(1R,2S,10S,11S,15S,17S)-14-(2-chloroacetyl)-1-fluoro-17-hydroxy-2,13,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6,13-trien-5-one

• ChemBase ID: 157616
• Molecular Formular: C22H26ClFO3
• Molecular Mass: 392.8914432
• Monoisotopic Mass: 392.15545059
• SMILES: CC1=C([C@]2(C[C@@H]([C@]3([C@H]([C@@H]2C1)CCC1=CC(=O)C=C[C@]31C)F)O)C)C(=O)CCl
• Canonical SMILES: ClCC(=O)C1=C(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/C22H26ClFO3/c1-12-8-16-15-5-4-13-9-14(25)6-7-21(13,3)22(15,24)18(27)10-20(16,2)19(12)17(26)11-23/h6-7,9,15-16,18,27H,4-5,8,10-11H2,1-3H3/t15-,16-,18-,20-,21-,22-/m0/s1
• InChIKey: YWRGNRUKHBYFTD-QEYSUVLUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,10S,11S,15S,17S)-14-(2-chloroacetyl)-1-fluoro-17-hydroxy-2,13,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6,13-trien-5-one
• IUPAC Traditional name: (1R,2S,10S,11S,15S,17S)-14-(2-chloroacetyl)-1-fluoro-17-hydroxy-2,13,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6,13-trien-5-one
• Synonyms: Clobetasol impurity B (PhEur); 21-Chloro-9-fluoro-11β-hydroxy-16-methylpregna-1,4,16-triene-3,20-dione

Database IDs

• PubChem SID: 162251753
• PubChem CID: 13067007

CALCULATED PROPERTIES

• Acid pKa: 13.6346245
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.5123627
• LogD (pH = 7.4): 3.5123625
• Log P: 3.5123627
• Molar Refractivity: 104.8302 cm^3
• Polarizability: 39.925907 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 61-48/20/21-53-62
• Safety Statements: 53-36/37-45
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H360Df-H373-H413
• GHS Precautionary statements: P201-P308 + P313
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (HPLC)
• Impurities: ≤10.0% related substances; ≤5.0% solvents; ≤5.0% water
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C22H26ClFO3