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

• ChemBase ID: 129557
• Molecular Formular: C12H18Na3O17Sb2+
• Molecular Mass: 746.75043
• Monoisotopic Mass: 744.83133696
• SMILES: [Na+].[Na+].[Na+].O=[Sb]1(O[Sb]2(=O)OC([C@H](O)CO)[C@H](O)[C@@H](O2)C(=O)[O-])O[C@@H]([C@H](O)[C@@H](O1)C(=O)[O-])[C@H](O)CO
• Canonical SMILES: OC[C@H](C1O[Sb](=O)(O[C@H]([C@H]1O)C(=O)[O-])O[Sb]1(=O)O[C@H]([C@@H](CO)O)[C@@H]([C@@H](O1)C(=O)[O-])O)O.[Na+].[Na+].[Na+]
• InChI: InChI=1S/2C6H10O7.3Na.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);;;;;;;;/q2*-2;3*+1;;;;2*+2/p-2/t2-,3?,4+,5-;2-,3-,4+,5-;;;;;;;;/m11......../s1
• InChIKey: RTLKTTNTVTVWPV-UQCYVGCHSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium (4R,5S,6R)-2-{[(4R,5S)-4-carboxylato-6-[(1R)-1,2-dihydroxyethyl]-5-hydroxy-2-oxo-1,3,2-dioxastibinan-2-yl]oxy}-6-[(1R)-1,2-dihydroxyethyl]-5-hydroxy-2-oxo-1,3,2-dioxastibinane-4-carboxylate
• IUPAC Traditional name: trisodium (4R,5S,6R)-2-{[(4R,5S)-4-carboxylato-6-[(1R)-1,2-dihydroxyethyl]-5-hydroxy-2-oxo-1,3,2-dioxastibinan-2-yl]oxy}-6-[(1R)-1,2-dihydroxyethyl]-5-hydroxy-2-oxo-1,3,2-dioxastibinane-4-carboxylate
• Synonyms: Sodium stibogluconate

Database IDs

• CAS Number: 16037-91-5
• PubChem SID: 162223848
• PubChem CID: 57479380; 16685683
• ATC CODE: QP51AB02; P01CB02
• CHEMBL: 367144
• Chemspider ID: 21106382
• DrugBank ID: DB05630
• KEGG ID: D00582
• Unique Ingredient Identifier: V083S0159D
• Wikipedia Title: Sodium_stibogluconate

CALCULATED PROPERTIES

• Acid pKa: 2.239392
• H Acceptors: 15
• H Donor: 6
• LogD (pH = 5.5): -10.274559
• LogD (pH = 7.4): -11.868253
• Log P: -4.5706
• Molar Refractivity: 97.5946 cm^3
• Polarizability: 43.168846 Å^3
• Polar Surface Area: 281.93 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Admin Routes: IV only
• Legal Status: POM (UK)