(2R,13R,14R,15S)-13,14-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-14-carbonitrile

• ChemBase ID: 185853
• Molecular Formular: C20H27NO3
• Molecular Mass: 329.43328
• Monoisotopic Mass: 329.19909373
• SMILES: [C@]12([C@]([C@@H](CC1C1C([C@@]3(C(=CC(=O)CC3)CC1)C)CC2)O)(C#N)O)C
• Canonical SMILES: N#C[C@@]1(O)[C@H](O)CC2[C@]1(C)CCC1C2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C20H27NO3/c1-18-7-5-13(22)9-12(18)3-4-14-15(18)6-8-19(2)16(14)10-17(23)20(19,24)11-21/h9,14-17,23-24H,3-8,10H2,1-2H3/t14?,15?,16?,17-,18+,19+,20-/m1/s1
• InChIKey: ZYVHLUFQSVBNFH-SCVKUDNBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,13R,14R,15S)-13,14-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: (2R,13R,14R,15S)-13,14-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: 164241763
• PubChem CID: 16396395

CALCULATED PROPERTIES

• Acid pKa: 11.008887
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.0545976
• LogD (pH = 7.4): 2.0544922
• Log P: 2.054599
• Molar Refractivity: 90.895 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