(1S,2R,8S,10S,11S,14R,15S,17S)-8-fluoro-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one

• ChemBase ID: 127464
• Molecular Formular: C21H27FO5
• Molecular Mass: 378.4344832
• Monoisotopic Mass: 378.18425218
• SMILES: C[C@]12C[C@@H]([C@H]3[C@H]([C@@H]1CC[C@@]2(C(=O)CO)O)C[C@@H](C1=CC(=O)C=C[C@]31C)F)O
• Canonical SMILES: OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)F
• InChI: InChI=1S/C21H27FO5/c1-19-5-3-11(24)7-14(19)15(22)8-12-13-4-6-21(27,17(26)10-23)20(13,2)9-16(25)18(12)19/h3,5,7,12-13,15-16,18,23,25,27H,4,6,8-10H2,1-2H3/t12-,13-,15-,16-,18+,19-,20-,21-/m0/s1
• InChIKey: MYYIMZRZXIQBGI-HVIRSNARSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,8S,10S,11S,14R,15S,17S)-8-fluoro-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-one
• IUPAC Traditional name: fluprednisolone
• Synonyms: 6-α-Fluoroprednisolone; Fluprednisolone; 氟泼尼龙

Database IDs

• CAS Number: 53-34-9
• EC Number: 200-170-8
• MDL Number: MFCD00200355
• PubChem SID: 162221783; 24861025
• PubChem CID: 5876
• CHEMBL: 1200774
• KEGG ID: D04227
• Wikipedia Title: Fluprednisolone

CALCULATED PROPERTIES

• Acid pKa: 12.583521
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.9332706
• LogD (pH = 7.4): 0.9332678
• Log P: 0.93327063
• Molar Refractivity: 98.3167 cm^3
• Polarizability: 37.789055 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C21H27FO5

DETAILS

Sigma Aldrich - 34206

Legal Information
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