sodium 2-(6-{[2-(5-{5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl}-5-methyloxolan-2-yl)-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]decan-7-yl]methyl}-3-methyloxan-2-yl)propanoate

• ChemBase ID: 105961
• Molecular Formular: C40H67NaO11
• Molecular Mass: 746.94315
• Monoisotopic Mass: 746.45810725
• SMILES: [Na+].COC1CC(CC2CCC(C)C(O2)C(C)C(=O)[O-])OC2(OC(C)(CC2C)C2CCC(C)(O2)C2OC(CC2C)C2OC(O)(CO)C(C)CC2C)C1C
• Canonical SMILES: COC1CC(CC2CCC(C(O2)C(C(=O)[O-])C)C)OC2(C1C)OC(CC2C)(C)C1CCC(O1)(C)C1OC(CC1C)C1OC(O)(CO)C(CC1C)C.[Na+]
• InChI: InChI=1S/C40H68O11.Na/c1-21-11-12-28(46-33(21)26(6)36(42)43)17-29-18-30(45-10)27(7)40(48-29)25(5)19-38(9,51-40)32-13-14-37(8,49-32)35-23(3)16-31(47-35)34-22(2)15-24(4)39(44,20-41)50-34;/h21-35,41,44H,11-20H2,1-10H3,(H,42,43);/q;+1/p-1
• InChIKey: MOYOTUKECQMGHE-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-(6-{[2-(5-{5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl}-5-methyloxolan-2-yl)-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]decan-7-yl]methyl}-3-methyloxan-2-yl)propanoate
• IUPAC Traditional name: potassium 2-(6-{[2-(5-{5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl}-5-methyloxolan-2-yl)-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]decan-7-yl]methyl}-3-methyloxan-2-yl)propanoate
• Synonyms: NIGERICIN SODIUM SALT

Database IDs

• CAS Number: 28380-24-7
• PubChem SID: 162087265
• PubChem CID: 23681846

CALCULATED PROPERTIES

• Acid pKa: 4.070921
• H Acceptors: 11
• H Donor: 2
• LogD (pH = 5.5): 4.6652822
• LogD (pH = 7.4): 2.9897304
• Log P: 6.106806
• Molar Refractivity: 199.9347 cm^3
• Polarizability: 76.59173 Å^3
• Polar Surface Area: 145.2 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 2-8°C, Desiccate
• RTECS: QT6825000

Product Information

• Purity: ~95%

DETAILS

MP Biomedicals - 02195345

Mixture of sodium and potassium salts.
Purity: ~95%
A polyether antibiotic that affects ion transport and ATPase activity in mitochondria.

REFERENCES

• Sze, H., Proc. Nat. Acad. Sci. U.S.A. , 77 : 5904 (1980).