(1S,2R,4S,10R,11S,14S,15S)-14-hydroxy-2,6,6,14,15-pentamethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-7-ene-4-carbonitrile

• ChemBase ID: 126779
• Molecular Formular: C23H33NO2
• Molecular Mass: 355.51362
• Monoisotopic Mass: 355.2511293
• SMILES: N#C[C@H]1C(=O)C(C2=CC[C@@H]3[C@H](CC[C@]4([C@H]3CC[C@@]4(O)C)C)[C@@]2(C)C1)(C)C
• Canonical SMILES: N#C[C@@H]1C[C@]2(C)[C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C(C1=O)(C)C)CC[C@]4(C)O)C
• InChI: InChI=1S/C23H33NO2/c1-20(2)18-7-6-15-16(21(18,3)12-14(13-24)19(20)25)8-10-22(4)17(15)9-11-23(22,5)26/h7,14-17,26H,6,8-12H2,1-5H3/t14-,15+,16-,17-,21+,22-,23-/m0/s1
• InChIKey: GTBRTGPZZALPNS-MXHVRSFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,4S,10R,11S,14S,15S)-14-hydroxy-2,6,6,14,15-pentamethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-ene-4-carbonitrile
• IUPAC Traditional name: cyanoketone
• Synonyms: Cyanoketone

Database IDs

• CAS Number: 4248-66-2
• PubChem SID: 162221107
• PubChem CID: 20243
• Chemspider ID: 19069
• Wikipedia Title: Cyanoketone

CALCULATED PROPERTIES

• Acid pKa: 7.513988
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.173747
• LogD (pH = 7.4): 3.9340024
• Log P: 4.177883
• Molar Refractivity: 103.4378 cm^3
• Polarizability: 40.467365 Å^3
• Polar Surface Area: 61.09 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true