sodium (3R,4R)-4-[(2S,5R,7S,8R,9S)-2-[(2R,5S)-5-ethyl-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]oxolan-2-yl]-9-hydroxy-2,8-dimethyl-1,6-dioxaspiro[4.5]decan-7-yl]-3-methoxy-2-methylpentanoate

• ChemBase ID: 174700
• Molecular Formular: C36H61NaO11
• Molecular Mass: 692.85271
• Monoisotopic Mass: 692.41115705
• SMILES: C1C[C@@]2(O[C@@]1([C@H]1CC[C@](O1)([C@H]1[C@H](C[C@@H](O1)[C@H]1O[C@@]([C@@H](C[C@@H]1C)C)(O)CO)C)CC)C)C[C@@H]([C@H]([C@H](O2)[C@@H]([C@H](C(C)C(=O)[O-])OC)C)C)O.[Na+]
• Canonical SMILES: CO[C@H]([C@H]([C@H]1O[C@@]2(CC[C@@](O2)(C)[C@H]2CC[C@@](O2)(CC)[C@@H]2O[C@H](C[C@@H]2C)[C@H]2O[C@@](O)(CO)[C@@H](C[C@@H]2C)C)C[C@@H]([C@H]1C)O)C)C(C(=O)[O-])C.[Na+]
• InChI: InChI=1S/C36H62O11.Na/c1-10-34(31-20(3)16-26(43-31)28-19(2)15-21(4)36(41,18-37)46-28)12-11-27(44-34)33(8)13-14-35(47-33)17-25(38)22(5)30(45-35)23(6)29(42-9)24(7)32(39)40;/h19-31,37-38,41H,10-18H2,1-9H3,(H,39,40);/q;+1/p-1/t19-,20-,21+,22+,23+,24?,25-,26+,27+,28-,29+,30-,31+,33-,34-,35+,36-;/m0./s1
• InChIKey: XOIQMTLWECTKJL-HDJKKNJFSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (3R,4R)-4-[(2S,5R,7S,8R,9S)-2-[(2R,5S)-5-ethyl-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]oxolan-2-yl]-9-hydroxy-2,8-dimethyl-1,6-dioxaspiro[4.5]decan-7-yl]-3-methoxy-2-methylpentanoate
• IUPAC Traditional name: sodium (3R,4R)-4-[(2S,5R,7S,8R,9S)-2-[(2R,5S)-5-ethyl-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]oxolan-2-yl]-9-hydroxy-2,8-dimethyl-1,6-dioxaspiro[4.5]decan-7-yl]-3-methoxy-2-methylpentanoate
• Synonyms: A 3823A; Coban; Rumensin; Monensin Sodium Salt; 2-[5-Ethyltetrahydro-5-[tetrahydro-3-methyl-5-[tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl]-2-furyl]-2-furyl]-9-hydroxy-β-methoxy-α,γ,2,8-tetramethyl-1,6-dioxaspiro[4.5]decane-7-butyric Acid Sodium

Database IDs

• CAS Number: 22373-78-0
• PubChem SID: 164230610
• PubChem CID: 71750775

CALCULATED PROPERTIES

• Acid pKa: 4.23616
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): 3.5317411
• LogD (pH = 7.4): 1.8076522
• Log P: 4.816267
• Molar Refractivity: 183.2169 cm^3
• Polarizability: 69.90572 Å^3
• Polar Surface Area: 156.2 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: >225°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Hygroscopic

DETAILS

Toronto Research Chemicals - M515600

Poliether antibiotic. Coccidiostat.

REFERENCES

• Day, et al.: Antimicrob. Agents Chemother., 4, 410 (1973)
• Buchko, S., et al.: J. Food Prot., 63, 1467 (1973)
• De Leener, E., et al.: Microb. Drug Resist., 10, 341 (1973)
• Sanderson, M., et al.: Vet. Microbiol., 110, 125 ( 2005),