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Sodium heparin

PubChem CID: 22833565

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Compound Synonyms Sodium heparin, (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, HepFlush, CHEMBL526514, GTPL4214, SCHEMBL25437596, S01XA14, ZFGMDIBRIDKWMY-PASTXAENSA-N, BDBM50480251, (2S,3S,4R,5R,6R)-3-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(sulfooxymethyl)oxan-2-yl]oxy-6-[(2S,3S,4S,5R,6S)-6-[(2R,3S,4S,5R)-2-carboxy-4,6-dihydroxy-5-sulfooxyoxan-3-yl]oxy-2-hydroxy-4-(sulfomethyl)-5-sulfooxyoxan-3-yl]oxy-4,5-dihydroxyoxane-2-carboxylic acid
Topological Polar Surface Area 589.0
Hydrogen Bond Donor Count 14.0
Heavy Atom Count 65.0
Description 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]
Isotope Atom Count 0.0
Molecular Complexity 2140.0
Database Name cmaup_ingredients;fooddb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 19.0
Enzyme Uniprot Id P06133, P22310, P16662, P22309, O60656, P19224, P11362, P05546, P01008, P02649, P02751, P04114, P09038, P15692, P21246, P05230, P21741, Q99075, P21781
Uniprot Id Q72547, n.a.
Iupac Name (2S,3S,4R,5R,6R)-3-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(sulfooxymethyl)oxan-2-yl]oxy-6-[(2S,3S,4S,5R,6S)-6-[(2R,3S,4S,5R)-2-carboxy-4,6-dihydroxy-5-sulfooxyoxan-3-yl]oxy-2-hydroxy-4-(sulfomethyl)-5-sulfooxyoxan-3-yl]oxy-4,5-dihydroxyoxane-2-carboxylic acid
Prediction Hob 0.0
Class Fatty Acyls
Xlogp -10.4
Superclass Lipids and lipid-like molecules
Subclass Fatty acyl glycosides
Molecular Formula C26H41NO34S4
Prediction Swissadme 0.0
Inchi Key ZFGMDIBRIDKWMY-PASTXAENSA-N
Fcsp3 0.8846153846153846
Logs 2.793
Rotatable Bond Count 18.0
State Solid
Logd -3.348
Synonyms alpha-Heparin, Arteven, Bemiparin, Certoparin, Clexane, Clivarine, Dalteparin, Enoxaparin, Eparina, Fraxiparin, Heparin, Heparin Sodium, Heparin sulfate, Heparin sulphate, Heparinate, Heparinic acid, Heparinsodiumsalt, Thromboliquine
Substituent Name Fatty acyl glycoside of mono- or disaccharide, Disaccharide sulfate, N-acyl-alpha-hexosamine, O-glucuronide, 1-o-glucuronide, Glucuronic acid or derivatives, Glucosamine, Amino sugar, O-glycosyl compound, Glycosyl compound, Disaccharide, Pyran carboxylic acid, Pyran carboxylic acid or derivatives, Amino saccharide, Sulfuric acid monoester, Sulfuric acid ester, Alkyl sulfate, Sulfate-ester, Pyran, Oxane, Dicarboxylic acid or derivatives, Saccharide, Alkanesulfonic acid, Sulfonyl, Sulfonic acid derivative, Sulfonic acid, Organic sulfuric acid or derivatives, Secondary alcohol, Hemiacetal, 1,2-diol, Oxacycle, Organoheterocyclic compound, Organic 1,3-dipolar compound, Propargyl-type 1,3-dipolar organic compound, Ether, Carboxylic acid, Carboxylic acid derivative, Carboximidic acid derivative, Carboximidic acid, Acetal, Hydrocarbon derivative, Organosulfur compound, Organooxygen compound, Organonitrogen compound, Carbonyl group, Alcohol, Aliphatic heteromonocyclic compound
Compound Name Sodium heparin
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 1039.04
Formal Charge 0.0
Monoisotopic Mass 1039.04
Hydrogen Bond Acceptor Count 34.0
Molecular Weight 1039.9
Covalent Unit Count 1.0
Total Atom Stereocenter Count 20.0
Total Bond Stereocenter Count 0.0
Esol 1.2323989999999951
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
Smiles CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1O[C@H]2[C@@H]([C@H]([C@@H](O[C@@H]2C(=O)O)O[C@H]3[C@@H]([C@H]([C@H](O[C@@H]3O)O[C@H]4[C@@H]([C@H](C(O[C@H]4C(=O)O)O)OS(=O)(=O)O)O)OS(=O)(=O)O)CS(=O)(=O)O)O)O)COS(=O)(=O)O)O)O
Nring 4.0
Defined Bond Stereocenter Count 0.0

  • 1. Outgoing r'ship FOUND_IN to/from Gardenia Jasminoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all