(1R,2S,8S,10S,11S,13R,14R,15S,17S)-1,8-difluoro-14-{[(fluoromethyl)sulfanyl]carbonyl}-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl (1R,2S,8S,10S,11S,13R,14R,15S,17S)-1,8-difluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-diene-14-carboxylate

• ChemBase ID: 169304
• Molecular Formular: C43H51F5O8S
• Molecular Mass: 822.917256
• Monoisotopic Mass: 822.32248069
• 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@]2(O)C(=O)O[C@]1([C@]2(C[C@@H]([C@@]3([C@@]4(C(=CC(=O)C=C4)[C@H](C[C@H]3[C@@H]2C[C@H]1C)F)C)F)O)C)C(=O)SCF)C)C)O)F)F)C
• Canonical SMILES: FCSC(=O)[C@@]1(OC(=O)[C@@]2(O)[C@H](C)C[C@@H]3[C@]2(C)C[C@H](O)[C@]2([C@H]3C[C@@H](C3=CC(=O)C=C[C@]23C)F)F)[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)F
• InChI: InChI=1S/C43H51F5O8S/c1-20-11-24-26-15-30(45)28-13-22(49)7-9-36(28,3)40(26,47)32(51)17-38(24,5)42(20,55)34(53)56-43(35(54)57-19-44)21(2)12-25-27-16-31(46)29-14-23(50)8-10-37(29,4)41(27,48)33(52)18-39(25,43)6/h7-10,13-14,20-21,24-27,30-33,51-52,55H,11-12,15-19H2,1-6H3/t20-,21-,24+,25+,26+,27+,30+,31+,32+,33+,36+,37+,38+,39+,40+,41+,42+,43+/m1/s1
• InChIKey: GTZKCEBOBPLPHH-AMISWYLQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,8S,10S,11S,13R,14R,15S,17S)-1,8-difluoro-14-{[(fluoromethyl)sulfanyl]carbonyl}-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 (1R,2S,8S,10S,11S,13R,14R,15S,17S)-1,8-difluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-14-carboxylate
• IUPAC Traditional name: (1R,2S,8S,10S,11S,13R,14R,15S,17S)-1,8-difluoro-14-{[(fluoromethyl)sulfanyl]carbonyl}-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 (1R,2S,8S,10S,11S,13R,14R,15S,17S)-1,8-difluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-14-carboxylate
• Synonyms: (6α,11β,16α,17α)-6,9-difluoro-11,17-dihydroxy-16-methyl-3-oxo-Androsta-1,4-diene-17-carboxylic Acid (6α,11β,16α,17α)-6,9-difluoro-17-[[(fluoromethyl)thio]carbonyl]-11-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17-yl Ester; Fluticasone Dimer Impurity

Database IDs

• CAS Number: 220589-37-7
• PubChem SID: 162263436
• PubChem CID: 71316902

CALCULATED PROPERTIES

• Acid pKa: 11.855955
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 5.070287
• LogD (pH = 7.4): 5.0702724
• Log P: 5.070287
• Molar Refractivity: 201.4427 cm^3
• Polarizability: 77.8952 Å^3
• Polar Surface Area: 138.2 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - F599520

A dimeric impurity of Fluticasone Propionate (F599500).

REFERENCES

• Mistry, N. et al.: J. Pharmac. Biomed. Anal., 19, 511 (1999)