(1S,2R,8S,10R,11S,14R,15S)-8-acetyl-14-ethynyl-15-methyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl acetate

• ChemBase ID: 175610
• Molecular Formular: C24H30O4
• Molecular Mass: 382.4926
• Monoisotopic Mass: 382.21440944
• SMILES: C1C(=O)C=C2[C@H](C1)[C@@H]1[C@@H](C[C@@H]2C(=O)C)[C@H]2[C@](CC1)([C@@](CC2)(C#C)OC(=O)C)C
• Canonical SMILES: C#C[C@@]1(CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@@H](C2=CC(=O)CC[C@H]12)C(=O)C)OC(=O)C
• InChI: InChI=1S/C24H30O4/c1-5-24(28-15(3)26)11-9-22-21-13-19(14(2)25)20-12-16(27)6-7-17(20)18(21)8-10-23(22,24)4/h1,12,17-19,21-22H,6-11,13H2,2-4H3/t17-,18-,19-,21-,22+,23+,24+/m1/s1
• InChIKey: HAOSCSLOOIYAJH-XZPPBWDLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,8S,10R,11S,14R,15S)-8-acetyl-14-ethynyl-15-methyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl acetate
• IUPAC Traditional name: (1S,2R,8S,10R,11S,14R,15S)-8-acetyl-14-ethynyl-15-methyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl acetate
• Synonyms: (6β,17α)-17-(Acetyloxy)-6-acetyl-19-norpregn-4-en-20-yn-3-one; 6β,17-Norethindrone Diacetate

Database IDs

• PubChem SID: 164231520
• PubChem CID: 71751190

CALCULATED PROPERTIES

• Acid pKa: 15.634719
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.2107234
• LogD (pH = 7.4): 3.2107234
• Log P: 3.2107234
• Molar Refractivity: 106.367 cm^3
• Polarizability: 41.59269 Å^3
• Polar Surface Area: 60.44 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Pale Yellow Solid
• Melting Point: 81-92°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - N675980

6β,17-Norethindrone Diacetate an impurity of Norethindrone Acetate (N675990). Norethindrone Acetate impurity D.

REFERENCES

• Karplus, et al.: J. Chem. Phys., 30, 11 (1959)