(1'S,9'R,10'R,11'S,15'S)-9',15'-dimethylspiro[1,3-dioxolane-2,5'-tetracyclo[8.7.0.02,7.011,15]heptadecan]-2'(7')-en-14'-one

• ChemBase ID: 173313
• Molecular Formular: C21H30O3
• Molecular Mass: 330.4611
• Monoisotopic Mass: 330.21949482
• SMILES: C1C2(CC3=C(C1)[C@@H]1[C@@H]([C@@H](C3)C)[C@H]3[C@](CC1)(C(=O)CC3)C)OCCO2
• Canonical SMILES: C[C@@H]1CC2=C([C@@H]3[C@@H]1[C@@H]1CCC(=O)[C@]1(CC3)C)CCC1(C2)OCCO1
• InChI: InChI=1S/C21H30O3/c1-13-11-14-12-21(23-9-10-24-21)8-6-15(14)16-5-7-20(2)17(19(13)16)3-4-18(20)22/h13,16-17,19H,3-12H2,1-2H3/t13-,16-,17+,19-,20+/m1/s1
• InChIKey: XNJSTNUYCHRSRZ-HIHRSEIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1'S,9'R,10'R,11'S,15'S)-9',15'-dimethylspiro[1,3-dioxolane-2,5'-tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan]-2'(7')-en-14'-one
• IUPAC Traditional name: (1'S,9'R,10'R,11'S,15'S)-9',15'-dimethylspiro[1,3-dioxolane-2,5'-tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan]-2'(7')-en-14'-one
• Synonyms: (7α)-7-Methyl-estr-5(10)-ene-3,17-dione Cyclic 3-(1,2-Ethanediyl Acetal); (7α)-Methyl Androstenedione 3-Ethylene Ketal

Database IDs

• CAS Number: 141664-12-2
• PubChem SID: 164229223
• PubChem CID: 15661074

CALCULATED PROPERTIES

• Acid pKa: 19.954334
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.7726603
• LogD (pH = 7.4): 3.7726603
• Log P: 3.7726603
• Molar Refractivity: 93.6873 cm^3
• Polarizability: 36.977493 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - M287750

Mibolerone intermediate.

REFERENCES

• Hoyte, R., et al.: Steroids, 58, 13 (1993)