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

• ChemBase ID: 165630
• Molecular Formular: C22H27FO4
• Molecular Mass: 374.4457832
• Monoisotopic Mass: 374.18933756
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@]2([C@H](C[C@]2([C@H]1C[C@H]([C@@H]2C(=O)C=O)C)C)O)F)C
• Canonical SMILES: O=CC(=O)[C@H]1[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)F
• InChI: InChI=1S/C22H27FO4/c1-12-8-16-15-5-4-13-9-14(25)6-7-21(13,3)22(15,23)18(27)10-20(16,2)19(12)17(26)11-24/h6-7,9,11-12,15-16,18-19,27H,4-5,8,10H2,1-3H3/t12-,15+,16+,18+,19-,20+,21+,22+/m1/s1
• InChIKey: WTFBQEPBRAYYTL-IIEHVVJPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,2S,10S,11S,13R,14S,15S,17S)-1-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-oxoacetaldehyde
• IUPAC Traditional name: 2-[(1R,2S,10S,11S,13R,14S,15S,17S)-1-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-oxoacetaldehyde
• Synonyms: (11β,16α)-9-Fluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-21-al; 21-Dehydro Desoxymetasone

Database IDs

• CAS Number: 1188271-71-7
• PubChem SID: 162259763
• PubChem CID: 71315310

CALCULATED PROPERTIES

• Acid pKa: 13.645361
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.2579598
• LogD (pH = 7.4): 3.2579596
• Log P: 3.2579598
• Molar Refractivity: 100.324 cm^3
• Polarizability: 38.419273 Å^3
• Polar Surface Area: 71.44 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229565

Desoxymetasone (D296970) impurity.

REFERENCES

• Junkmann, K., et al.: Arzneim.-Forsch., 10, 921 (1960)