1.0 2011-09-21 00:09:23 UTC 2015-07-21 06:57:01 UTC FDB022163 Chondroitin 4-sulfate Chondroitin 4-sulfate is a derivative of chondroitin which has a sulfate moiety esterified to the galactosamine moiety of chondroitin. Chondroitin sulfate A, or chondroitin 4-sulfate, and chondroitin sulfate C, or chondroitin 6-sulfate, have the sulfate esterified in the 4- and 6-positions, respectively. Chondroitin sulfate B (beta heparin; DERMATAN SULFATE) is a misnomer and this compound is not a true chondroitin sulfate. An example structure is given, and this Chondroiton sulfate is a polymer that can contain up to 100 individual sugars. [HMDB] Chondroitin 4'-sulfate Chondroitin 4'-sulphate chondroitin sulfate A Chondroitin sulphate a C70H97N5O71S5 2304.835 2303.273689741 (2S,3S,4S,5R,6R)-6-{[(2S,3R,4R,5R,6R)-2-{[(2S,3S,4R,5R,6R)-2-carboxy-6-{[(2S,3R,4R,5R,6R)-2-{[(2S,3S,4R,5R,6R)-2-carboxy-6-{[(2S,3R,4R,5R,6R)-2-{[(2S,3S,4R,5R,6R)-2-carboxy-6-{[(2S,3R,4R,5R,6R)-2-{[(2S,3S,4R,5R,6R)-2-carboxy-4,5-dihydroxy-6-{[(2R,3R,4R,5R,6R)-2-hydroxy-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]-5-(sulfooxy)oxan-4-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]-5-(sulfooxy)oxan-4-yl]oxy}-4,5-dihydroxyoxan-3-yl]oxy}-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]-5-(sulfooxy)oxan-4-yl]oxy}-4,5-dihydroxyoxan-3-yl]oxy}-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]-5-(sulfooxy)oxan-4-yl]oxy}-4,5-dihydroxyoxan-3-yl]oxy}-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]-5-(sulfooxy)oxan-4-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate (2S,3S,4S,5R,6R)-6-{[(2S,3R,4R,5R,6R)-2-{[(2S,3S,4R,5R,6R)-2-carboxy-6-{[(2S,3R,4R,5R,6R)-2-{[(2S,3S,4R,5R,6R)-2-carboxy-6-{[(2S,3R,4R,5R,6R)-2-{[(2S,3S,4R,5R,6R)-2-carboxy-6-{[(2S,3R,4R,5R,6R)-2-{[(2S,3S,4R,5R,6R)-2-carboxy-4,5-dihydroxy-6-{[(2R,3R,4R,5R,6R)-2-hydroxy-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]-5-(sulfooxy)oxan-4-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]-5-(sulfooxy)oxan-4-yl]oxy}-4,5-dihydroxyoxan-3-yl]oxy}-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]-5-(sulfooxy)oxan-4-yl]oxy}-4,5-dihydroxyoxan-3-yl]oxy}-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]-5-(sulfooxy)oxan-4-yl]oxy}-4,5-dihydroxyoxan-3-yl]oxy}-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]-5-(sulfooxy)oxan-4-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate [H][C@@]1(O)O[C@]([H])(CO)[C@]([H])(OS([O-])(=O)=O)[C@]([H])(O[C@]2([H])O[C@]([H])(C([O-])=O)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@]([H])(OS([O-])(=O)=O)[C@]([H])(O[C@]4([H])O[C@]([H])(C([O-])=O)[C@@]([H])(O[C@]5([H])O[C@]([H])(CO)[C@]([H])(OS([O-])(=O)=O)[C@]([H])(O[C@]6([H])O[C@]([H])(C([O-])=O)[C@@]([H])(O[C@]7([H])O[C@]([H])(CO)[C@]([H])(OS([O-])(=O)=O)[C@]([H])(O[C@]8([H])O[C@]([H])(C([O-])=O)[C@@]([H])(O[C@]9([H])O[C@]([H])(CO)[C@]([H])(OS([O-])(=O)=O)[C@]([H])(O[C@]%10([H])O[C@]([H])(C([O-])=O)[C@@]([H])(O)[C@]([H])(O)[C@@]%10([H])O)[C@@]9([H])NC(C)=O)[C@]([H])(O)[C@@]8([H])O)[C@@]7([H])NC(C)=O)[C@]([H])(O)[C@@]6([H])O)[C@@]5([H])NC(C)=O)[C@]([H])(O)[C@@]4([H])O)[C@@]3([H])NC(C)=O)[C@]([H])(O)[C@@]2([H])O)[C@@]1([H])NC(C)=O InChI=1S/C70H107N5O71S5/c1-11(81)71-21-42(37(142-147(108,109)110)16(6-76)123-61(21)107)128-67-33(93)28(88)47(52(138-67)57(99)100)133-63-23(73-13(3)83)44(39(18(8-78)125-63)144-149(114,115)116)130-69-35(95)30(90)49(54(140-69)59(103)104)135-65-25(75-15(5)85)46(41(20(10-80)127-65)146-151(120,121)122)132-70-36(96)31(91)50(55(141-70)60(105)106)136-64-24(74-14(4)84)45(40(19(9-79)126-64)145-150(117,118)119)131-68-34(94)29(89)48(53(139-68)58(101)102)134-62-22(72-12(2)82)43(38(17(7-77)124-62)143-148(111,112)113)129-66-32(92)26(86)27(87)51(137-66)56(97)98/h16-55,61-70,76-80,86-96,107H,6-10H2,1-5H3,(H,71,81)(H,72,82)(H,73,83)(H,74,84)(H,75,85)(H,97,98)(H,99,100)(H,101,102)(H,103,104)(H,105,106)(H,108,109,110)(H,111,112,113)(H,114,115,116)(H,117,118,119)(H,120,121,122)/p-10/t16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26+,27+,28-,29-,30-,31-,32-,33-,34-,35-,36-,37+,38+,39+,40+,41+,42-,43-,44-,45-,46-,47+,48+,49+,50+,51+,52+,53+,54+,55+,61-,62+,63+,64+,65+,66-,67-,68-,69-,70-/m1/s1 PNOCSDIJELBTOO-BHQNPOKRSA-D belongs to the class of organic compounds known as oligosaccharide sulfates. These are carbohydrates containing between 3 and 9 sugar units, one of which bear one or more sulfate groups. Oligosaccharide sulfates Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic heteromonocyclic compounds Acetals Acetamides Acylaminosugars Alkyl sulfates Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Fatty acyl glycosides Hemiacetals Hydrocarbon derivatives N-acyl-alpha-hexosamines O-glucuronides O-glycosyl compounds Organic anions Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Pentacarboxylic acids and derivatives Polyols Primary alcohols Pyrans Secondary alcohols Secondary carboxylic acid amides Sulfuric acid monoesters 1-o-glucuronide Acetal Acetamide Acylaminosugar Alcohol Aliphatic heteromonocyclic compound Alkyl sulfate Beta-hydroxy acid Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Fatty acyl Fatty acyl glycoside Glucuronic acid or derivatives Glycosyl compound Hemiacetal Hydrocarbon derivative Hydroxy acid N-acyl-alpha-hexosamine O-glucuronide O-glycosyl compound Oligosaccharide sulfate Organic anion Organic nitrogen compound Organic oxide Organic sulfuric acid or derivatives Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Pentacarboxylic acid or derivatives Polyol Primary alcohol Pyran Secondary alcohol Secondary carboxylic acid amide Sulfate-ester Sulfuric acid ester Sulfuric acid monoester Solid logp -0.66 ALOGPS logs -1.72 ALOGPS solubility 4.69e+01 g/l ALOGPS logp -14 ChemAxon pka_strongest_acidic -2.6 ChemAxon iupac (2S,3S,4S,5R,6R)-6-{[(2S,3R,4R,5R,6R)-2-{[(2S,3S,4R,5R,6R)-2-carboxy-6-{[(2S,3R,4R,5R,6R)-2-{[(2S,3S,4R,5R,6R)-2-carboxy-6-{[(2S,3R,4R,5R,6R)-2-{[(2S,3S,4R,5R,6R)-2-carboxy-6-{[(2S,3R,4R,5R,6R)-2-{[(2S,3S,4R,5R,6R)-2-carboxy-4,5-dihydroxy-6-{[(2R,3R,4R,5R,6R)-2-hydroxy-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]-5-(sulfooxy)oxan-4-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]-5-(sulfooxy)oxan-4-yl]oxy}-4,5-dihydroxyoxan-3-yl]oxy}-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]-5-(sulfooxy)oxan-4-yl]oxy}-4,5-dihydroxyoxan-3-yl]oxy}-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]-5-(sulfooxy)oxan-4-yl]oxy}-4,5-dihydroxyoxan-3-yl]oxy}-6-(hydroxymethyl)-3-[(1-oxidoethylidene)amino]-5-(sulfooxy)oxan-4-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate ChemAxon average_mass 2304.835 ChemAxon mono_mass 2303.273689741 ChemAxon smiles [H][C@@]1(O)O[C@]([H])(CO)[C@]([H])(OS([O-])(=O)=O)[C@]([H])(O[C@]2([H])O[C@]([H])(C([O-])=O)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@]([H])(OS([O-])(=O)=O)[C@]([H])(O[C@]4([H])O[C@]([H])(C([O-])=O)[C@@]([H])(O[C@]5([H])O[C@]([H])(CO)[C@]([H])(OS([O-])(=O)=O)[C@]([H])(O[C@]6([H])O[C@]([H])(C([O-])=O)[C@@]([H])(O[C@]7([H])O[C@]([H])(CO)[C@]([H])(OS([O-])(=O)=O)[C@]([H])(O[C@]8([H])O[C@]([H])(C([O-])=O)[C@@]([H])(O[C@]9([H])O[C@]([H])(CO)[C@]([H])(OS([O-])(=O)=O)[C@]([H])(O[C@]%10([H])O[C@]([H])(C([O-])=O)[C@@]([H])(O)[C@]([H])(O)[C@@]%10([H])O)[C@@]9([H])NC(C)=O)[C@]([H])(O)[C@@]8([H])O)[C@@]7([H])NC(C)=O)[C@]([H])(O)[C@@]6([H])O)[C@@]5([H])NC(C)=O)[C@]([H])(O)[C@@]4([H])O)[C@@]3([H])NC(C)=O)[C@]([H])(O)[C@@]2([H])O)[C@@]1([H])NC(C)=O ChemAxon formula C70H97N5O71S5 ChemAxon inchi InChI=1S/C70H107N5O71S5/c1-11(81)71-21-42(37(142-147(108,109)110)16(6-76)123-61(21)107)128-67-33(93)28(88)47(52(138-67)57(99)100)133-63-23(73-13(3)83)44(39(18(8-78)125-63)144-149(114,115)116)130-69-35(95)30(90)49(54(140-69)59(103)104)135-65-25(75-15(5)85)46(41(20(10-80)127-65)146-151(120,121)122)132-70-36(96)31(91)50(55(141-70)60(105)106)136-64-24(74-14(4)84)45(40(19(9-79)126-64)145-150(117,118)119)131-68-34(94)29(89)48(53(139-68)58(101)102)134-62-22(72-12(2)82)43(38(17(7-77)124-62)143-148(111,112)113)129-66-32(92)26(86)27(87)51(137-66)56(97)98/h16-55,61-70,76-80,86-96,107H,6-10H2,1-5H3,(H,71,81)(H,72,82)(H,73,83)(H,74,84)(H,75,85)(H,97,98)(H,99,100)(H,101,102)(H,103,104)(H,105,106)(H,108,109,110)(H,111,112,113)(H,114,115,116)(H,117,118,119)(H,120,121,122)/p-10/t16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26+,27+,28-,29-,30-,31-,32-,33-,34-,35-,36-,37+,38+,39+,40+,41+,42-,43-,44-,45-,46-,47+,48+,49+,50+,51+,52+,53+,54+,55+,61-,62+,63+,64+,65+,66-,67-,68-,69-,70-/m1/s1 ChemAxon inchikey PNOCSDIJELBTOO-BHQNPOKRSA-D ChemAxon polar_surface_area 1215.03 ChemAxon refractivity 541.99 ChemAxon polarizability 202.69 ChemAxon rotatable_bond_count 43 ChemAxon acceptor_count 71 ChemAxon donor_count 22 ChemAxon physiological_charge -12 ChemAxon formal_charge -10 ChemAxon HMDB00652 #<Reference:0x000055ce33028648> #<Reference:0x000055ce33028328> #<Reference:0x000055ce33028058> #<Reference:0x000055ce33023da0> #<Reference:0x000055ce33023b48> #<Reference:0x000055ce33023990> #<Reference:0x000055ce330237b0> #<Reference:0x000055ce330235d0> #<Reference:0x000055ce330233a0> #<Reference:0x000055ce330231e8> #<Reference:0x000055ce33023030> #<Reference:0x000055ce33022e78> #<Reference:0x000055ce33022cc0> #<Reference:0x000055ce33022a90> 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 Carbohydrate sulfotransferase 12 Q9NRB3 CHST12 Carbohydrate sulfotransferase 13 Q8NET6 CHST13 Carbohydrate sulfotransferase 15 Q7LFX5 CHST15 UDP-glucuronosyltransferase 1-1 P22309 UGT1A1 UDP-glucuronosyltransferase 1-4 P22310 UGT1A4 UDP-glucuronosyltransferase 1-6 P19224 UGT1A6 UDP-glucuronosyltransferase 1-9 O60656 UGT1A9 UDP-glucuronosyltransferase 2B4 P06133 UGT2B4 UDP-glucuronosyltransferase 2B7 P16662 UGT2B7