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Also known as: Antimony sodium gluconate, Solusurmin, Stibogluconate sodium, Trisodium;(4r,5s,6r)-2-[[(4r,5s,6r)-4-carboxylato-6-[(1r)-1,2-dihydroxyethyl]-5-hydroxy-2-oxo-1,3,2lambda5-dioxastibinan-2-yl]oxy]-6-[(1r)-1,2-dihydroxyethyl]-5-hydroxy-2-oxo-1,3,2lambda5-dioxastibinane-4-carboxylate;nonahydrate, Solyusurmin, Solustin

Molecular Formula

C₁₂H₃₆Na₃O₂₆Sb₂+

Molecular Weight

908.89 g/mol

InChI Key

CUEDNFKBTFCOSV-UZVLBLASSA-L

Antimony complex where the metal may exist in either the pentavalent or trivalent states. The pentavalent gluconate is used in leishmaniasis. The trivalent gluconate is most frequently used in schistosomiasis.

1 2D Structure

Stibogluconate Sodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

trisodium;(4R,5S,6R)-2-[[(4R,5S,6R)-4-carboxylato-6-[(1R)-1,2-dihydroxyethyl]-5-hydroxy-2-oxo-1,3,25-dioxastibinan-2-yl]oxy]-6-[(1R)-1,2-dihydroxyethyl]-5-hydroxy-2-oxo-1,3,25-dioxastibinane-4-carboxylate;nonahydrate

2.1.2 InChI

InChI=1S/2C6H10O7.3Na.9H2O.3O.2Sb/c2*7-1-2(8)3(9)4(10)5(11)6(12)13;;;;;;;;;;;;;;;;;/h2*2-5,7-8,10H,1H2,(H,12,13);;;;9*1H2;;;;;/q2*-2;3*+1;;;;;;;;;;;;;2*+2/p-2/t2*2-,3-,4+,5-;;;;;;;;;;;;;;;;;/m11................./s1

2.1.3 InChI Key

CUEDNFKBTFCOSV-UZVLBLASSA-L

2.1.4 Canonical SMILES

C(C(C1C(C(O[Sb](=O)(O1)O[Sb]2(=O)OC(C(C(O2)C(=O)[O-])O)C(CO)O)C(=O)[O-])O)O)O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[Na+]

2.1.5 Isomeric SMILES

C([C@H]([C@@H]1[C@@H]([C@@H](O[Sb](=O)(O1)O[Sb]2(=O)O[C@@H]([C@@H]([C@@H](O2)C(=O)[O-])O)[C@@H](CO)O)C(=O)[O-])O)O)O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[Na+]

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Antimony Gluconate Sodium

2. Antimony Gluconic Acid

3. Antimony Sodium Gluconate

4. Antimony Sodium Gluconates

5. Myostibin

6. Pentostam

7. Sodium Gluconates, Antimony

8. Sodium, Stibogluconate

9. Solustibosan

10. Stibatin

11. Stibogluconate Sodium

12. Stibogluconate, Sodium

13. Triostam

2.2.2 Depositor-Supplied Synonyms

1. Antimony Sodium Gluconate

2. Solusurmin

3. Stibogluconate Sodium

4. Trisodium;(4r,5s,6r)-2-[[(4r,5s,6r)-4-carboxylato-6-[(1r)-1,2-dihydroxyethyl]-5-hydroxy-2-oxo-1,3,2lambda5-dioxastibinan-2-yl]oxy]-6-[(1r)-1,2-dihydroxyethyl]-5-hydroxy-2-oxo-1,3,2lambda5-dioxastibinane-4-carboxylate;nonahydrate

5. Solyusurmin

6. Solustin

7. Stibogluconate Sodique

8. Estibogluconato Sodico [spanish]

9. Natrii Stibogluconas [inn-latin]

10. Estibogluconato Sodico [inn-spanish]

11. Sodium Stibogluconate [inn:ban:dcf]

12. Stibogluconate De Sodium [inn-french]

13. Antimony(v) Derivative Of Sodium Gluconate

14. Unii-apj6285y89

15. Trinatrium Bis(gluconato(3)-o2,o3,o4)hydroxooxido-oxy-bis-antimonat(v)

16. D-gluconic Acid, 2,4:2',4'-o-(oxydistibylidyne)bis-, Sb,sb'-dioxide, Trisodium Salt, Nonahydrate

2.3 Create Date

2007-08-23

3 Chemical and Physical Properties

Molecular Formula	C₁₂H₃₆Na₃O₂₆Sb₂+
Molecular Weight	908.89 g/mol
Hydrogen Bond Donor Count	15
Hydrogen Bond Acceptor Count	26
Rotatable Bond Count	6
Exact Mass	908.92682 g/mol
Monoisotopic Mass	906.92641 g/mol
Topological Polar Surface Area	291 Å²
Heavy Atom Count	43
Formal Charge	1
Complexity	699
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	13