1.0 2016-10-03 18:25:31 UTC 2020-04-22 15:46:44 UTC BMDB0011822 BMDB11822 Ganglioside GD1b (d18:1/12:0) (2S,4S,5R)-2-{[(1S,2R)-1-[(3R,4S,6S)-6-carboxy-6-{[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-{[(2S,3R)-3-hydroxy-2-[(1-hydroxydodecylidene)amino]octadec-4-en-1-yl]oxy}-2-(hydroxymethyl)oxan-3-yl]oxy}-3-hydroxy-5-{[(2S,3R,4R,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-(2-oxopropyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-(hydroxymethyl)oxan-4-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 C79H137N3O39 1752.9298 1751.882921657 (2S,4S,5R)-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]-2-{[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5R,6R)-6-{[(2S,3R,4E)-2-dodecanamido-3-hydroxyoctadec-4-en-1-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-3-hydroxy-5-{[(2S,3R,4R,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-(2-oxopropyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-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-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxan-2-yl]oxy}-1,3-dihydroxypropyl]-2-{[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5R,6R)-6-{[(2S,3R,4E)-2-dodecanamido-3-hydroxyoctadec-4-en-1-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-3-hydroxy-5-{[(2S,3R,4R,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-(2-oxopropyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-(hydroxymethyl)oxan-4-yl]oxy}-5-acetamido-4-hydroxyoxane-2-carboxylic acid CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@H]3CC(C)=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](O)CO)C(O)=O)C(O)=O)[C@H]2O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCC InChI=1S/C79H137N3O39/c1-6-8-10-12-14-16-17-18-19-21-22-24-26-28-45(92)44(82-54(96)29-27-25-23-20-15-13-11-9-7-2)39-110-73-64(104)62(102)67(52(37-87)113-73)116-75-65(105)71(68(53(38-88)114-75)117-72-43(30-40(3)89)66(59(99)50(35-85)111-72)115-74-63(103)61(101)58(98)49(34-84)112-74)121-79(77(108)109)32-47(94)56(81-42(5)91)70(120-79)60(100)51(36-86)118-78(76(106)107)31-46(93)55(80-41(4)90)69(119-78)57(97)48(95)33-83/h26,28,43-53,55-75,83-88,92-95,97-105H,6-25,27,29-39H2,1-5H3,(H,80,90)(H,81,91)(H,82,96)(H,106,107)(H,108,109)/b28-26+/t43-,44+,45-,46+,47+,48-,49-,50-,51-,52-,53-,55-,56-,57-,58+,59+,60-,61+,62-,63-,64-,65-,66-,67-,68+,69?,70?,71-,72+,73-,74+,75+,78-,79+/m1/s1 SQELTNKUJQPYGM-NHYUQTRCSA-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 Carboxylic acids Dicarboxylic acids and derivatives Glycosyl-N-acylsphingosines Hydrocarbon derivatives Ketals Ketones 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 Acetal Acetamide Alcohol Aliphatic heteromonocyclic compound Alkyl glycoside C-glucuronide C-glycosyl compound Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Fatty acyl Fatty acyl glycoside Fatty amide Glycosyl compound Glycosyl-n-acylsphingosine Hydrocarbon derivative Ketal Ketone 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 Aliphatic heteromonocyclic compounds Solid logp 0.55 ALOGPS logs -2.93 ALOGPS logp -2.1 ChemAxon pka_strongest_acidic 2.46 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac (2S,4S,5R)-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]-2-{[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5R,6R)-6-{[(2S,3R,4E)-2-dodecanamido-3-hydroxyoctadec-4-en-1-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-3-hydroxy-5-{[(2S,3R,4R,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-(2-oxopropyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-(hydroxymethyl)oxan-4-yl]oxy}-5-acetamido-4-hydroxyoxane-2-carboxylic acid ChemAxon average_mass 1752.9298 ChemAxon mono_mass 1751.882921657 ChemAxon smiles CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@H]3CC(C)=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](O)CO)C(O)=O)C(O)=O)[C@H]2O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCC ChemAxon formula C79H137N3O39 ChemAxon inchi InChI=1S/C79H137N3O39/c1-6-8-10-12-14-16-17-18-19-21-22-24-26-28-45(92)44(82-54(96)29-27-25-23-20-15-13-11-9-7-2)39-110-73-64(104)62(102)67(52(37-87)113-73)116-75-65(105)71(68(53(38-88)114-75)117-72-43(30-40(3)89)66(59(99)50(35-85)111-72)115-74-63(103)61(101)58(98)49(34-84)112-74)121-79(77(108)109)32-47(94)56(81-42(5)91)70(120-79)60(100)51(36-86)118-78(76(106)107)31-46(93)55(80-41(4)90)69(119-78)57(97)48(95)33-83/h26,28,43-53,55-75,83-88,92-95,97-105H,6-25,27,29-39H2,1-5H3,(H,80,90)(H,81,91)(H,82,96)(H,106,107)(H,108,109)/b28-26+/t43-,44+,45-,46+,47+,48-,49-,50-,51-,52-,53-,55-,56-,57-,58+,59+,60-,61+,62-,63-,64-,65-,66-,67-,68+,69?,70?,71-,72+,73-,74+,75+,78-,79+/m1/s1 ChemAxon inchikey SQELTNKUJQPYGM-NHYUQTRCSA-N ChemAxon polar_surface_area 674.1 ChemAxon refractivity 410.5 ChemAxon polarizability 184.34 ChemAxon rotatable_bond_count 54 ChemAxon acceptor_count 39 ChemAxon donor_count 24 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon number_of_rings 6 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon 53481098