(1S,4R,8S,9S,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-dien-16-one

• ChemBase ID: 119639
• Molecular Formular: C24H31FO6
• Molecular Mass: 434.4977432
• Monoisotopic Mass: 434.21046693
• SMILES: [C@@]12([C@@]3(C([C@H]4[C@@]([C@@]5(C(=CC(=O)C=C5)CC4)C)(C(C3)O)F)C[C@H]1OC(O2)(C)C)C)C(=O)CO
• Canonical SMILES: OCC(=O)[C@@]12OC(O[C@@H]1CC1[C@]2(C)CC(O)[C@]2([C@H]1CCC1=CC(=O)C=C[C@]21C)F)(C)C
• InChI: InChI=1S/C24H31FO6/c1-20(2)30-19-10-16-15-6-5-13-9-14(27)7-8-21(13,3)23(15,25)17(28)11-22(16,4)24(19,31-20)18(29)12-26/h7-9,15-17,19,26,28H,5-6,10-12H2,1-4H3/t15-,16?,17?,19+,21-,22-,23-,24+/m0/s1
• InChIKey: YNDXUCZADRHECN-AFLUZSAWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4R,8S,9S,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-dien-16-one
• IUPAC Traditional name: (1S,4R,8S,9S,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-dien-16-one
• Synonyms: (6aS,6bR,8aS,8bS,11aR,12bS)-6b-fluoro-7-hydroxy-8b-(2-hydroxyacetyl)-6a,8a,10,10-tetramethyl-6a,6b,7,8,8a,8b,11a,12,12a,12b-decahydro-1H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-4(2H)-one

Database IDs

• PubChem SID: 162107708
• PubChem CID: 16394620

CALCULATED PROPERTIES

• Acid pKa: 13.401961
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.9441179
• LogD (pH = 7.4): 1.9441174
• Log P: 1.9441179
• Molar Refractivity: 111.5898 cm^3
• Polarizability: 43.3673 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true