(7R,14R)-14-(2-bromoacetyl)-5,14-dihydroxy-2,7,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-one

• ChemBase ID: 83672
• Molecular Formular: C22H33BrO4
• Molecular Mass: 441.39902
• Monoisotopic Mass: 440.15622154
• SMILES: O=C1C2C3([C@](CC(CC3)O)(C)CCC2C2C(C1)([C@@](C(=O)CBr)(CC2)O)C)C
• Canonical SMILES: BrCC(=O)[C@@]1(O)CCC2C1(C)CC(=O)C1C2CC[C@]2(C1(C)CCC(C2)O)C
• InChI: InChI=1S/C22H33BrO4/c1-19-7-5-14-15-6-9-22(27,17(26)12-23)21(15,3)11-16(25)18(14)20(19,2)8-4-13(24)10-19/h13-15,18,24,27H,4-12H2,1-3H3/t13?,14?,15?,18?,19-,20?,21?,22+/m1/s1
• InChIKey: JLZAWPXFXHUIRQ-JPOWGYIBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (7R,14R)-14-(2-bromoacetyl)-5,14-dihydroxy-2,7,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-one
• IUPAC Traditional name: (7R,14R)-14-(2-bromoacetyl)-5,14-dihydroxy-2,7,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-one
• Synonyms: 17-(2-bromoacetyl)-3,17-dihydroxy-5,10,13-trimethylperhydrocyclopenta[a]phenanthren-11-one

Database IDs

• MDL Number: MFCD00178498
• PubChem SID: 162070789
• PubChem CID: 71299477

CALCULATED PROPERTIES

• Acid pKa: 12.647185
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.3391485
• LogD (pH = 7.4): 3.339146
• Log P: 3.3391485
• Molar Refractivity: 107.1858 cm^3
• Polarizability: 42.434353 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true