(10S,11S,14R,15S,17R)-14-acetyl-17-(4-aminophenyl)-14-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-1,6-dien-5-one

• ChemBase ID: 167256
• Molecular Formular: C26H31NO3
• Molecular Mass: 405.52924
• Monoisotopic Mass: 405.23039386
• SMILES: C1C(=O)C=C2C(=C3[C@@H](CC2)[C@H]2[C@](C[C@@H]3c3ccc(cc3)N)([C@@](CC2)(O)C(=O)C)C)C1
• Canonical SMILES: O=C1CCC2=C3[C@H](C[C@]4([C@H]([C@@H]3CCC2=C1)CC[C@]4(O)C(=O)C)C)c1ccc(cc1)N
• InChI: InChI=1S/C26H31NO3/c1-15(28)26(30)12-11-23-21-9-5-17-13-19(29)8-10-20(17)24(21)22(14-25(23,26)2)16-3-6-18(27)7-4-16/h3-4,6-7,13,21-23,30H,5,8-12,14,27H2,1-2H3/t21-,22+,23-,25-,26-/m0/s1
• InChIKey: CJDRTMOCVGHUEO-RXDLHWJPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10S,11S,14R,15S,17R)-14-acetyl-17-(4-aminophenyl)-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6-dien-5-one
• IUPAC Traditional name: (10S,11S,14R,15S,17R)-14-acetyl-17-(4-aminophenyl)-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6-dien-5-one
• Synonyms: (11β)-11-(4-Aminophenyl)-17-hydroxy-19-norpregna-4,9-diene-3,20-dione; N,N-Didesmethyl Ulipristal

Database IDs

• CAS Number: 244206-52-8
• PubChem SID: 162261389
• PubChem CID: 15908059

CALCULATED PROPERTIES

• Acid pKa: 12.6975355
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.2169087
• LogD (pH = 7.4): 3.2434406
• Log P: 3.243792
• Molar Refractivity: 119.5576 cm^3
• Polarizability: 45.666824 Å^3
• Polar Surface Area: 80.39 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D441450

A metabolite of Ulipristal.

REFERENCES

• Heikinheimo, O., et al.: J. Steroid Biochem., 26, 279 (1987)
• Bock, H., et al.: Chem. Ber., 127, 55 (1987)
• Teutsch, G., et al.: Steroids, 59, 22 (1987)