(2R)-2-[(2R,3S,6R)-6-{[(2S,4R,5R,7R,9R,10R)-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-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]propanoic acid

• ChemBase ID: 128599
• Molecular Formular: C40H68O11
• Molecular Mass: 724.96132
• Monoisotopic Mass: 724.476163
• SMILES: OC(=O)[C@H](C)[C@@H]1O[C@H](CC[C@@H]1C)C[C@H]1O[C@]2(O[C@@](C)(C[C@H]2C)[C@H]2CC[C@](C)(O2)[C@@H]2O[C@H](C[C@@H]2C)[C@H]2O[C@@](O)(CO)[C@H](C)C[C@@H]2C)[C@H](C)[C@H](OC)C1
• Canonical SMILES: CO[C@@H]1C[C@@H](C[C@H]2CC[C@@H]([C@@H](O2)[C@H](C(=O)O)C)C)O[C@@]2([C@@H]1C)O[C@](C[C@H]2C)(C)[C@H]1CC[C@@](O1)(C)[C@@H]1O[C@H](C[C@@H]1C)[C@H]1O[C@@](O)(CO)[C@@H](C[C@@H]1C)C
• InChI: InChI=1S/C40H68O11/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)/t21-,22-,23-,24+,25+,26+,27+,28+,29+,30+,31+,32+,33+,34-,35+,37-,38-,39-,40+/m0/s1
• InChIKey: DANUORFCFTYTSZ-SJSJOXFOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(2R,3S,6R)-6-{[(2S,4R,5R,7R,9R,10R)-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-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]propanoic acid
• IUPAC Traditional name: nigericin
• Synonyms: Polyetherin A; Azalomycin A; Helixin A; Helix C; Nigericin

Database IDs

• CAS Number: 28380-24-7
• PubChem SID: 162222906
• PubChem CID: 34230
• CHEBI ID: 7569
• CHEMBL: 405862
• Chemspider ID: 10196461
• Wikipedia Title: Nigericin

CALCULATED PROPERTIES

• Acid pKa: 4.070921
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): 4.6652822
• LogD (pH = 7.4): 2.9897304
• Log P: 6.106806
• Molar Refractivity: 189.0976 cm^3
• Polarizability: 76.70432 Å^3
• Polar Surface Area: 142.37 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false