(1S,2S,5S,7S,10R,11S,14R,15S)-14-cyano-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-5-yl acetate

• ChemBase ID: 119292
• Molecular Formular: C22H33NO3
• Molecular Mass: 359.50232
• Monoisotopic Mass: 359.24604392
• SMILES: [C@@]12([C@H]([C@H]3[C@@H]([C@@]4([C@H](C[C@@H](OC(=O)C)CC4)CC3)C)CC2)CC[C@@]1(C#N)O)C
• Canonical SMILES: N#C[C@@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC[C@@H](C2)OC(=O)C
• InChI: InChI=1S/C22H33NO3/c1-14(24)26-16-6-9-20(2)15(12-16)4-5-17-18(20)7-10-21(3)19(17)8-11-22(21,25)13-23/h15-19,25H,4-12H2,1-3H3/t15-,16-,17+,18-,19-,20-,21-,22-/m0/s1
• InChIKey: RTAURWUNGUYMPA-JHSHEYHPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5S,7S,10R,11S,14R,15S)-14-cyano-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl acetate
• IUPAC Traditional name: (1S,2S,5S,7S,10R,11S,14R,15S)-14-cyano-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl acetate
• Synonyms: (3S,5S,8R,9S,10S,13S,14S,17R)-17-cyano-17-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate

Database IDs

• PubChem SID: 162107479
• PubChem CID: 16394519

CALCULATED PROPERTIES

• Acid pKa: 11.866239
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.4089613
• LogD (pH = 7.4): 3.4089468
• Log P: 3.4089615
• Molar Refractivity: 98.8864 cm^3
• Polarizability: 39.5641 Å^3
• Polar Surface Area: 70.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true