1.0 2011-09-21 00:09:46 UTC 2018-05-29 01:52:45 UTC FDB022184 Heparan sulfate A heteropolysaccharide that is similar in structure to heparin. It accumulates in individuals with mucopolysaccharidosis. Heparan sulfate (HS) is a linear polysaccharide found in all animal tissues. It occurs as a proteoglycan (PG) in which two or three HS chains are attached in close proximity to cell suface or extracellular matrix proteins.[1][2] It is in this form that HS binds to a variety of protein ligands and regulates a wide variety of biological activities, including developmental processes, angiogenesis, blood coagulation and tumour metastasis. [HMDB] alpha-Idosane Heparan N-sulfate Heparan N-sulphate Heparan sulfate Heparan sulfic acid Heparan sulphate Heparatan sulfate Heparatan sulphate Heparitin Heparitin monosulfate Heparitin monosulphate Heparitin sulfate Heparitin sulphate HHS 5 N-Acetylheparan sulfate N-Acetylheparan sulphate Suleparoid Tavidan C14H23NO21S3 637.522 636.992468873 (2S,3R,4R,5S,6R)-4-hydroxy-3-methoxy-6-{[(2S,3R,4S,5S,6R)-6-methoxy-4-oxido-5-[(sulfooxy)amino]-2-[(sulfooxy)methyl]oxan-3-yl]oxy}-5-(sulfooxy)oxane-2-carboxylate tavidan 9050-30-0 CO[C@@H]1O[C@@H](COS(O)(=O)=O)[C@H](O[C@@H]2O[C@@H]([C@H](OC)[C@@H](O)[C@@H]2OS(O)(=O)=O)C([O-])=O)[C@@H]([O-])[C@@H]1NOS(O)(=O)=O InChI=1S/C14H24NO21S3/c1-29-9-7(17)10(35-38(23,24)25)14(34-11(9)12(18)19)33-8-4(3-31-37(20,21)22)32-13(30-2)5(6(8)16)15-36-39(26,27)28/h4-11,13-15,17H,3H2,1-2H3,(H,18,19)(H,20,21,22)(H,23,24,25)(H,26,27,28)/q-1/p-1/t4-,5-,6-,7+,8-,9+,10-,11-,13+,14+/m0/s1 WKPUACLQLIIVJJ-RHKLHVFKSA-M belongs to the class of organic compounds known as disaccharide sulfates. These are disaccharides carrying one or more sulfate group on a sugar unit. Disaccharide sulfates Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic heteromonocyclic compounds Acetals Alkoxides Alkyl sulfates Carbonyl compounds Carboxylic acids Dialkyl ethers Hydrocarbon derivatives Monocarboxylic acids and derivatives O-glucuronides O-glycosyl compounds Organic anions Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Pyrans Secondary alcohols Sulfuric acid monoesters 1-o-glucuronide Acetal Alcohol Aliphatic heteromonocyclic compound Alkoxide Alkyl sulfate Carbonyl group Carboxylic acid Carboxylic acid derivative Dialkyl ether Disaccharide sulfate Ether Glucuronic acid or derivatives Glycosyl compound Hydrocarbon derivative Monocarboxylic acid or derivatives O-glucuronide O-glycosyl compound Organic anion Organic nitrogen compound Organic oxide Organic sulfuric acid or derivatives Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Pyran Secondary alcohol Sulfate-ester Sulfuric acid ester Sulfuric acid monoester Solid logp -1.87 ALOGPS logs -1.88 ALOGPS solubility 8.80e+00 g/l ALOGPS logp -8.1 ChemAxon pka_strongest_acidic -3.3 ChemAxon pka_strongest_basic 1.99 ChemAxon iupac (2S,3R,4R,5S,6R)-4-hydroxy-3-methoxy-6-{[(2S,3R,4S,5S,6R)-6-methoxy-4-oxido-5-[(sulfooxy)amino]-2-[(sulfooxy)methyl]oxan-3-yl]oxy}-5-(sulfooxy)oxane-2-carboxylate ChemAxon average_mass 637.522 ChemAxon mono_mass 636.992468873 ChemAxon smiles CO[C@@H]1O[C@@H](COS(O)(=O)=O)[C@H](O[C@@H]2O[C@@H]([C@H](OC)[C@@H](O)[C@@H]2OS(O)(=O)=O)C([O-])=O)[C@@H]([O-])[C@@H]1NOS(O)(=O)=O ChemAxon formula C14H23NO21S3 ChemAxon inchi InChI=1S/C14H24NO21S3/c1-29-9-7(17)10(35-38(23,24)25)14(34-11(9)12(18)19)33-8-4(3-31-37(20,21)22)32-13(30-2)5(6(8)16)15-36-39(26,27)28/h4-11,13-15,17H,3H2,1-2H3,(H,18,19)(H,20,21,22)(H,23,24,25)(H,26,27,28)/q-1/p-1/t4-,5-,6-,7+,8-,9+,10-,11-,13+,14+/m0/s1 ChemAxon inchikey WKPUACLQLIIVJJ-RHKLHVFKSA-M ChemAxon polar_surface_area 332.4 ChemAxon refractivity 142.98 ChemAxon polarizability 52.49 ChemAxon rotatable_bond_count 13 ChemAxon acceptor_count 19 ChemAxon donor_count 5 ChemAxon physiological_charge -4 ChemAxon formal_charge -2 ChemAxon Specdb::NmrTwoD 1427 Specdb::NmrOneD 1481 Specdb::MsMs 961 Specdb::MsMs 962 Specdb::MsMs 963 HMDB00693 #<Reference:0x000055ce3331e258> #<Reference:0x000055ce3331e050> #<Reference:0x000055ce3331de48> #<Reference:0x000055ce3331dc90> #<Reference:0x000055ce3331da88> #<Reference:0x000055ce3331d880> #<Reference:0x000055ce3331d6c8> #<Reference:0x000055ce3331d4c0> #<Reference:0x000055ce3331d2b8> #<Reference:0x000055ce3331d088> #<Reference:0x000055ce3331cea8> #<Reference:0x000055ce3331cc00> #<Reference:0x000055ce3331ca48> #<Reference:0x000055ce3331c868> #<Reference:0x000055ce3331c5e8> #<Reference:0x000055ce3331c408> #<Reference:0x000055ce3331c228> #<Reference:0x00007f093c0cbfb0> #<Reference:0x00007f093c0cbd58> #<Reference:0x00007f093c0cbb28> 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 Syndecan-1 P18827 SDC1 Syndecan-4 P31431 SDC4 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