2-[(1S,2S,8S,11S,13R,14S,15S,17S)-8-fluoro-2,13,15-trimethyl-5-oxo-18-oxapentacyclo[8.8.0.01,17.02,7.011,15]octadeca-3,6-dien-14-yl]-2-oxoethyl acetate

• ChemBase ID: 159421
• Molecular Formular: C24H29FO5
• Molecular Mass: 416.4824632
• Monoisotopic Mass: 416.19990225
• SMILES: C1=C[C@]2(C(=CC1=O)[C@H](CC1[C@]32[C@@H](C[C@]2([C@H]1C[C@H]([C@@H]2C(=O)COC(=O)C)C)C)O3)F)C
• Canonical SMILES: CC(=O)OCC(=O)[C@H]1[C@H](C)C[C@@H]2[C@]1(C)C[C@H]1O[C@@]31C2C[C@@H](C1=CC(=O)C=C[C@]31C)F
• InChI: InChI=1S/C24H29FO5/c1-12-7-15-16-9-18(25)17-8-14(27)5-6-23(17,4)24(16)20(30-24)10-22(15,3)21(12)19(28)11-29-13(2)26/h5-6,8,12,15-16,18,20-21H,7,9-11H2,1-4H3/t12-,15+,16?,18+,20+,21-,22+,23+,24-/m1/s1
• InChIKey: TWTFGCLKNPQYLS-RWDRDKSCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2S,8S,11S,13R,14S,15S,17S)-8-fluoro-2,13,15-trimethyl-5-oxo-18-oxapentacyclo[8.8.0.0^1,^1^7.0^2,^7.0^1^1,^1^5]octadeca-3,6-dien-14-yl]-2-oxoethyl acetate
• IUPAC Traditional name: 2-[(1S,2S,8S,11S,13R,14S,15S,17S)-8-fluoro-2,13,15-trimethyl-5-oxo-18-oxapentacyclo[8.8.0.0^1,^1^7.0^2,^7.0^1^1,^1^5]octadeca-3,6-dien-14-yl]-2-oxoethyl acetate
• Synonyms: 21-(Acetyloxy)-9,11-epoxy-6-fluocortolone; (6α,9β,11β,16α)-21-(Acetyloxy)-9,11-epoxy-6-fluoro-16-methyl-pregna-1,4-diene-3,20-dione

Database IDs

• CAS Number: 61618-91-5
• PubChem SID: 162253556
• PubChem CID: 71312974

CALCULATED PROPERTIES

• Acid pKa: 14.447568
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.723059
• LogD (pH = 7.4): 2.723059
• Log P: 2.723059
• Molar Refractivity: 108.3268 cm^3
• Polarizability: 42.16406 Å^3
• Polar Surface Area: 72.97 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate

DETAILS

Toronto Research Chemicals - A187470

Used in the preparation of Fluorine containing steroid hormones. Glucocorticoid.