(1S,2S,4R,8S,9S,11S,12R,13S)-12-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-diene-16,19-dione

• ChemBase ID: 172128
• Molecular Formular: C24H29FO7
• Molecular Mass: 448.4812632
• Monoisotopic Mass: 448.18973149
• SMILES: C1=C[C@]2(C(=CC1=O)C(=O)C[C@@H]1[C@@]2([C@H](C[C@]2([C@H]1C[C@@H]1[C@]2(OC(O1)(C)C)C(=O)CO)C)O)F)C
• Canonical SMILES: OCC(=O)[C@@]12OC(O[C@@H]1C[C@@H]1[C@]2(C)C[C@H](O)[C@]2([C@H]1CC(=O)C1=CC(=O)C=C[C@]21C)F)(C)C
• InChI: InChI=1S/C24H29FO7/c1-20(2)31-19-9-13-14-8-16(28)15-7-12(27)5-6-21(15,3)23(14,25)17(29)10-22(13,4)24(19,32-20)18(30)11-26/h5-7,13-14,17,19,26,29H,8-11H2,1-4H3/t13-,14-,17-,19+,21-,22-,23-,24+/m0/s1
• InChIKey: IGSXVMLPPCPFBT-ZNWREMJPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,4R,8S,9S,11S,12R,13S)-12-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosa-14,17-diene-16,19-dione
• IUPAC Traditional name: (1S,2S,4R,8S,9S,11S,12R,13S)-12-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosa-14,17-diene-16,19-dione
• Synonyms: 6-Keto Triamcinolone Acetonide

Database IDs

• PubChem SID: 164228038
• PubChem CID: 54613573

CALCULATED PROPERTIES

• Acid pKa: 13.400976
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.2768345
• LogD (pH = 7.4): 1.276834
• Log P: 1.2768345
• Molar Refractivity: 112.283 cm^3
• Polarizability: 43.499924 Å^3
• Polar Surface Area: 110.13 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - K315250

A derivative of Triamcinolone acetonide.