fondaparinux (CHEBI:61033)

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CHEBI:61033 - fondaparinux

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

Biological Roles:

anti-obesity agent Any substance which is used to reduce or control weight.

antiviral agent A substance that destroys or inhibits replication of viruses.

Applications:

antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.

anti-arrhythmia drug A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.

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 anti-arrhythmia drug (CHEBI:38070)
	fondaparinux (CHEBI:61033) has role anti-obesity agent (CHEBI:74518)
	fondaparinux (CHEBI:61033) has role anticoagulant (CHEBI:50249)
	fondaparinux (CHEBI:61033) has role antineoplastic agent (CHEBI:35610)
	fondaparinux (CHEBI:61033) has role antiviral agent (CHEBI:22587)
	fondaparinux (CHEBI:61033) has role cardiovascular drug (CHEBI:35554)
	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
Fondaparinux	ChEMBL
Natural heparin pentasaccharide	ChemIDplus
ORG-31540 FREE ACID	ChEMBL
ORG31540 FREE ACID	ChEMBL
SR 901107A	ChEMBL

Manual Xrefs	Databases
1236	DrugCentral
Fondaparinux	Wikipedia
NTO	PDBeChem
PPR103739	PPR

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

Citations