(2R,14R,15S)-14-hydroxy-2,15-dimethyl-5,17-dioxotetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-14-carbonitrile

• ChemBase ID: 184462
• Molecular Formular: C20H25NO3
• Molecular Mass: 327.4174
• Monoisotopic Mass: 327.18344367
• SMILES: [C@]12(C(C3C([C@@]4(C(=CC(=O)CC4)CC3)C)C(=O)C1)CC[C@@]2(C#N)O)C
• Canonical SMILES: N#C[C@@]1(O)CCC2[C@]1(C)CC(=O)C1C2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C20H25NO3/c1-18-7-5-13(22)9-12(18)3-4-14-15-6-8-20(24,11-21)19(15,2)10-16(23)17(14)18/h9,14-15,17,24H,3-8,10H2,1-2H3/t14?,15?,17?,18-,19-,20-/m0/s1
• InChIKey: JHNKMSMCNITKIH-AOXDDGFVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,14R,15S)-14-hydroxy-2,15-dimethyl-5,17-dioxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-14-carbonitrile
• IUPAC Traditional name: (2R,14R,15S)-14-hydroxy-2,15-dimethyl-5,17-dioxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-14-carbonitrile

Database IDs

• PubChem SID: 164240372
• PubChem CID: 16395980

CALCULATED PROPERTIES

• Acid pKa: 11.850356
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.2062519
• LogD (pH = 7.4): 2.2062366
• Log P: 2.206252
• Molar Refractivity: 90.2008 cm^3
• Polarizability: 35.027058 Å^3
• Polar Surface Area: 78.16 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds