(10S,11S,14S,15S,17R)-14-hydroxy-15-methyl-17-[4-(methylamino)phenyl]-14-(prop-1-yn-1-yl)tetracyclo[8.7.0.02,7.011,15]heptadeca-1,6-dien-5-one

• ChemBase ID: 165762
• Molecular Formular: C28H33NO2
• Molecular Mass: 415.56712
• Monoisotopic Mass: 415.2511293
• SMILES: C1CC(=O)C=C2C1=C1[C@@H](CC2)[C@H]2[C@](C[C@@H]1c1ccc(cc1)NC)([C@](CC2)(O)C#CC)C
• Canonical SMILES: CC#C[C@]1(O)CC[C@@H]2[C@]1(C)C[C@H](c1ccc(cc1)NC)C1=C3CCC(=O)C=C3CC[C@@H]21
• InChI: InChI=1S/C28H33NO2/c1-4-14-28(31)15-13-25-23-11-7-19-16-21(30)10-12-22(19)26(23)24(17-27(25,28)2)18-5-8-20(29-3)9-6-18/h5-6,8-9,16,23-25,29,31H,7,10-13,15,17H2,1-3H3/t23-,24+,25-,27-,28-/m0/s1
• InChIKey: IBLXOBHABOVXDY-WKWWZUSTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10S,11S,14S,15S,17R)-14-hydroxy-15-methyl-17-[4-(methylamino)phenyl]-14-(prop-1-yn-1-yl)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6-dien-5-one
• IUPAC Traditional name: (10S,11S,14S,15S,17R)-14-hydroxy-15-methyl-17-[4-(methylamino)phenyl]-14-(prop-1-yn-1-yl)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6-dien-5-one
• Synonyms: (11β,17β)-17-Hydroxy-11-[4-(methylamino)phenyl]-17-(1-propyn-1-yl)-estra-4,9-dien-3-one; N-Desmethyl-RU 486; RU 42633; N-Demethyl Mifepristone

Database IDs

• CAS Number: 104004-96-8
• PubChem SID: 162259895
• PubChem CID: 10070462

CALCULATED PROPERTIES

• Acid pKa: 12.865694
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.44212
• LogD (pH = 7.4): 4.4972696
• Log P: 4.498022
• Molar Refractivity: 128.3461 cm^3
• Polarizability: 48.19641 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methaol
• Apperance: Pale Yellow Solid
• Melting Point: 223-225°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D230950

A metabolite of Mifepristone (M343975).

REFERENCES

• Ringler, I., et al.: Metabolism, 13, 37 (1964)
• Gagne, D., et al.: J. Steroid. Biochem., 25, 315 (1964)
• Jang, G., et al.: Biochem. Pharmacol., 52, 753 (1964)
• Hild, S., et al.: Hum. Reprod., 15, 822 (1964)
• Gainer, E., et al.: Steroids, 68, 1005 (1964)