(1S,2R,10S,11S,14S,15S,17S)-14,17-dihydroxy-2,14,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-diene-4-carboxylic acid

• ChemBase ID: 129308
• Molecular Formular: C21H28O5
• Molecular Mass: 360.44402
• Monoisotopic Mass: 360.193674
• SMILES: C[C@@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@H]1[C@H]2CCC2=CC(=O)C(=C[C@]12C)C(=O)O)O)C)O
• Canonical SMILES: O[C@H]1C[C@@]2(C)[C@H]([C@H]3[C@H]1[C@@]1(C)C=C(C(=O)O)C(=O)C=C1CC3)CC[C@]2(C)O
• InChI: InChI=1S/C21H28O5/c1-19-9-13(18(24)25)15(22)8-11(19)4-5-12-14-6-7-21(3,26)20(14,2)10-16(23)17(12)19/h8-9,12,14,16-17,23,26H,4-7,10H2,1-3H3,(H,24,25)/t12-,14-,16-,17+,19-,20-,21-/m0/s1
• InChIKey: JOFBZBDWOWPUMO-QARKFJNLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10S,11S,14S,15S,17S)-14,17-dihydroxy-2,14,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-4-carboxylic acid
• IUPAC Traditional name: roxibolone
• Synonyms: 11β,17β-Dihydroxy-17-methyl-3-oxoandrosta-1,4-diene-2-carboxylic acid; Roxibolone

Database IDs

• CAS Number: 60023-92-9
• PubChem SID: 162223602
• PubChem CID: 68795
• Wikipedia Title: Roxibolone

CALCULATED PROPERTIES

• Acid pKa: 4.1339564
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.5409244
• LogD (pH = 7.4): -1.1549855
• Log P: 1.9223018
• Molar Refractivity: 97.8281 cm^3
• Polarizability: 37.86173 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true