(1S,9S,10R,11S,14R,15S)-14-ethynyl-14-hydroxy-9,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-2(7)-en-5-one

• ChemBase ID: 178629
• Molecular Formular: C21H28O2
• Molecular Mass: 312.44582
• Monoisotopic Mass: 312.20893014
• SMILES: C1C(=O)CC2=C(C1)[C@@H]1[C@@H]([C@H](C2)C)[C@H]2[C@](CC1)([C@](CC2)(O)C#C)C
• Canonical SMILES: C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@@H](C)CC2=C1CCC(=O)C2
• InChI: InChI=1S/C21H28O2/c1-4-21(23)10-8-18-19-13(2)11-14-12-15(22)5-6-16(14)17(19)7-9-20(18,21)3/h1,13,17-19,23H,5-12H2,2-3H3/t13-,17+,18-,19+,20-,21-/m0/s1
• InChIKey: WZDGZWOAQTVYBX-QXMGKFHVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9S,10R,11S,14R,15S)-14-ethynyl-14-hydroxy-9,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-2(7)-en-5-one
• IUPAC Traditional name: (1S,9S,10R,11S,14R,15S)-14-ethynyl-14-hydroxy-9,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-2(7)-en-5-one
• Synonyms: (7β,17α)-17-Hydroxy-7-methyl-19-norpregn-5(10)-en-20-yn-3-one; 7β-Tibolone

Database IDs

• CAS Number: 32297-45-3
• PubChem SID: 164234539
• PubChem CID: 16760228

CALCULATED PROPERTIES

• Acid pKa: 16.26591
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.1008441
• LogD (pH = 7.4): 3.1008441
• Log P: 3.1008441
• Molar Refractivity: 91.7298 cm^3
• Polarizability: 35.84699 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 128-130°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - T437495

Tibolone impurity, antihormonal nortestosterones.

REFERENCES

• de Visser, J., et al.: Arzneim.-Forsch., 34, 1010 (1984)
• Geusens, P., et al.: Maturitas Suppl, 1, 1 (1987)