1.0 2011-09-21 00:10:42 UTC 2015-07-21 06:57:05 UTC FDB022238 N-Acetylgalactosamine 4-sulphate Also known as GalNAc4S, this molecule is a key component of dermatan, keratan and chondroitin sulfate. It is also a substrate for the enzyme N-acteylgalactosamine-4-sulphate transferase. This molecule is found in elevated concentrations in the urine of patients suffering from muchopolysaccharidosis type III, IV and VI. Levels are typically 300-400 times normal values. GalNAc4S is thought to be derived from the action of beta-N-acetylhexosaminidase on sulphated GlcNAc or GalNAc residues at the non-reducing end of keratan sulphate, dermatan sulphate or chondroitin sulphate. [HMDB] 2-(acetylamino)-2-deoxy-D-Galactose 4-(hydrogen sulfate) 2-(acetylamino)-2-Deoxy-D-galactose 4-(hydrogen sulphate) GalNAc4S N-Acetyl-D-galactosamine 4-sulfate N-Acetyl-D-galactosamine 4-sulphate N-Acetylgalactosamine 4-sulfate N-Acetylgalactosamine 4-sulphate N-Acetylgalactosamine 4-sulphic acid N-Acetylgalactosamine-4-sulfate N-acetylgalactosamine-4-sulphate C8H15NO9S 301.271 301.046751773 [(2R,3R,4R,5R,6R)-5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxidanesulfonic acid [(2R,3R,4R,5R,6R)-5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxidanesulfonic acid 45233-43-0 CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](OS(O)(=O)=O)[C@@H]1O InChI=1S/C8H15NO9S/c1-3(11)9-5-6(12)7(18-19(14,15)16)4(2-10)17-8(5)13/h4-8,10,12-13H,2H2,1H3,(H,9,11)(H,14,15,16)/t4-,5-,6-,7+,8-/m1/s1 WHCJUIFHMJFEFZ-UIAUGNHASA-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. Acylaminosugars Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic heteromonocyclic compounds Acetamides Alkyl sulfates Carbonyl compounds Hemiacetals Hexoses Hydrocarbon derivatives Monosaccharide sulfates N-acyl-alpha-hexosamines Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Primary alcohols Secondary alcohols Secondary carboxylic acid amides Sulfuric acid monoesters 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 Primary alcohol Secondary alcohol Secondary carboxylic acid amide Sulfate-ester Sulfuric acid ester Sulfuric acid monoester Solid logp -2.04 ALOGPS logs -0.85 ALOGPS solubility 4.29e+01 g/l ALOGPS logp -4.9 ChemAxon pka_strongest_acidic -2 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac [(2R,3R,4R,5R,6R)-5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxidanesulfonic 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](CO)[C@H](OS(O)(=O)=O)[C@@H]1O ChemAxon formula C8H15NO9S ChemAxon inchi InChI=1S/C8H15NO9S/c1-3(11)9-5-6(12)7(18-19(14,15)16)4(2-10)17-8(5)13/h4-8,10,12-13H,2H2,1H3,(H,9,11)(H,14,15,16)/t4-,5-,6-,7+,8-/m1/s1 ChemAxon inchikey WHCJUIFHMJFEFZ-UIAUGNHASA-N ChemAxon polar_surface_area 162.62 ChemAxon refractivity 57.02 ChemAxon polarizability 25.95 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 8 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1482 Specdb::NmrOneD 1537 Specdb::NmrOneD 145350 Specdb::NmrOneD 145351 Specdb::NmrOneD 145352 Specdb::NmrOneD 145353 Specdb::NmrOneD 145354 Specdb::NmrOneD 145355 Specdb::NmrOneD 145356 Specdb::NmrOneD 145357 Specdb::NmrOneD 145358 Specdb::NmrOneD 145359 Specdb::NmrOneD 145360 Specdb::NmrOneD 145361 Specdb::NmrOneD 145362 Specdb::NmrOneD 145363 Specdb::NmrOneD 145364 Specdb::NmrOneD 145365 Specdb::NmrOneD 145366 Specdb::NmrOneD 145367 Specdb::NmrOneD 145368 Specdb::NmrOneD 145369 Specdb::MsMs 1110 Specdb::MsMs 1111 Specdb::MsMs 1112 Specdb::MsMs 260388 Specdb::MsMs 260389 Specdb::MsMs 260390 Specdb::MsMs 280323 Specdb::MsMs 280324 Specdb::MsMs 280325 Specdb::MsMs 2805729 Specdb::MsMs 2805730 Specdb::MsMs 2805731 Specdb::MsMs 2876951 Specdb::MsMs 2876952 Specdb::MsMs 2876953 Specdb::CMs 8546 Specdb::CMs 37759 Specdb::CMs 135994 Specdb::CMs 143728 Specdb::CMs 1075968 Specdb::CMs 1075970 Specdb::CMs 1075972 Specdb::CMs 1075973 Specdb::CMs 1075976 Specdb::CMs 1075978 Specdb::CMs 1075980 Specdb::CMs 1075982 Specdb::CMs 1075983 Specdb::CMs 1075985 Specdb::CMs 1075987 Specdb::CMs 1075989 Specdb::CMs 1075991 Specdb::CMs 1075993 Specdb::CMs 1075995 Specdb::CMs 1075997 Specdb::CMs 1075999 Specdb::CMs 1076001 Specdb::CMs 1076002 Specdb::CMs 1076004 Specdb::CMs 1076006 HMDB00781 ASG #<Reference:0x000055ce327e2e48> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Hyaluronidase PH-20 P38567 SPAM1 Hyaluronidase-1 Q12794 HYAL1 Hyaluronidase-2 Q12891 HYAL2