2-oxo-2-[(1S,2S,5S,7R,10S,11S,14R,15S,17S)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]ethyl acetate

• ChemBase ID: 178328
• Molecular Formular: C23H36O6
• Molecular Mass: 408.52834
• Monoisotopic Mass: 408.25118887
• SMILES: C1[C@@H](C[C@@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](C[C@@H]1O)([C@](CC2)(C(=O)COC(=O)C)O)C)C)O
• Canonical SMILES: O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2([C@H]1CC[C@]2(O)C(=O)COC(=O)C)C)C
• InChI: InChI=1S/C23H36O6/c1-13(24)29-12-19(27)23(28)9-7-17-16-5-4-14-10-15(25)6-8-21(14,2)20(16)18(26)11-22(17,23)3/h14-18,20,25-26,28H,4-12H2,1-3H3/t14-,15+,16+,17+,18+,20-,21+,22+,23+/m1/s1
• InChIKey: OJUZFZGYANUVTJ-JYVMGGJNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxo-2-[(1S,2S,5S,7R,10S,11S,14R,15S,17S)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]ethyl acetate
• IUPAC Traditional name: 2-oxo-2-[(1S,2S,5S,7R,10S,11S,14R,15S,17S)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]ethyl acetate
• Synonyms: 3β,11β,17,21-tetrahydroxy-5β-pregnan-20-one 21-Acetate; 3β-Tetrahydrocortisol 21-Acetate

Database IDs

• CAS Number: 4047-40-9
• PubChem SID: 164234238
• PubChem CID: 71752443

CALCULATED PROPERTIES

• Acid pKa: 12.610285
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.5546253
• LogD (pH = 7.4): 1.5546227
• Log P: 1.5546254
• Molar Refractivity: 106.7529 cm^3
• Polarizability: 42.91938 Å^3
• Polar Surface Area: 104.06 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethyl Sulfoxide; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - T293360

Cortisol derivative. Intermediate in the synthesis of steroid metabolites.

REFERENCES

• Harnik, M.; J. Org. Chem. 28, 3386 (1963)