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Technical details about Stibogluconate Sodium, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. 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

2D Structure

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 Weight 908.89 g/mol
Molecular Formula C12H36Na3O26Sb2+
Hydrogen Bond Donor Count15
Hydrogen Bond Acceptor Count26
Rotatable Bond Count6
Exact Mass908.92682 g/mol
Monoisotopic Mass906.92641 g/mol
Topological Polar Surface Area291 Ų
Heavy Atom Count43
Formal Charge1
Complexity699
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count13
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Antiprotozoal Agents

Substances that are destructive to protozoans. (See all compounds classified as Antiprotozoal Agents.)


Schistosomicides

Agents that act systemically to kill adult schistosomes. (See all compounds classified as Schistosomicides.)


4.2 ATC Code

P - Antiparasitic products, insecticides and repellents

P01 - Antiprotozoals

P01C - Agents against leishmaniasis and trypanosomiasis

P01CB - Antimony compounds

P01CB02 - Sodium stibogluconate


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