(1S,2R,10R,11S,14R,15R)-15-ethyl-14-ethynyl-5-methoxytetracyclo[8.7.0.02,7.011,15]heptadeca-5,7-dien-14-ol

• ChemBase ID: 168602
• Molecular Formular: C22H30O2
• Molecular Mass: 326.4724
• Monoisotopic Mass: 326.2245802
• SMILES: C1C(=CC2=CC[C@@H]3[C@@H]([C@H]2C1)CC[C@@]1([C@H]3CC[C@@]1(O)C#C)CC)OC
• Canonical SMILES: COC1=CC2=CC[C@@H]3[C@@H]([C@H]2CC1)CC[C@@]1([C@H]3CC[C@@]1(O)C#C)CC
• InChI: InChI=1S/C22H30O2/c1-4-21-12-10-18-17-9-7-16(24-3)14-15(17)6-8-19(18)20(21)11-13-22(21,23)5-2/h2,6,14,17-20,23H,4,7-13H2,1,3H3/t17-,18+,19+,20-,21+,22-/m0/s1
• InChIKey: JJDZOSISUWLMOH-PMHZBBCSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14R,15R)-15-ethyl-14-ethynyl-5-methoxytetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-5,7-dien-14-ol
• IUPAC Traditional name: (1S,2R,10R,11S,14R,15R)-15-ethyl-14-ethynyl-5-methoxytetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-5,7-dien-14-ol
• Synonyms: (17α)-13-Ethyl-3-methoxy-18,19-dinorpregna-3,5-dien-20-yn-17-ol

Database IDs

• CAS Number: 176254-10-7
• PubChem SID: 162262734
• PubChem CID: 71316606

CALCULATED PROPERTIES

• Acid pKa: 17.909285
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.4054205
• LogD (pH = 7.4): 3.4054205
• Log P: 3.4054205
• Molar Refractivity: 99.3215 cm^3
• Polarizability: 38.074387 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E918945

Norgestrel (N689500) impurity.

REFERENCES

• Gorog, S., et al.: J. Chromatogr., 400 177 (1987)