heparin

Ligand Id: 4214
Ligand name heparin

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 35
Hydrogen bond donors 14
Rotatable bonds 19
Topological polar surface area 588.61
Molecular weight 1039.04
XLogP -11.46
No. Lipinski's rules broken 3

Molecular properties generated using the CDK


Classification
Compound class Metabolite or derivative
Approved drug? Yes (source: FDA (1939))
IUPAC Name
(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
International Nonproprietary Names
INN number INN
392 heparin sodium
Database Links
CAS Registry No. 9005-49-6
ChEBI CHEBI:28304
ChEMBL Ligand CHEMBL526514
DrugBank Ligand DB01109
PubChem CID 22833565
Search Google for chemical match using the InChIKey ZFGMDIBRIDKWMY-PASTXAENSA-N
Search Google for chemicals with the same backbone ZFGMDIBRIDKWMY
Search PubMed clinical trials heparin sodium
Search PubMed titles heparin sodium
Search PubMed titles/abstracts heparin sodium
Wikipedia Heparin
Comments
The exact structure of commercial heparin varies according to the confirmation of its disaccharide subunits. Heparin is a polymer made up from carbohydrate subunits. The structure shown here matches the structure for the CAS registry number 9005-49-6. A natural product, found in various species, heparin is used clinically as an anti-coagulant. Commercial preparations usually vary in size from 12-15 kDa, while a low molecular weight variant is also available. Database entries may specify the sodium salt forms.