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

• ChemBase ID: 166215
• Molecular Formular: C22H28Br2O4
• Molecular Mass: 516.26332
• Monoisotopic Mass: 514.03543338
• SMILES: C1C(=O)C=C2[C@H](C1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@@](CC2)(C(=O)C(Br)Br)OC(=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(Br)Br
• InChI: InChI=1S/C22H28Br2O4/c1-12(25)28-22(19(27)20(23)24)10-8-18-17-5-3-13-11-14(26)4-6-15(13)16(17)7-9-21(18,22)2/h11,15-18,20H,3-10H2,1-2H3/t15-,16+,17+,18-,21-,22+/m0/s1
• InChIKey: FXRCFNRZJNQXRW-PTBPQGHKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-14-(2,2-dibromoacetyl)-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-(2,2-dibromoacetyl)-15-methyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl acetate
• Synonyms: 17-Dibromomethylaceto-19-Nnorpregn-4-ene-3,20-dione; 17-Desethynyl 17-Dibromomethylaceto-norethindrone Acetate

Database IDs

• PubChem SID: 162260348
• PubChem CID: 11081851

CALCULATED PROPERTIES

• Acid pKa: 14.290359
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.4364676
• LogD (pH = 7.4): 4.4364676
• Log P: 4.4364676
• Molar Refractivity: 114.3907 cm^3
• Polarizability: 44.58174 Å^3
• Polar Surface Area: 60.44 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D289110

Intermediate in the synthesis of a Norethindrone Acetate (N675990) impurity.