(1S,2R,10S,11S,14S,15S)-15-ethyl-14-[(1,2-13C2)ethynyl]-17-methylidene(13,13-2H2)tetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-ol

• ChemBase ID: 166636
• Molecular Formular: C22H30O
• Molecular Mass: 312.45830968
• Monoisotopic Mass: 312.23637526
• SMILES: C1CCC=C2[C@H]1[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1=C)([C@](CC2)(O)[13C]#[13CH])CC
• Canonical SMILES: CC[C@]12CC(=C)[C@H]3[C@H]([C@@H]1CC[C@@]2(O)[13C]#[13CH])CCC1=CCCC[C@H]31
• InChI: InChI=1S/C22H30O/c1-4-21-14-15(3)20-17-9-7-6-8-16(17)10-11-18(20)19(21)12-13-22(21,23)5-2/h2,8,17-20,23H,3-4,6-7,9-14H2,1H3/t17-,18-,19-,20+,21-,22-/m0/s1/i2+1,5+1
• InChIKey: RPLCPCMSCLEKRS-QGBDWVOXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10S,11S,14S,15S)-15-ethyl-14-[(1,2-^1^3C₂)ethynyl]-17-methylidene(13,13-^2H₂)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-ol
• IUPAC Traditional name: (1S,2R,10S,11S,14S,15S)-15-ethyl-14-[(1,2-^1^3C₂)ethynyl]-17-methylidene(13,13-^2H₂)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-ol
• Synonyms: (17α)-13-Ethyl-11-methylene-18,19-dinorpregn-4-en-20-yn-17-ol-13C2,d2; Cerazette-13C2,d2; Cyclosa-13C2,d2; Desogestrel-13C2,d2; Dicromil-13C2,d2; Marvelon 150/320-13C2,d2; Org 2969-13C2,d2; Desogestrel-13C2,d2 (Major)

Database IDs

• PubChem SID: 162260769
• PubChem CID: 45038910

CALCULATED PROPERTIES

• Acid pKa: 17.993504
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 4.4206424
• LogD (pH = 7.4): 4.4206424
• Log P: 4.4206424
• Molar Refractivity: 95.7335 cm^3
• Polarizability: 37.4065 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 108-110°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D296877

A labelled progestogen with low androgenic potency.

REFERENCES

• Viinikka, L., et al.: Eur. J. Clin. Pharmacol., 15, 349 (1979)
• Bergink, E.W., et al.: J. Steroid Biochem., 14, 175 (1981)