2-[(1R,2S,8R,10S,11S,13R,14R,15S,17S)-1-fluoro-8,14,17-trihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate

• ChemBase ID: 159309
• Molecular Formular: C24H31FO7
• Molecular Mass: 450.4971432
• Monoisotopic Mass: 450.20538155
• SMILES: C1=CC(=O)C=C2[C@]1([C@@]1([C@@H](C[C@H]2O)[C@H]2[C@](C[C@@H]1O)([C@]([C@@H](C2)C)(C(=O)COC(=O)C)O)C)F)C
• Canonical SMILES: CC(=O)OCC(=O)[C@@]1(O)[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)O)F
• InChI: InChI=1S/C24H31FO7/c1-12-7-15-16-9-18(28)17-8-14(27)5-6-21(17,3)23(16,25)19(29)10-22(15,4)24(12,31)20(30)11-32-13(2)26/h5-6,8,12,15-16,18-19,28-29,31H,7,9-11H2,1-4H3/t12-,15+,16+,18-,19+,21+,22+,23+,24+/m1/s1
• InChIKey: JRWHYZMBJNXZOF-VRCYOTQUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,2S,8R,10S,11S,13R,14R,15S,17S)-1-fluoro-8,14,17-trihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
• IUPAC Traditional name: 2-[(1R,2S,8R,10S,11S,13R,14R,15S,17S)-1-fluoro-8,14,17-trihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
• Synonyms: (6β,11β,16α)-21-(Acetyloxy)-9-fluoro-6,11,17-trihydroxy-16-methyl-pregna-1,4-diene-3,20-dione; 21-O-Acetyl 6β-Hydroxy Dexamethasone

Database IDs

• CAS Number: 72559-77-4
• PubChem SID: 162253444
• PubChem CID: 22810932

CALCULATED PROPERTIES

• Acid pKa: 12.437202
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.89188397
• LogD (pH = 7.4): 0.89188004
• Log P: 0.891884
• Molar Refractivity: 113.1599 cm^3
• Polarizability: 44.14033 Å^3
• Polar Surface Area: 121.13 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - A178890

Protected metabolite of Dexamethasone (D298800).