(2S)-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-hydroxyacetic acid

• ChemBase ID: 169107
• Molecular Formular: C22H29FO5
• Molecular Mass: 392.4610632
• Monoisotopic Mass: 392.19990225
• 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]2[C@H](O)C(=O)O)C)C)O)F)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@]2(F)[C@@H](O)C[C@]2([C@H]1C[C@H]([C@@H]2[C@@H](C(=O)O)O)C)C)C
• InChI: InChI=1S/C22H29FO5/c1-11-8-15-14-5-4-12-9-13(24)6-7-21(12,3)22(14,23)16(25)10-20(15,2)17(11)18(26)19(27)28/h6-7,9,11,14-18,25-26H,4-5,8,10H2,1-3H3,(H,27,28)/t11-,14+,15+,16+,17-,18+,20+,21+,22+/m1/s1
• InChIKey: ZYKVIEIIBMZQOC-MCYIGWNCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-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-hydroxyacetic acid
• IUPAC Traditional name: (S)-[(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](hydroxy)acetic acid
• Synonyms: (11β,16α,20S)-9-Fluoro-11,20-dihydroxy-16-methyl-3-oxopregna-1,4-dien-21-oic Acid

Database IDs

• CAS Number: 50764-02-8
• PubChem SID: 162263239
• PubChem CID: 71316816

CALCULATED PROPERTIES

• Acid pKa: 4.3019066
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.0113939
• LogD (pH = 7.4): -0.72745204
• Log P: 2.2341528
• Molar Refractivity: 101.9069 cm^3
• Polarizability: 39.44512 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F591100

Desoxymetasone (D296970) impurity (S-isomer). Also a Pregnanoic acid and Pregnane acid derivative.