1.0 2011-09-21 00:16:41 UTC 2015-10-09 22:33:05 UTC FDB022599 Heparin A highly acidic mucopolysaccharide formed of equal parts of sulfated D-glucosamine and D-glucuronic acid with sulfaminic bridges. The molecular weight ranges from six to twenty thousand. Heparin occurs in and is obtained from liver, lung, mast cells, etc., of vertebrates. Its function is unknown, but it is used to prevent blood clotting in vivo and vitro, in the form of many different salts. [HMDB] alpha-Heparin Arteven Bemiparin Certoparin Clexane Clivarine Dalteparin Enoxaparin Eparina Fraxiparin Heparin Heparin Sodium Heparin sulfate Heparin sulphate Heparinate Heparinic acid Heparinsodiumsalt Thromboliquine C26H41NO34S4 1039.85 1039.039280225 (2S,3S,4R,5R,6R)-6-{[(2S,3S,4S,5R,6S)-6-{[(2R,3S,4S,5R)-2-carboxy-4,6-dihydroxy-5-(sulfooxy)oxan-3-yl]oxy}-2-hydroxy-4-(sulfomethyl)-5-(sulfooxy)oxan-3-yl]oxy}-3-{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-[(sulfooxy)methyl]oxan-2-yl]oxy}-4,5-dihydroxyoxane-2-carboxylic acid (2S,3S,4R,5R,6R)-6-{[(2S,3S,4S,5R,6S)-6-{[(2R,3S,4S,5R)-2-carboxy-4,6-dihydroxy-5-(sulfooxy)oxan-3-yl]oxy}-2-hydroxy-4-(sulfomethyl)-5-(sulfooxy)oxan-3-yl]oxy}-3-{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-[(sulfooxy)methyl]oxan-2-yl]oxy}-4,5-dihydroxyoxane-2-carboxylic acid 9005-49-6 CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](COS(O)(=O)=O)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@@H]2[C@@H](O)O[C@H](O[C@H]3[C@H](O)[C@@H](OS(O)(=O)=O)C(O)O[C@H]3C(O)=O)[C@H](OS(O)(=O)=O)[C@H]2CS(O)(=O)=O)O[C@@H]1C(O)=O InChI=1S/C26H41NO34S4/c1-4(28)27-7-9(30)8(29)6(2-52-63(43,44)45)53-24(7)56-15-10(31)11(32)25(58-19(15)21(36)37)55-13-5(3-62(40,41)42)14(60-64(46,47)48)26(59-22(13)38)57-16-12(33)17(61-65(49,50)51)23(39)54-18(16)20(34)35/h5-19,22-26,29-33,38-39H,2-3H2,1H3,(H,27,28)(H,34,35)(H,36,37)(H,40,41,42)(H,43,44,45)(H,46,47,48)(H,49,50,51)/t5-,6+,7+,8+,9+,10+,11+,12-,13-,14+,15-,16-,17+,18+,19-,22-,23?,24+,25+,26-/m0/s1 ZFGMDIBRIDKWMY-PASTXAENSA-N belongs to the class of organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group. N-acyl-alpha-hexosamines Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic heteromonocyclic compounds Acetals Acetamides Alkanesulfonic acids Alkyl sulfates Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Disaccharide sulfates Fatty acyl glycosides of mono- and disaccharides Hemiacetals Hydrocarbon derivatives O-glucuronides O-glycosyl compounds Organic oxides Organonitrogen compounds Organopnictogen compounds Organosulfonic acids Oxacyclic compounds Oxanes Pyrans Secondary alcohols Secondary carboxylic acid amides Sulfonyls Sulfuric acid monoesters 1-o-glucuronide Acetal Acetamide Alcohol Aliphatic heteromonocyclic compound Alkanesulfonic acid Alkyl sulfate Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Disaccharide Disaccharide sulfate Fatty acyl Fatty acyl glycoside Fatty acyl glycoside of mono- or disaccharide Glucuronic acid or derivatives Glycosyl compound Hemiacetal Hydrocarbon derivative N-acyl-alpha-hexosamine O-glucuronide O-glycosyl compound Organic nitrogen compound Organic oxide Organic sulfonic acid or derivatives Organic sulfuric acid or derivatives Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Organosulfonic acid Organosulfonic acid or derivatives Organosulfur compound Oxacycle Oxane Pyran Secondary alcohol Secondary carboxylic acid amide Sulfate-ester Sulfonyl Sulfuric acid ester Sulfuric acid monoester Solid logp -1.69 ALOGPS logs -1.56 ALOGPS solubility 2.88e+01 g/l ALOGPS logp -15 ChemAxon pka_strongest_acidic -2.6 ChemAxon pka_strongest_basic -4.4 ChemAxon iupac (2S,3S,4R,5R,6R)-6-{[(2S,3S,4S,5R,6S)-6-{[(2R,3S,4S,5R)-2-carboxy-4,6-dihydroxy-5-(sulfooxy)oxan-3-yl]oxy}-2-hydroxy-4-(sulfomethyl)-5-(sulfooxy)oxan-3-yl]oxy}-3-{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-[(sulfooxy)methyl]oxan-2-yl]oxy}-4,5-dihydroxyoxane-2-carboxylic acid ChemAxon average_mass 1039.85 ChemAxon mono_mass 1039.039280225 ChemAxon smiles CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](COS(O)(=O)=O)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@@H]2[C@@H](O)O[C@H](O[C@H]3[C@H](O)[C@@H](OS(O)(=O)=O)C(O)O[C@H]3C(O)=O)[C@H](OS(O)(=O)=O)[C@H]2CS(O)(=O)=O)O[C@@H]1C(O)=O ChemAxon formula C26H41NO34S4 ChemAxon inchi InChI=1S/C26H41NO34S4/c1-4(28)27-7-9(30)8(29)6(2-52-63(43,44)45)53-24(7)56-15-10(31)11(32)25(58-19(15)21(36)37)55-13-5(3-62(40,41)42)14(60-64(46,47)48)26(59-22(13)38)57-16-12(33)17(61-65(49,50)51)23(39)54-18(16)20(34)35/h5-19,22-26,29-33,38-39H,2-3H2,1H3,(H,27,28)(H,34,35)(H,36,37)(H,40,41,42)(H,43,44,45)(H,46,47,48)(H,49,50,51)/t5-,6+,7+,8+,9+,10+,11+,12-,13-,14+,15-,16-,17+,18+,19-,22-,23?,24+,25+,26-/m0/s1 ChemAxon inchikey ZFGMDIBRIDKWMY-PASTXAENSA-N ChemAxon polar_surface_area 555.09 ChemAxon refractivity 182.32 ChemAxon polarizability 86.42 ChemAxon rotatable_bond_count 18 ChemAxon acceptor_count 31 ChemAxon donor_count 14 ChemAxon physiological_charge -6 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 1695 Specdb::MsMs 95517 Specdb::MsMs 95518 Specdb::MsMs 95519 Specdb::MsMs 159792 Specdb::MsMs 159793 Specdb::MsMs 159794 Specdb::NmrTwoD 1636 HMDB01394 28304 #<Reference:0x000055ce33238208> #<Reference:0x000055ce33238050> #<Reference:0x000055ce33233e10> #<Reference:0x000055ce33233c58> #<Reference:0x000055ce33233aa0> #<Reference:0x000055ce332338e8> #<Reference:0x000055ce33233730> #<Reference:0x000055ce33233578> #<Reference:0x000055ce332333c0> #<Reference:0x000055ce33233208> #<Reference:0x000055ce33233000> #<Reference:0x000055ce33232e20> #<Reference:0x000055ce33232c40> #<Reference:0x000055ce33232a60> #<Reference:0x000055ce33232880> #<Reference:0x000055ce332326c8> #<Reference:0x000055ce33232510> 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 Antithrombin-III P01008 SERPINC1 Apolipoprotein B-100 P04114 APOB Apolipoprotein E P02649 APOE Basic fibroblast growth factor receptor 1 P11362 FGFR1 Fibronectin P02751 FN1 Heparin cofactor 2 P05546 SERPIND1 Heparin-binding growth factor 1 P05230 FGF1 Heparin-binding growth factor 2 P09038 FGF2 Keratinocyte growth factor P21781 FGF7 Midkine P21741 MDK Pleiotrophin P21246 PTN Proheparin-binding EGF-like growth factor Q99075 HBEGF 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 Vascular endothelial growth factor A P15692 VEGFA