(10S,11S,14S,15S)-14-[(2S)-2-hydroxypropanoyl]-14,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-1,6-dien-5-one

• ChemBase ID: 130002
• Molecular Formular: C22H30O3
• Molecular Mass: 342.4718
• Monoisotopic Mass: 342.21949482
• SMILES: C[C@@H](C(=O)[C@]1(CC[C@@H]2[C@@]1(CCC1=C3CCC(=O)C=C3CC[C@@H]21)C)C)O
• Canonical SMILES: O=C1CCC2=C3CC[C@]4([C@H]([C@@H]3CCC2=C1)CC[C@]4(C)C(=O)[C@@H](O)C)C
• InChI: InChI=1S/C22H30O3/c1-13(23)20(25)22(3)11-9-19-18-6-4-14-12-15(24)5-7-16(14)17(18)8-10-21(19,22)2/h12-13,18-19,23H,4-11H2,1-3H3/t13-,18+,19-,21-,22+/m0/s1
• InChIKey: JUNDJWOLDSCTFK-MTZCLOFQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10S,11S,14S,15S)-14-[(2S)-2-hydroxypropanoyl]-14,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6-dien-5-one
• IUPAC Traditional name: trimegestone
• Synonyms: RU 27987; Trimegestone

Database IDs

• CAS Number: 74513-62-5
• PubChem SID: 162224288
• PubChem CID: 68926
• ATC CODE: G03FA16; G03FB11
• Chemspider ID: 62152
• Wikipedia Title: Trimegestone

CALCULATED PROPERTIES

• Acid pKa: 13.697683
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.7068505
• LogD (pH = 7.4): 3.7068503
• Log P: 3.7068505
• Molar Refractivity: 99.5107 cm^3
• Polarizability: 38.614105 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true