(1S,2R,10R,11S,15S)-6,14-dihydroxy-2,14,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one

• ChemBase ID: 127253
• Molecular Formular: C20H28O3
• Molecular Mass: 316.43452
• Monoisotopic Mass: 316.20384476
• SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2(C)O)CCC1=C(C(=O)C=C[C@]31C)O
• Canonical SMILES: O=C1C=C[C@]2(C(=C1O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2(C)O)C)C
• InChI: InChI=1S/C20H28O3/c1-18-9-8-16(21)17(22)15(18)5-4-12-13(18)6-10-19(2)14(12)7-11-20(19,3)23/h8-9,12-14,22-23H,4-7,10-11H2,1-3H3/t12-,13+,14+,18-,19+,20?/m1/s1
• InChIKey: XMPHGFYWQPUCAG-UGHIWARZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,15S)-6,14-dihydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-one
• IUPAC Traditional name: enestebol
• Synonyms: 4,17β-Dihydroxy-17-methyl-androsta-1,4-dien-3-one; Enestebol

Database IDs

• CAS Number: 2320-86-7
• PubChem SID: 162221574
• PubChem CID: 208919
• Wikipedia Title: Enestebol

CALCULATED PROPERTIES

• Acid pKa: 9.963603
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.1251504
• LogD (pH = 7.4): 3.1239815
• Log P: 3.1251657
• Molar Refractivity: 92.1287 cm^3
• Polarizability: 35.47738 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true