(1S,3S,5R,6R,7S)-7-hydroxy-8-methyl-3-{[(2E)-2-methylbut-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl (2E)-2-methylbut-2-enoate

• ChemBase ID: 306138
• Molecular Formular: C18H27NO5
• Molecular Mass: 337.41068
• Monoisotopic Mass: 337.18892297
• SMILES: [C@H]1([C@@H]([C@@H]2C[C@H](C[C@H]1N2C)OC(=O)/C(=C/C)/C)OC(=O)/C(=C/C)/C)O
• Canonical SMILES: C/C=C(/C(=O)O[C@H]1C[C@H]2N([C@@H](C1)[C@H]([C@H]2O)OC(=O)/C(=C/C)/C)C)\C
• InChI: InChI=1S/C18H27NO5/c1-6-10(3)17(21)23-12-8-13-15(20)16(14(9-12)19(13)5)24-18(22)11(4)7-2/h6-7,12-16,20H,8-9H2,1-5H3/b10-6+,11-7+/t12-,13-,14+,15-,16+/m0/s1
• InChIKey: FRQMNJFBOJQRAQ-KCRLEBACSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3S,5R,6R,7S)-7-hydroxy-8-methyl-3-{[(2E)-2-methylbut-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl (2E)-2-methylbut-2-enoate
• IUPAC Traditional name: (1S,3S,5R,6R,7S)-7-hydroxy-8-methyl-3-{[(2E)-2-methylbut-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl (2E)-2-methylbut-2-enoate
• Synonyms: 3α,6β-Ditigloyloxytropan-7β-ol

Database IDs

• CAS Number: 7159-86-6

CALCULATED PROPERTIES

• Acid pKa: 13.525483
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.43499917
• LogD (pH = 7.4): 2.1418324
• Log P: 2.6214428
• Molar Refractivity: 90.6684 cm^3
• Polarizability: 35.642933 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil