(1R,2S,8S,10S,11S,14R,15S,17S)-14-acetyl-1-fluoro-17-hydroxy-2,8,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl acetate

• ChemBase ID: 169146
• Molecular Formular: C24H31FO5
• Molecular Mass: 418.4983432
• Monoisotopic Mass: 418.21555231
• SMILES: C1=C[C@]2(C(=CC1=O)[C@H](C[C@@H]1[C@@]2([C@H](C[C@]2([C@H]1CC[C@@]2(C(=O)C)OC(=O)C)C)O)F)C)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)[C@@H](C)C[C@@H]1[C@]2(F)[C@@H](O)C[C@]2([C@H]1CC[C@]2(OC(=O)C)C(=O)C)C)C
• InChI: InChI=1S/C24H31FO5/c1-13-10-19-17-7-9-23(14(2)26,30-15(3)27)22(17,5)12-20(29)24(19,25)21(4)8-6-16(28)11-18(13)21/h6,8,11,13,17,19-20,29H,7,9-10,12H2,1-5H3/t13-,17-,19-,20-,21-,22-,23-,24-/m0/s1
• InChIKey: YRFXGQHBPBMFHW-SBTZIJSASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,8S,10S,11S,14R,15S,17S)-14-acetyl-1-fluoro-17-hydroxy-2,8,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl acetate
• IUPAC Traditional name: fluorometholone acetate
• Synonyms: (6α,11β)-17-(Acetyloxy)-9-fluoro-11-hydroxy-6-methylpregna-1,4-diene-3,20-dione; 6α-Methyl-9α-fluoro-17-acetoxy-21-deoxyprednisolone; Eflone; Flarex; NSC 47438; Oxylone Acetate; U 17323; Fluorometholone Acetate

Database IDs

• CAS Number: 3801-06-7
• PubChem SID: 162263278
• PubChem CID: 240767

CALCULATED PROPERTIES

• Acid pKa: 13.640568
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.8619895
• LogD (pH = 7.4): 2.8619893
• Log P: 2.8619895
• Molar Refractivity: 110.0192 cm^3
• Polarizability: 42.809925 Å^3
• Polar Surface Area: 80.67 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 232-234°C

Safety Information

• Storage Condition: -20°C Freezer

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: Free Base

DETAILS

Toronto Research Chemicals - F593150

Fluorometholone Acetate is a glucocorticoid; anti-inflammatory.

REFERENCES

• Kupferman, A., et al.: Arch. Ophthalmol., 100, 640 (1982)
• Tokunaga, H., et al.: Chem. Pharm. Bull., 32, 4012 (1982)