(1R,2S,10S,11S,13R,14R,15S,17S)-1-fluoro-14-(formyloxy)-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-diene-14-carboxylic acid

• ChemBase ID: 163749
• Molecular Formular: C22H27FO6
• Molecular Mass: 406.4445832
• Monoisotopic Mass: 406.1791668
• 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@]2(OC=O)C(=O)O)C)C)O)F)C
• Canonical SMILES: O=CO[C@]1(C(=O)O)[C@H](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/C22H27FO6/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,18(27)28)29-11-24/h6-7,9,11-12,15-17,26H,4-5,8,10H2,1-3H3,(H,27,28)/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1
• InChIKey: OXMUBZJVZDQGKL-CXSFZGCWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,10S,11S,13R,14R,15S,17S)-1-fluoro-14-(formyloxy)-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-14-carboxylic acid
• IUPAC Traditional name: (1R,2S,10S,11S,13R,14R,15S,17S)-1-fluoro-14-(formyloxy)-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-14-carboxylic acid
• Synonyms: 9-Fluoro-17-(formyloxy)-11-hydroxy-16-methyl-3-oxo-(11β,16α,17α)-androsta-1,4- diene-17-carboxylic Acid; 17β-Carboxy-17α-formyloxy Dexamethasone

Database IDs

• CAS Number: 473273-04-0
• PubChem SID: 162257884
• PubChem CID: 11729195

CALCULATED PROPERTIES

• Acid pKa: 4.1488743
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.1944337
• LogD (pH = 7.4): -0.5059641
• Log P: 2.5616188
• Molar Refractivity: 101.9006 cm^3
• Polarizability: 39.644478 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 228-232°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C178430

17β-Carboxy-17α-formyloxy Dexamethasone is a metabolite of Dexamethasone (D298800).