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

• ChemBase ID: 166243
• Molecular Formular: C22H30O4
• Molecular Mass: 358.4712
• Monoisotopic Mass: 358.21440944
• SMILES: C1C(=O)C=C2[C@H](C1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@](CC2)(OC(=O)C)C(=O)C)C
• Canonical SMILES: CC(=O)O[C@]1(CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@H]12)C(=O)C
• InChI: InChI=1S/C22H30O4/c1-13(23)22(26-14(2)24)11-9-20-19-6-4-15-12-16(25)5-7-17(15)18(19)8-10-21(20,22)3/h12,17-20H,4-11H2,1-3H3/t17-,18+,19+,20-,21-,22+/m0/s1
• InChIKey: MTSLFKWJINJVBO-REGVOWLASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-14-acetyl-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,10R,11S,14S,15S)-14-acetyl-15-methyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl acetate
• Synonyms: (17α)-17-(Acetyloxy)-19-norpregn-4-ene-3,20-dione; 17-Hydroxy-19-nor-17α-pregn-4-ene-3,20-dione Acetate; 17-Desethynyl Norethindrone Diacetate

Database IDs

• CAS Number: 66964-58-7
• PubChem SID: 162260376
• PubChem CID: 11013778

CALCULATED PROPERTIES

• Acid pKa: 17.814636
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.5422575
• LogD (pH = 7.4): 3.5422575
• Log P: 3.5422575
• Molar Refractivity: 98.7817 cm^3
• Polarizability: 39.00829 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: White Solid
• Melting Point: 173-175°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D289765

17-Desethynyl Norethindrone Diacetate is an impurity of Norethindrone Acetate (N675990). Norethindrone Acetate impurity E.

REFERENCES

• Pittman, C.S., et al.: Endocrinology, 68, 248 (1961)