2-[(1R,2S,8S,10S,11S,13R,14S,15S,17S)-1-bromo-8-fluoro-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate

• ChemBase ID: 159414
• Molecular Formular: C24H30BrFO5
• Molecular Mass: 497.3944032
• Monoisotopic Mass: 496.12606428
• SMILES: C1=C[C@]2(C(=CC1=O)[C@H](C[C@@H]1[C@@]2([C@H](C[C@]2([C@H]1C[C@H]([C@@H]2C(=O)COC(=O)C)C)C)O)Br)F)C
• Canonical SMILES: CC(=O)OCC(=O)[C@H]1[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)F)Br
• InChI: InChI=1S/C24H30BrFO5/c1-12-7-15-16-9-18(26)17-8-14(28)5-6-23(17,4)24(16,25)20(30)10-22(15,3)21(12)19(29)11-31-13(2)27/h5-6,8,12,15-16,18,20-21,30H,7,9-11H2,1-4H3/t12-,15+,16+,18+,20+,21-,22+,23+,24+/m1/s1
• InChIKey: GPWZSMQKFWDIPZ-CDACMRRYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,2S,8S,10S,11S,13R,14S,15S,17S)-1-bromo-8-fluoro-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
• IUPAC Traditional name: 2-[(1R,2S,8S,10S,11S,13R,14S,15S,17S)-1-bromo-8-fluoro-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
• Synonyms: 21-(Acetyloxy)-9-bromo-6-fluocortolone; (6α,11β,16α)-21-(Acetyloxy)-9-bromo-6-fluoro-11-hydroxy-16-methyl-pregna-1,4-diene-3,20-dione

Database IDs

• CAS Number: 54604-73-8
• PubChem SID: 162253549
• PubChem CID: 71312969

CALCULATED PROPERTIES

• Acid pKa: 13.846626
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.1014426
• LogD (pH = 7.4): 3.1014423
• Log P: 3.1014426
• Molar Refractivity: 117.8714 cm^3
• Polarizability: 45.595207 Å^3
• Polar Surface Area: 80.67 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Off-white Solid

DETAILS

Toronto Research Chemicals - A187435

Glucocorticoid. Fluorine containing steroid hormone.