(1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-ol

• ChemBase ID: 168524
• Molecular Formular: C21H30O
• Molecular Mass: 298.4623
• Monoisotopic Mass: 298.22966558
• SMILES: C1CC=C2[C@H](C1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@](CC2)(O)C#C)CC
• Canonical SMILES: CC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@]2(O)C#C)CCC1=CCCC[C@H]31
• InChI: InChI=1S/C21H30O/c1-3-20-13-11-17-16-8-6-5-7-15(16)9-10-18(17)19(20)12-14-21(20,22)4-2/h2,7,16-19,22H,3,5-6,8-14H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1
• InChIKey: MXXKGWYLIJQEBP-XUDSTZEESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-ol
• IUPAC Traditional name: (1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-ol
• Synonyms: (17α)-13-Ethyl-18,19-dinorpregn-4-en-20-yn-17-ol; EP Levonorgestrel Impurity D; 13-Ethyl-18,19-dinor-17α-pregn-4-en-20-yn-17-ol(Levo Norgestrel Impurity)

Database IDs

• CAS Number: 32419-58-2
• PubChem SID: 162262656
• PubChem CID: 40574150

CALCULATED PROPERTIES

• Acid pKa: 17.90929
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 4.4812694
• LogD (pH = 7.4): 4.4812694
• Log P: 4.4812694
• Molar Refractivity: 91.4074 cm^3
• Polarizability: 35.79649 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Colorless Semi-Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - E916950

EP Levonorgestrel impurity D.

REFERENCES

• McGinty, D., et al.: Endocrinology, 24, 829 (1939)
• Belanger, A., et al.: Steroids, 37, 361 (1939)
• Nieman, L., et al.: J. Clin. Endocrinol. Metab., 61, 536 (1939)
• Klebe, G., et al.: J. Med. Chem., 37, 4130 (1939)