(1S,2R,3S,9R,10S,11S,14S,15S)-3,9-bis(acetylsulfanyl)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 129921
• Molecular Formular: C24H34O4S2
• Molecular Mass: 450.65436
• Monoisotopic Mass: 450.18985157
• SMILES: CC(=O)S[C@@H]1CC2=CC(=O)C[C@@H]([C@@]2([C@@H]2[C@@H]1[C@@H]1CC[C@]([C@]1(CC2)C)(C)O)C)SC(=O)C
• Canonical SMILES: CC(=O)S[C@@H]1CC2=CC(=O)C[C@@H]([C@@]2([C@@H]2[C@@H]1[C@@H]1CC[C@]([C@]1(CC2)C)(C)O)C)SC(=O)C
• InChI: InChI=1S/C24H34O4S2/c1-13(25)29-19-11-15-10-16(27)12-20(30-14(2)26)24(15,5)18-6-8-22(3)17(21(18)19)7-9-23(22,4)28/h10,17-21,28H,6-9,11-12H2,1-5H3/t17-,18-,19+,20-,21-,22-,23-,24-/m0/s1
• InChIKey: YUOZKOLALXNELS-SQVYRKCQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,3S,9R,10S,11S,14S,15S)-3,9-bis(acetylsulfanyl)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: tiomesterone
• Synonyms: Thiomesterone; Thiomestrone; Tiomesterone

Database IDs

• CAS Number: 2205-73-4
• PubChem SID: 162224207
• PubChem CID: 16626
• Wikipedia Title: Tiomesterone

CALCULATED PROPERTIES

• Acid pKa: 17.818014
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.2387292
• LogD (pH = 7.4): 3.2387295
• Log P: 3.2387295
• Molar Refractivity: 123.1132 cm^3
• Polarizability: 48.826073 Å^3
• Polar Surface Area: 71.44 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true