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CAS 104993-28-4

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Heparin pentasaccharide

Description:
Heparin pentasaccharide is a specific oligosaccharide derived from heparin, a naturally occurring anticoagulant found in the body. This pentasaccharide consists of five sugar units and is known for its ability to bind to antithrombin III, a key protein in the regulation of blood coagulation. The binding enhances the inhibitory effect of antithrombin on thrombin and factor Xa, thereby exerting anticoagulant properties. Heparin pentasaccharide is characterized by its high negative charge density due to the presence of sulfate and carboxylate groups, which contributes to its biological activity. It is often used in research and therapeutic applications, particularly in the development of anticoagulant drugs. The CAS number 104993-28-4 uniquely identifies this compound in chemical databases, facilitating its study and application in various fields, including pharmacology and biochemistry. Overall, heparin pentasaccharide plays a crucial role in anticoagulation therapy and serves as a model for designing synthetic anticoagulants.
Formula:C31H53N3O49S8
InChI:InChI=1S/C31H53N3O49S8/c1-69-27-9(33-85(48,49)50)13(37)17(6(74-27)3-71-88(57,58)59)76-31-22(83-91(66,67)68)16(40)21(24(81-31)26(43)44)79-29-10(34-86(51,52)53)19(82-90(63,64)65)18(7(75-29)4-72-89(60,61)62)77-30-15(39)14(38)20(23(80-30)25(41)42)78-28-8(32-84(45,46)47)12(36)11(35)5(73-28)2-70-87(54,55)56/h5-24,27-40H,2-4H2,1H3,(H,41,42)(H,43,44)(H,45,46,47)(H,48,49,50)(H,51,52,53)(H,54,55,56)(H,57,58,59)(H,60,61,62)(H,63,64,65)(H,66,67,68)/t5-,6-,7-,8-,9-,10-,11-,12-,13-,14-,15-,16+,17-,18-,19-,20+,21+,22-,23+,24-,27+,28-,29-,30-,31-/m1/s1
InChI key:InChIKey=KANJSNBRCNMZMV-ABRZTLGGSA-N
SMILES:O([C@H]1[C@H](OS(=O)(=O)O)[C@@H](NS(=O)(=O)O)[C@@H](O[C@@H]2[C@H](C(O)=O)O[C@@H](O[C@@H]3[C@@H](COS(=O)(=O)O)O[C@H](OC)[C@H](NS(=O)(=O)O)[C@H]3O)[C@H](OS(=O)(=O)O)[C@H]2O)O[C@@H]1COS(=O)(=O)O)[C@@H]4O[C@H](C(O)=O)[C@@H](O[C@@H]5[C@H](NS(=O)(=O)O)[C@@H](O)[C@H](O)[C@@H](COS(=O)(=O)O)O5)[C@H](O)[C@H]4O
Synonyms:
  • Heparin pentasaccharide
  • PENTA
  • SR 90107
  • α-D-Glucopyranoside, methyl O-2-deoxy-6-O-sulfo-2-(sulfoamino)-α-D-glucopyranosyl-(1→4)-O-β-D-glucopyranuronosyl-(1→4)-O-2-deoxy-3,6-di-O-sulfo-2-(sulfoamino)-α-D-glucopyranosyl-(1→4)-O-2-O-sulfo-α-L-idopyranuronosyl-(1→4)-2-deoxy-2-(sulfoamino)-, 6-(hydrogen sulfate)
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