N-{6-[(2R,14Z,15S)-5-hydroxy-2,15-dimethyl-13-oxotetracyclo[8.7.0.02,7.011,15]heptadec-7-en-14-ylidene]-5-oxoheptan-2-yl}acetamide

• ChemBase ID: 187974
• Molecular Formular: C28H41NO4
• Molecular Mass: 455.62944
• Monoisotopic Mass: 455.3035588
• SMILES: [C@]12(/C(=C(/C(=O)CCC(NC(=O)C)C)\C)/C(=O)CC1C1C([C@@]3(C(=CC1)CC(CC3)O)C)CC2)C
• Canonical SMILES: OC1CC[C@]2(C(=CCC3C2CC[C@]2(C3CC(=O)/C/2=C(\C(=O)CCC(NC(=O)C)C)/C)C)C1)C
• InChI: InChI=1S/C28H41NO4/c1-16(29-18(3)30)6-9-24(32)17(2)26-25(33)15-23-21-8-7-19-14-20(31)10-12-27(19,4)22(21)11-13-28(23,26)5/h7,16,20-23,31H,6,8-15H2,1-5H3,(H,29,30)/b26-17+/t16?,20?,21?,22?,23?,27-,28-/m0/s1
• InChIKey: VBLIDSOPUZSKNA-SOVFSYTBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{6-[(2R,14Z,15S)-5-hydroxy-2,15-dimethyl-13-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-14-ylidene]-5-oxoheptan-2-yl}acetamide
• IUPAC Traditional name: N-{6-[(2R,14Z,15S)-5-hydroxy-2,15-dimethyl-13-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-14-ylidene]-5-oxoheptan-2-yl}acetamide

Database IDs

• PubChem SID: 164243884
• PubChem CID: 16396928

CALCULATED PROPERTIES

• Acid pKa: 15.720931
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.289358
• LogD (pH = 7.4): 3.2893584
• Log P: 3.2893584
• Molar Refractivity: 130.8855 cm^3
• Polarizability: 50.873714 Å^3
• Polar Surface Area: 83.47 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: E/Z Isomers
• Classification: Derivatives & analogs of Natural Compounds