(1S,2R,10R,11S,15S)-2,15-dimethyl-13-methylidenetetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-diene-5,14-dione

• ChemBase ID: 173673
• Molecular Formular: C20H24O2
• Molecular Mass: 296.40336
• Monoisotopic Mass: 296.17763001
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC(=C)C2=O)C)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC(=C)C2=O)C)C
• InChI: InChI=1S/C20H24O2/c1-12-10-17-15-5-4-13-11-14(21)6-8-19(13,2)16(15)7-9-20(17,3)18(12)22/h6,8,11,15-17H,1,4-5,7,9-10H2,2-3H3/t15-,16+,17+,19+,20+/m1/s1
• InChIKey: RZIUHILBJPKCLT-ORZNMBHWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,15S)-2,15-dimethyl-13-methylidenetetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-5,14-dione
• IUPAC Traditional name: (1S,2R,10R,11S,15S)-2,15-dimethyl-13-methylidenetetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-5,14-dione
• Synonyms: 16-Methyleneandrosta-1,4-diene-3,17-dione; 16-Methylene Boldione

Database IDs

• PubChem SID: 164229583
• PubChem CID: 71750328

CALCULATED PROPERTIES

• Acid pKa: 18.855255
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.3780823
• LogD (pH = 7.4): 4.3780823
• Log P: 4.3780823
• Molar Refractivity: 89.0787 cm^3
• Polarizability: 34.07716 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M304200

Boldione (B675200) derivative.