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

• ChemBase ID: 155435
• Molecular Formular: C44H75NaO14
• Molecular Mass: 851.04767
• Monoisotopic Mass: 850.50545136
• SMILES: C[C@@H]1[C@H](C[C@]2(CC[C@@](O2)(C)[C@H]2CC[C@@](O2)(C)[C@H]2[C@H]([C@H]([C@@H](O2)[C@@H]2[C@H]([C@@H]([C@H]([C@@](O2)(C)O)C)OC)C)OC)C)O[C@@H]1[C@@H](C)[C@@H]1[C@@H]([C@@H]([C@H]([C@@](O1)([C@H](C)C(=O)[O-])O)C)OC)C)OC.[Na+]
• Canonical SMILES: CO[C@H]1C[C@]2(CC[C@@](O2)(C)[C@H]2CC[C@@](O2)(C)[C@@H]2O[C@H]([C@@H]([C@@H]2C)OC)[C@H]2O[C@](C)(O)[C@@H]([C@H]([C@@H]2C)OC)C)O[C@@H]([C@@H]1C)[C@H]([C@H]1O[C@](O)([C@@H]([C@H]([C@H]1C)OC)C)[C@@H](C(=O)[O-])C)C.[Na+]
• InChI: InChI=1S/C44H76O14.Na/c1-21-29(49-12)20-43(56-31(21)22(2)32-23(3)34(51-14)27(7)44(48,57-32)28(8)39(45)46)19-18-40(9,58-43)30-16-17-41(10,54-30)38-25(5)35(52-15)37(53-38)36-24(4)33(50-13)26(6)42(11,47)55-36;/h21-38,47-48H,16-20H2,1-15H3,(H,45,46);/q;+1/p-1/t21-,22-,23+,24+,25+,26-,27-,28-,29+,30-,31+,32-,33+,34+,35-,36+,37-,38-,40+,41+,42+,43-,44-;/m1./s1
• InChIKey: PIKGYGHAIOUQMF-SZCYNZSUSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2S)-2-[(2R,3R,4S,5R,6S)-2-hydroxy-6-[(1S)-1-[(2S,5R,7S,8R,9S)-2-[(2R,5S)-5-[(2R,3S,4R,5R)-5-[(2S,3S,4S,5R,6S)-6-hydroxy-4-methoxy-3,5,6-trimethyloxan-2-yl]-4-methoxy-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-9-methoxy-2,8-dimethyl-1,6-dioxaspiro[4.5]decan-7-yl]ethyl]-4-methoxy-3,5-dimethyloxan-2-yl]propanoate
• IUPAC Traditional name: sodium (2S)-2-[(2R,3R,4S,5R,6S)-2-hydroxy-6-[(1S)-1-[(2S,5R,7S,8R,9S)-2-[(2R,5S)-5-[(2R,3S,4R,5R)-5-[(2S,3S,4S,5R,6S)-6-hydroxy-4-methoxy-3,5,6-trimethyloxan-2-yl]-4-methoxy-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-9-methoxy-2,8-dimethyl-1,6-dioxaspiro[4.5]decan-7-yl]ethyl]-4-methoxy-3,5-dimethyloxan-2-yl]propanoate
• Synonyms: Lonomycin A sodium salt from Streptomyces ribosidificus

Database IDs

• CAS Number: 58845-80-0
• MDL Number: MFCD00133488
• Beilstein Number: 4122659
• PubChem SID: 162249573
• PubChem CID: 45052213

CALCULATED PROPERTIES

• Acid pKa: 4.0847807
• H Acceptors: 14
• H Donor: 2
• LogD (pH = 5.5): 4.276365
• LogD (pH = 7.4): 2.5961587
• Log P: 5.7046404
• Molar Refractivity: 222.28 cm^3
• Polarizability: 86.09643 Å^3
• Polar Surface Area: 172.89 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 3462
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 23/24/25
• Safety Statements: 36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311
• GHS Precautionary statements: P280-P301 + P310-P312
• RID/ADR: UN 3462 6.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: 90-95% (TLC)
• Empirical Formula (Hill Notation): C44H75NaO14

DETAILS

Sigma Aldrich - 62632

Other Notes
Potassium selective ionophore. Cardiovascular effects in anaesthetised dogs1