1.0 2016-09-30 22:36:59 UTC 2020-04-22 15:05:27 UTC BMDB0000814 BMDB00814 N-Acetylglucosamine 6-sulfate (6S)GlcNAcb (6S)GlcNAcbeta 4[6OSO3]glcnacbeta 6-O-SulfO-N-acetyl-beta-D-glucosamine beta-D-GlcNAc6S beta-D-GlcpNAc6S N-Acetyl-D-glucosamine 6-sulfate N-Acetylglucosamine 6-sulfic acid 6-O-SulfO-N-acetyl-b-D-glucosamine 6-O-SulfO-N-acetyl-β-D-glucosamine 6-O-SulphO-N-acetyl-b-D-glucosamine 6-O-SulphO-N-acetyl-beta-D-glucosamine 6-O-SulphO-N-acetyl-β-D-glucosamine b-D-GlcNAc6S Β-D-glcnac6S b-D-GlcpNAc6S Β-D-glcpnac6S N-Acetyl-D-glucosamine 6-sulfuric acid N-Acetyl-D-glucosamine 6-sulphate N-Acetyl-D-glucosamine 6-sulphuric acid N-Acetylglucosamine 6-sulfuric acid N-Acetylglucosamine 6-sulphate N-Acetylglucosamine 6-sulphuric acid Aga-6-S N-Acetyl-glucosamine 6-(hydrogen sulfate) N-Acetyl-glucosamine 6-(hydrogen sulphate) N-Acetylglucosamine-6-sulfate GlcNAc-6-O-sulfate N-Acetyl-b-D-glucosamine 6-sulfate N-Acetyl-b-D-glucosamine 6-sulfuric acid N-Acetyl-b-D-glucosamine 6-sulphate N-Acetyl-b-D-glucosamine 6-sulphuric acid N-Acetyl-beta-D-glucosamine 6-sulfuric acid N-Acetyl-beta-D-glucosamine 6-sulphate N-Acetyl-beta-D-glucosamine 6-sulphuric acid N-Acetyl-β-D-glucosamine 6-sulfate N-Acetyl-β-D-glucosamine 6-sulfuric acid N-Acetyl-β-D-glucosamine 6-sulphate N-Acetyl-β-D-glucosamine 6-sulphuric acid N-Acetylglucosamine 6-sulfate C8H15NO9S 301.271 301.046751773 {[(2R,3S,4R,5R,6R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}sulfonic acid [(2R,3S,4R,5R,6R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxysulfonic acid 10356-99-7 CC(=O)N[C@H]1[C@H](O)O[C@H](COS(O)(=O)=O)[C@@H](O)[C@@H]1O InChI=1S/C8H15NO9S/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H,14,15,16)/t4-,5-,6-,7-,8-/m1/s1 WJFVEEAIYIOATH-FMDGEEDCSA-N belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Acylaminosugars 1,2-diols Acetamides Alkyl sulfates Carbonyl compounds Hemiacetals Hexoses Hydrocarbon derivatives Monosaccharide sulfates N-acyl-alpha-hexosamines Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Secondary alcohols Secondary carboxylic acid amides Sulfuric acid monoesters 1,2-diol Acetamide Acylaminosugar Alcohol Aliphatic heteromonocyclic compound Alkyl sulfate Carbonyl group Carboxamide group Carboxylic acid derivative Hemiacetal Hexose monosaccharide Hydrocarbon derivative Monosaccharide Monosaccharide sulfate N-acyl-alpha-hexosamine Organic nitrogen compound Organic oxide Organic sulfuric acid or derivatives Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Polyol Secondary alcohol Secondary carboxylic acid amide Sulfate-ester Sulfuric acid ester Sulfuric acid monoester Aliphatic heteromonocyclic compounds amino monosaccharide glucosamine sulfate Solid logp -2.02 ALOGPS logs -0.83 ALOGPS logp -5 ChemAxon pka_strongest_acidic -2.1 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac {[(2R,3S,4R,5R,6R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}sulfonic acid ChemAxon average_mass 301.271 ChemAxon mono_mass 301.046751773 ChemAxon smiles CC(=O)N[C@H]1[C@H](O)O[C@H](COS(O)(=O)=O)[C@@H](O)[C@@H]1O ChemAxon formula C8H15NO9S ChemAxon inchi InChI=1S/C8H15NO9S/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H,14,15,16)/t4-,5-,6-,7-,8-/m1/s1 ChemAxon inchikey WJFVEEAIYIOATH-FMDGEEDCSA-N ChemAxon polar_surface_area 162.62 ChemAxon refractivity 57.02 ChemAxon polarizability 26.71 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 8 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 50340 Specdb::MsMs 50341 Specdb::MsMs 50342 Specdb::MsMs 175122 Specdb::MsMs 175123 Specdb::MsMs 175124 Specdb::MsMs 2249365 Specdb::MsMs 2251080 Specdb::MsMs 2251347 Specdb::MsMs 2297467 Specdb::MsMs 2297468 Specdb::MsMs 2297469 Specdb::MsMs 2638003 Specdb::MsMs 2638004 Specdb::MsMs 2638005 Specdb::NmrOneD 145450 Specdb::NmrOneD 145451 Specdb::NmrOneD 145452 Specdb::NmrOneD 145453 Specdb::NmrOneD 145454 Specdb::NmrOneD 145455 Specdb::NmrOneD 145456 Specdb::NmrOneD 145457 Specdb::NmrOneD 145458 Specdb::NmrOneD 145459 Specdb::NmrOneD 145460 Specdb::NmrOneD 145461 Specdb::NmrOneD 145462 Specdb::NmrOneD 145463 Specdb::NmrOneD 145464 Specdb::NmrOneD 145465 Specdb::NmrOneD 145466 Specdb::NmrOneD 145467 Specdb::NmrOneD 145468 Specdb::NmrOneD 145469 Specdb::CMs 13803 Specdb::CMs 37781 Specdb::CMs 133287 Specdb::CMs 141021 Specdb::CMs 1077479 Specdb::CMs 1077481 Specdb::CMs 1077483 Specdb::CMs 1077486 Specdb::CMs 1077487 Specdb::CMs 1077489 Specdb::CMs 1077491 Specdb::CMs 1077493 Specdb::CMs 1077495 Specdb::CMs 1077497 Specdb::CMs 1077499 Specdb::CMs 1077501 Specdb::CMs 1077503 Specdb::CMs 1077505 Specdb::CMs 1077507 Specdb::CMs 1077509 Specdb::CMs 1077511 Specdb::CMs 1077513 Specdb::CMs 1077515 Specdb::CMs 1077516 Specdb::CMs 1077518 C04132 FDB022261 389219 440235 28132 CPD-13665 5778 Saito, Tomoo; Noguchi, Junzo; Komatsu, Kiroku. The esterification of carbohydrates in concentrated sul-furic acid. III. The synthesis of 2-amino-2-deoxy-D-glucose O-sulfate, 2-acetamido-2-deoxy-D-glucose-6-sulfate and its calcium and barium salts. Nippon Kagaku Zasshi (1961), 82 472-4.