(1R,2S,14R,15S)-1,14-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-14-carbonitrile

• ChemBase ID: 183205
• Molecular Formular: C20H27NO3
• Molecular Mass: 329.43328
• Monoisotopic Mass: 329.19909373
• SMILES: [C@]12([C@@]3(C(=CC(=O)CC3)CCC1C1[C@@]([C@@](C#N)(CC1)O)(CC2)C)C)O
• Canonical SMILES: N#C[C@@]1(O)CCC2[C@]1(C)CC[C@]1(C2CCC2=CC(=O)CC[C@]12C)O
• InChI: InChI=1S/C20H27NO3/c1-17-7-5-14(22)11-13(17)3-4-16-15-6-8-19(23,12-21)18(15,2)9-10-20(16,17)24/h11,15-16,23-24H,3-10H2,1-2H3/t15?,16?,17-,18-,19-,20+/m0/s1
• InChIKey: UHCRRDZEBITSMZ-GJTWTXHOSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164239115
• PubChem CID: 16395641

CALCULATED PROPERTIES

• Acid pKa: 11.865976
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.0481536
• LogD (pH = 7.4): 2.0481417
• Log P: 2.0481565
• Molar Refractivity: 90.9846 cm^3
• Polarizability: 35.571365 Å^3
• Polar Surface Area: 81.32 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds