2-[(1S,2S,7R,10S,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5,17-dioxotetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]-2-oxoethyl acetate

• ChemBase ID: 167556
• Molecular Formular: C23H32O6
• Molecular Mass: 404.49658
• Monoisotopic Mass: 404.21988874
• SMILES: C1C(=O)C[C@@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1=O)([C@](CC2)(C(=O)COC(=O)C)O)C)C
• Canonical SMILES: O=C1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2C(=O)C[C@]2([C@H]1CC[C@]2(O)C(=O)COC(=O)C)C)C
• InChI: InChI=1S/C23H32O6/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/h14,16-17,20,28H,4-12H2,1-3H3/t14-,16+,17+,20-,21+,22+,23+/m1/s1
• InChIKey: AZCNJEFLSOQGST-LPEMZKRWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2S,7R,10S,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5,17-dioxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2-oxoethyl acetate
• IUPAC Traditional name: 2-[(1S,2S,7R,10S,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5,17-dioxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2-oxoethyl acetate
• Synonyms: 17,21-Dihydroxy-5β-pregnane-3,11,20-trione 21-Acetate; L 491297-0; NSC 22843; 5β-Dihydrocortisone Acetate 21-Acetate

Database IDs

• CAS Number: 1499-59-8
• PubChem SID: 162261689
• PubChem CID: 229293

CALCULATED PROPERTIES

• Acid pKa: 12.60116
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.1476405
• LogD (pH = 7.4): 2.1476376
• Log P: 2.1476405
• Molar Refractivity: 104.7996 cm^3
• Polarizability: 41.83601 Å^3
• Polar Surface Area: 97.74 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 - D448840

Cortisone (C696500) derivative.