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

• ChemBase ID: 168121
• Molecular Formular: C22H27FO4
• Molecular Mass: 374.4457832
• Monoisotopic Mass: 374.18933756
• 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)CO)C)C)O3)F)C
• Canonical SMILES: 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/C22H27FO4/c1-11-6-13-14-8-16(23)15-7-12(25)4-5-21(15,3)22(14)18(27-22)9-20(13,2)19(11)17(26)10-24/h4-5,7,11,13-14,16,18-19,24H,6,8-10H2,1-3H3/t11-,13+,14?,16+,18+,19-,20+,21+,22-/m1/s1
• InChIKey: WCXRTQTYUQWMME-CKNSNADWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,8S,11S,13R,14S,15S,17S)-8-fluoro-14-(2-hydroxyacetyl)-2,13,15-trimethyl-18-oxapentacyclo[8.8.0.0^1,^1^7.0^2,^7.0^1^1,^1^5]octadeca-3,6-dien-5-one
• IUPAC Traditional name: (1S,2S,8S,11S,13R,14S,15S,17S)-8-fluoro-14-(2-hydroxyacetyl)-2,13,15-trimethyl-18-oxapentacyclo[8.8.0.0^1,^1^7.0^2,^7.0^1^1,^1^5]octadeca-3,6-dien-5-one
• Synonyms: (6α,9β,11β,16α)-9,11-Epoxy-6-fluoro-21-hydroxy-16-methyl-pregna-1,4-diene-3,20-dione

Database IDs

• CAS Number: 61618-89-1
• PubChem SID: 162262253
• PubChem CID: 71316379

CALCULATED PROPERTIES

• Acid pKa: 13.763739
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.2819335
• LogD (pH = 7.4): 2.2819333
• Log P: 2.2819335
• Molar Refractivity: 99.1753 cm^3
• Polarizability: 38.313866 Å^3
• Polar Surface Area: 66.9 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Light Yellow Solid

DETAILS

Toronto Research Chemicals - E589240

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