fondaparinux (CHEBI:61033)

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CHEBI:61033 - fondaparinux

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ChEBI ID	CHEBI:61033
ChEBI Name	fondaparinux
Stars
Definition	A synthetic pentasaccharide which, apart from the O-methyl group at the reducing end of the molecule, consists of monomeric sugar units which are identical to a sequence of five monomeric sugar units that can be isolated after either chemical or enzymatic cleavage of the polymeric glycosaminoglycans heparin and heparan sulfate.
Secondary ChEBI ID	CHEBI:44566
Last Modified	11 December 2019
Submitter	Marcus Ennis
Downloads	Molfile

Formula	C31H53N3O49S8
Net Charge	0
Average Mass	1508.273
Monoisotopic Mass	1506.95133
SMILES	CO[C@H]1O[C@H](COS(=O)(=O)O)[C@@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](O[C@H]3O[C@H](COS(=O)(=O)O)[C@@H](O[C@@H]4O[C@H](C(=O)O)[C@@H](O[C@H]5O[C@H](COS(=O)(=O)O)[C@@H](O)[C@H](O)[C@H]5NS(=O)(=O)O)[C@H](O)[C@H]4O)[C@H](OS(=O)(=O)O)[C@H]3NS(=O)(=O)O)[C@H](O)[C@H]2OS(=O)(=O)O)[C@H](O)[C@H]1NS(=O)(=O)O
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
InChIKey	KANJSNBRCNMZMV-ABRZTLGGSA-N

Wikipedia

Roles Classification

anticoagulant An agent that prevents blood clotting.

ChEBI Ontology

Outgoing Relation(s)
	fondaparinux (CHEBI:61033) has functional parent normethylfondaparinux (CHEBI:145599)
	fondaparinux (CHEBI:61033) has role anticoagulant (CHEBI:50249)
	fondaparinux (CHEBI:61033) is a amino sugar (CHEBI:28963)
	fondaparinux (CHEBI:61033) is a oligosaccharide sulfate (CHEBI:37909)
	fondaparinux (CHEBI:61033) is a pentasaccharide derivative (CHEBI:63566)
	fondaparinux (CHEBI:61033) is conjugate acid of fondaparinux(10−) (CHEBI:61038)
Incoming Relation(s)
Incoming Relation(s)	fondaparinux(10−) (CHEBI:61038) is conjugate base of fondaparinux (CHEBI:61033)

IUPAC Name
methyl 2-deoxy-6-O-sulfo-2-(sulfoamino)-α-D-glucopyranosyl-(1→4)-β-D-glucopyranuronosyl-(1→4)-2-deoxy-3,6-di-O-sulfo-2-(sulfoamino)-α-D-glucopyranosyl-(1→4)-2-O-sulfo-α-L-idopyranuronosyl-(1→4)-2-deoxy-6-O-sulfo-2-(sulfoamino)-α-D-glucopyranoside

Synonyms	Source
fondaparin	DrugCentral
Natural heparin pentasaccharide	ChemIDplus

Manual Xrefs	Databases
1236	DrugCentral
Fondaparinux	Wikipedia
NTO	PDBeChem
PPR103739	PPR

Registry Numbers	Sources
Reaxys:9381701	Reaxys
CAS:104993-28-4	ChemIDplus

Citations