sodium (2S,3R,4S)-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: 72959
• Molecular Formular: C36H61NaO11
• Molecular Mass: 692.85271
• Monoisotopic Mass: 692.41115705
• SMILES: [C@@H]1(O[C@]2(C[C@@H]([C@H]1C)O)CC[C@](O2)([C@@H]1O[C@@](CC1)([C@H]1[C@H](C[C@@H](O1)[C@@H]1[C@H](C[C@H]([C@](O1)(O)CO)C)C)C)CC)C)[C@H]([C@H]([C@H](C)C(=O)[O-])OC)C.[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@@H](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-FBZUZRIGSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2S,3R,4S)-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 (2S,3R,4S)-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: Coban; Sodium monensin; Coban 45; Monensin sodium salt

Database IDs

• CAS Number: 22373-78-0
• PubChem SID: 162037879
• PubChem CID: 23667299

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

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: sodium salt

DETAILS

Selleck Chemicals - S2324

Research Area: Infection
Biological Activity:
Monensin sodium salt(Coban), isolated from Streptomyces cinnamonensis, is a well-known representative of naturally polyether ionophore antibiotics. Monensin is used extensively in the beef and dairy industries to prevent coccidiosis. Furthermore monensin, but also its derivatives monensin methyl ester (MME),and particularly monensin decyl ester (MDE) are widely used in ion selective electrodes. [1]

REFERENCES

• http://en.wikipedia.org/wiki/Monensin