(1R,2S,10S,11S,14R,15S,17S)-14-[2-(acetyloxy)acetyl]-1-fluoro-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl butanoate

• ChemBase ID: 169248
• Molecular Formular: C27H35FO7
• Molecular Mass: 490.5610032
• Monoisotopic Mass: 490.23668168
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@]2([C@H](C[C@]2([C@H]1CC[C@@]2(C(=O)COC(=O)C)OC(=O)CCC)C)O)F)C
• Canonical SMILES: CCCC(=O)O[C@@]1(CC[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)F)C(=O)COC(=O)C
• InChI: InChI=1S/C27H35FO7/c1-5-6-23(33)35-26(22(32)15-34-16(2)29)12-10-19-20-8-7-17-13-18(30)9-11-24(17,3)27(20,28)21(31)14-25(19,26)4/h9,11,13,19-21,31H,5-8,10,12,14-15H2,1-4H3/t19-,20-,21-,24-,25-,26-,27-/m0/s1
• InChIKey: NBCFYFILROOBQO-CMCOHCKLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,10S,11S,14R,15S,17S)-14-[2-(acetyloxy)acetyl]-1-fluoro-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl butanoate
• IUPAC Traditional name: (1R,2S,10S,11S,14R,15S,17S)-14-[2-(acetyloxy)acetyl]-1-fluoro-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl butanoate
• Synonyms: 9α-Fluoro Prednisolone 17-Butyrate-21-acetate

Database IDs

• PubChem SID: 162263380
• PubChem CID: 71316871

CALCULATED PROPERTIES

• Acid pKa: 13.635865
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.3439522
• LogD (pH = 7.4): 3.343952
• Log P: 3.3439522
• Molar Refractivity: 125.5522 cm^3
• Polarizability: 49.152954 Å^3
• Polar Surface Area: 106.97 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F595840

Prednisolone (P703740) derivative as corticosteroid.