(1S,2R,10S,11S,15S)-15-ethyl-17-methylidene(13,13-2H2)tetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-one

• ChemBase ID: 168672
• Molecular Formular: C20H28O
• Molecular Mass: 284.43572
• Monoisotopic Mass: 284.21401552
• SMILES: C1CCC=C2[C@H]1[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1=C)(C(=O)CC2)CC
• Canonical SMILES: CC[C@@]12CC(=C)[C@H]3[C@H]([C@@H]2CCC1=O)CCC1=CCCC[C@H]31
• InChI: InChI=1S/C20H28O/c1-3-20-12-13(2)19-15-7-5-4-6-14(15)8-9-16(19)17(20)10-11-18(20)21/h6,15-17,19H,2-5,7-12H2,1H3/t15-,16-,17-,19+,20-/m0/s1
• InChIKey: KVNYZZFGXXHVMG-CAVMOMJPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10S,11S,15S)-15-ethyl-17-methylidene(13,13-^2H₂)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-one
• IUPAC Traditional name: (1S,2R,10S,11S,15S)-15-ethyl-17-methylidene(13,13-^2H₂)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-one
• Synonyms: 13-Ethyl-11-methylene-gon-4-en-17-one-d2; 13β-Ethyl-11-methylenegon-4-en-17-one-d2

Database IDs

• PubChem SID: 162262804
• PubChem CID: 71316637

CALCULATED PROPERTIES

• Acid pKa: 19.869045
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.8323183
• LogD (pH = 7.4): 4.8323183
• Log P: 4.8323183
• Molar Refractivity: 87.4414 cm^3
• Polarizability: 34.268906 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Diethyl Ether; Ethyl Acetate
• Apperance: Brown Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - E925097

Labelled Desogestrel intermediate.

REFERENCES

• Bergink, E., et al.: J. Steroid Biochem., 14, 175 (1981)
• Phillips, A., et al.: Contraception, 36, 181 (1987)