2-[(1R,2S,8S,10S,11S,13R,14Z,15S,17S)-1,8-difluoro-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-ylidene]-2-hydroxyacetaldehyde

• ChemBase ID: 169037
• Molecular Formular: C22H26F2O4
• Molecular Mass: 392.4362464
• Monoisotopic Mass: 392.17991575
• 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=C(/O)\C=O)C)C)O)F)F)C
• Canonical SMILES: O=C/C(=C/1\[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)/O
• InChI: InChI=1S/C22H26F2O4/c1-11-6-13-14-8-16(23)15-7-12(26)4-5-21(15,3)22(14,24)18(28)9-20(13,2)19(11)17(27)10-25/h4-5,7,10-11,13-14,16,18,27-28H,6,8-9H2,1-3H3/b19-17-/t11-,13+,14+,16+,18+,20+,21+,22+/m1/s1
• InChIKey: XQCUKBHXADCVFA-SUSRVUQVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,2S,8S,10S,11S,13R,14Z,15S,17S)-1,8-difluoro-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-ylidene]-2-hydroxyacetaldehyde
• IUPAC Traditional name: 2-[(1R,2S,8S,10S,11S,13R,14Z,15S,17S)-1,8-difluoro-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-ylidene]-2-hydroxyacetaldehyde
• Synonyms: (6α,11β,16α)-6,9-Difluoro-11,20-dihydroxy-16-methyl-3-oxo-pregna-1,4,17(20)-trien-21-al; 6α,9-difluoro-11β,20-dihydroxy-16α-methyl-3-oxo-pregna-1,4,17(20)-trien-21-al; Flumethasone-Δ17,20 21-Aldehyde

Database IDs

• CAS Number: 28400-50-2
• PubChem SID: 162263169
• PubChem CID: 71316784

CALCULATED PROPERTIES

• Acid pKa: 8.733168
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.9641838
• LogD (pH = 7.4): 1.9447318
• Log P: 1.9644375
• Molar Refractivity: 102.1838 cm^3
• Polarizability: 38.47543 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F455020

A degradation and metabolic intermediate of Flumethasone (F455000). Antiinflammatory agent.