2-[(1R,2S,10S,13R,14S,15S,17S)-1-fluoro-13,14,17-trihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6,11-trien-14-yl]-2-oxoethyl acetate

• ChemBase ID: 159418
• Molecular Formular: C23H27FO7
• Molecular Mass: 434.4546832
• Monoisotopic Mass: 434.17408142
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@]2([C@H](C[C@]2(C1=C[C@H]([C@@]2(C(=O)COC(=O)C)O)O)C)O)F)C
• Canonical SMILES: CC(=O)OCC(=O)[C@@]1(O)[C@H](O)C=C2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)F
• InChI: InChI=1S/C23H27FO7/c1-12(25)31-11-19(29)23(30)17(27)9-16-15-5-4-13-8-14(26)6-7-20(13,2)22(15,24)18(28)10-21(16,23)3/h6-9,15,17-18,27-28,30H,4-5,10-11H2,1-3H3/t15-,17+,18-,20-,21-,22-,23-/m0/s1
• InChIKey: LJUAAETUARKTIV-OLYHOXELSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,2S,10S,13R,14S,15S,17S)-1-fluoro-13,14,17-trihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6,11-trien-14-yl]-2-oxoethyl acetate
• IUPAC Traditional name: 2-[(1R,2S,10S,13R,14S,15S,17S)-1-fluoro-13,14,17-trihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6,11-trien-14-yl]-2-oxoethyl acetate
• Synonyms: (11β,16α)-21-(Acetyloxy)-9-fluoro-11,16,17-trihydroxy-pregna-1,4,14-triene-3,20-dione

Database IDs

• CAS Number: 131918-74-6
• PubChem SID: 162253553
• PubChem CID: 71312973

CALCULATED PROPERTIES

• Acid pKa: 11.61307
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.4331463
• LogD (pH = 7.4): 0.43312007
• Log P: 0.43314663
• Molar Refractivity: 109.2303 cm^3
• Polarizability: 42.06527 Å^3
• Polar Surface Area: 121.13 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate

DETAILS

Toronto Research Chemicals - A187455

Intermediate in the preparation of antiinflammatory agents.