(1R,3R,4S,5S,13S,14R)-3-[(2S)-5-(2-bromo-5-hydroxyphenyl)-5-methoxypentan-2-yl]-13-hydroxy-9-[(1R)-1-hydroxyethyl]-4,14,16,16-tetramethyl-2,6,10,17-tetraoxatricyclo[11.3.1.11,5]octadecane-7,11-dione

• ChemBase ID: 125907
• Molecular Formular: C32H47BrO10
• Molecular Mass: 671.61358
• Monoisotopic Mass: 670.2352597
• SMILES: C[C@@H](O)C1CC(=O)O[C@H]2C[C@@]3(C(C[C@H]([C@@](CC(=O)O1)(O)O3)C)(C)C)O[C@@H]([C@H]2C)[C@@H](C)CCC(OC)c1c(Br)ccc(O)c1
• Canonical SMILES: COC(c1cc(O)ccc1Br)CC[C@@H]([C@H]1O[C@]23C[C@@H]([C@@H]1C)OC(=O)CC(OC(=O)C[C@@](O2)(O)[C@@H](CC3(C)C)C)[C@H](O)C)C
• InChI: InChI=1S/C32H47BrO10/c1-17(8-11-24(39-7)22-12-21(35)9-10-23(22)33)29-19(3)26-15-32(42-29)30(5,6)14-18(2)31(38,43-32)16-28(37)40-25(20(4)34)13-27(36)41-26/h9-10,12,17-20,24-26,29,34-35,38H,8,11,13-16H2,1-7H3/t17-,18+,19-,20+,24?,25?,26-,29+,31-,32+/m0/s1
• InChIKey: RHJPBGWFGOAEID-KDDUYXKSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3R,4S,5S,13S,14R)-3-[(2S)-5-(2-bromo-5-hydroxyphenyl)-5-methoxypentan-2-yl]-13-hydroxy-9-[(1R)-1-hydroxyethyl]-4,14,16,16-tetramethyl-2,6,10,17-tetraoxatricyclo[11.3.1.1^1,^5]octadecane-7,11-dione
• IUPAC Traditional name: aplysiatoxin
• Synonyms: Aplysiatoxin; Aplysiatoxin

Database IDs

• CAS Number: 52659-57-1
• PubChem SID: 162220251
• PubChem CID: 71308156; 40465
• Chemspider ID: 10282349
• Wikipedia Title: Aplysiatoxin

CALCULATED PROPERTIES

• Acid pKa: 8.917008
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 6.0350456
• LogD (pH = 7.4): 6.02228
• Log P: 6.0352106
• Molar Refractivity: 159.7133 cm^3
• Polarizability: 64.39337 Å^3
• Polar Surface Area: 140.98 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false