Aliphatic heteromonocyclic compounds Solid logp 2.11 ALOGPS logs -4.54 ALOGPS logp 4.12 ChemAxon pka_strongest_acidic 2.26 ChemAxon pka_strongest_basic -3.9 ChemAxon iupac (2S,4S,5R)-6-[(1S,2R)-2-{[(2S,4S,5R)-2-carboxy-6-[(1S,2R)-2-{[(2S,4S,5R)-2-carboxy-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxan-2-yl]oxy}-1,3-dihydroxypropyl]-5-acetamido-4-hydroxyoxan-2-yl]oxy}-1,3-dihydroxypropyl]-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-{[(2S,3R,4E)-3-hydroxy-2-pentacosanamidooctadec-4-en-1-yl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-5-acetamido-4-hydroxyoxane-2-carboxylic acid ChemAxon average_mass 1862.1848 ChemAxon mono_mass 1861.044842026 ChemAxon smiles CCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@@]3(C[C@H](O)[C@@H](NC(C)=O)C(O3)[C@H](O)[C@@H](CO)O[C@@]3(C[C@H](O)[C@@H](NC(C)=O)C(O3)[C@H](O)[C@@H](CO)O[C@@]3(C[C@H](O)[C@@H](NC(C)=O)C(O3)[C@H](O)[C@H](O)CO)C(O)=O)C(O)=O)C(O)=O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)\C=C\CCCCCCCCCCCCC ChemAxon formula C88H156N4O37 ChemAxon inchi InChI=1S/C88H156N4O37/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-42-65(106)92-55(56(101)41-39-37-35-33-31-29-19-17-15-13-11-9-7-2)51-120-81-74(112)73(111)76(64(50-97)122-81)123-82-75(113)80(70(108)61(47-94)121-82)129-88(85(118)119)45-59(104)68(91-54(5)100)79(128-88)72(110)63(49-96)125-87(84(116)117)44-58(103)67(90-53(4)99)78(127-87)71(109)62(48-95)124-86(83(114)115)43-57(102)66(89-52(3)98)77(126-86)69(107)60(105)46-93/h39,41,55-64,66-82,93-97,101-105,107-113H,6-38,40,42-51H2,1-5H3,(H,89,98)(H,90,99)(H,91,100)(H,92,106)(H,114,115)(H,116,117)(H,118,119)/b41-39+/t55-,56+,57-,58-,59-,60+,61+,62+,63+,64+,66+,67+,68+,69+,70-,71+,72+,73+,74+,75+,76+,77?,78?,79?,80-,81+,82-,86+,87+,88-/m0/s1 ChemAxon inchikey MMMKIZLPSIPFTM-JSUCIDRTSA-N ChemAxon polar_surface_area 664.51 ChemAxon refractivity 452.83 ChemAxon polarizability 205.23 ChemAxon rotatable_bond_count 66 ChemAxon acceptor_count 37 ChemAxon donor_count 24 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon number_of_rings 5 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 2414317 Specdb::MsMs 2414318 Specdb::MsMs 2414319 Specdb::MsMs 2551247 Specdb::MsMs 2551248 Specdb::MsMs 2551249 FDB028748 53481355