Fondaparinux Sodium

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CAS Number

114870-03-0

Synonyms

Sodium (2S,3S,4R,5R,6R) -6- (((2R,3R,4R,5R,6R) -6- (((2R,3S,4S,5R,6R) -2-carboxylato-4-hydroxy-6- (((2R,3S,4R,5R,6S) -4-hydroxy-6-methoxy-5- (sulfonatoamino) -2- ((sulfonatooxy) methyl) tetrahydro-2H-pyran-3-yl) oxy) -5- (sulfonatooxy) tetrahydro-2H-pyran-3-yl) oxy) -5- (sulfonatoamino) -4- (sulfonatooxy) -2- ((sulfonatooxy) methyl) tetrahydro-2H-pyran-3-yl) oxy) -3- (((2R,3R,4R,5S,6R) -4,5-dihydroxy-3- (sulfonatoamino) -6- ((sulfonatooxy) methyl) tetrahydro-2H-pyran-2-yl) oxy) -4,5-dihydroxytetrahydro-2H-pyran-2-carboxylate; Methyl O-2-Deoxy-6-O-sulfo-2- (sulfoamino) -?-D-glucopyranosyl- (14) -O-?-D-glucopyranuronosyl- (14) -O-2-deoxy-3,6-di-O-sulfo-2- (sulfoamino) -?-D-glucopyranosyl- (14) -O-2-O-sulfo-?-L-idopyranuronosyl- (14) -2-deoxy-2- (sulfoamino) -?-D-glucopyranoside 6- (Hydrogen Sulfate) Decasodium Salt; Arixtra; Fondaparin Sodium; IC 85158; IC 851589; Org 31540; SR 90107A; Xantidar

Molecular Formula

C31H43N3O49S8. 10 Na

Molecular Weight

1498.19 10 22.99

API Name

Fondaparinux

Chemical Information

Fondaparinux Sodium

Fondaparinux Sodium is the sodium salt form of fondaparinux, a synthetic glucopyranoside with antithrombotic activity. Fondaparinux sodium selectively binds to antithrombin III, thereby potentiating the innate neutralization of activated factor X (Factor Xa) by antithrombin. Neutralization of Factor Xa inhibits its activity and interrupts the blood coagulation cascade, thereby preventing thrombin formation and thrombus development. (NCI05)

CAS Number	114870-03-0
PubChem CID	636380
IUPAC Name	decasodium;(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5R,6R)-6-[(2R,3S,4S,5R,6R)-2-carboxylato-4-hydroxy-6-[(2R,3S,4R,5R,6S)-4-hydroxy-6-methoxy-5-(sulfonatoamino)-2-(sulfonatooxymethyl)oxan-3-yl]oxy-5-sulfonatooxyoxan-3-yl]oxy-5-(sulfonatoamino)-4-sulfonatooxy-2-(sulfonatooxymethyl)oxan-3-yl]oxy-3-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-(sulfonatoamino)-6-(sulfonatooxymethyl)oxan-2-yl]oxy-4,5-dihydroxyoxane-2-carboxylate
Molecular Formula	C31H43N3Na10O49S8
Molecular Weight	1728.1
Topological Polar Surface Area	901
Hydrogen Bond Donor Count	9
Hydrogen Bond Acceptor Count	52
Rotatable Bond Count	20
Heavy Atom Count	101
Formal Charge	0
Complexity	3330

SMILES

CO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COS(=O)(=O)[O-])O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](O2)C(=O)[O-])O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COS(=O)(=O)[O-])O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)[O-])O[C@@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COS(=O)(=O)[O-])O)O)NS(=O)(=O)[O-])O)O)OS(=O)(=O)[O-])NS(=O)(=O)[O-])O)OS(=O)(=O)[O-])O)NS(=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]

InChI

InChI=1S/C31H53N3O49S8.10Na/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);;;;;;;;;;/q;10*+1/p-10/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

XEKSTYNIJLDDAZ-JASSWCPGSA-D

Chemical Structure

2D Structure

CAS: 114870-03-0

CID: 636380

Formula: C31H43N3Na10O49S8

MW: 1728.1

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	1728.1
Hydrogen Bond Donor Count	9
Hydrogen Bond Acceptor Count	52
Rotatable Bond Count	20
Exact Mass	1726.7707769
Monoisotopic Mass	1726.7707769
Topological Polar Surface Area	901 Å²
Heavy Atom Count	101
Formal Charge	0
Complexity	3330
Isotope Atom Count	0
Defined Atom Stereocenter Count	25
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	11
Compound Is Canonicalized	Yes

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Alternative Products

Catalog	Name
562849	Fondaparinux sodium
HY-B0597-01	Fondaparinux (sodium)
HY-B0597R-01	Fondaparinux (sodium) (Standard)
TRC-F683503-2.5MG	Fondaparinux-dx Sodium
A17918-10	Fondaparinux Sodium 10mg
A17918-2	Fondaparinux Sodium 2mg
TRC-F683510-25MG	Fondaparinux Sodium Impurity
A17918-25	Fondaparinux Sodium 25mg
A17918-5	Fondaparinux Sodium 5mg
TRC-F683502-5MG	Fondaparinux-13C6 Sodium

Fondaparinux Sodium

Chemical Information

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