(10S,11S,13S,14S,15S)-14-hydroxy-13,14,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-1,6,16-trien-5-one

• ChemBase ID: 170869
• Molecular Formular: C20H26O2
• Molecular Mass: 298.41924
• Monoisotopic Mass: 298.19328007
• SMILES: C1C(=O)C=C2C(=C3[C@@H](CC2)[C@H]2[C@](C=C3)([C@]([C@H](C2)C)(O)C)C)C1
• Canonical SMILES: O=C1CCC2=C3C=C[C@]4([C@H]([C@@H]3CCC2=C1)C[C@@H]([C@]4(C)O)C)C
• InChI: InChI=1S/C20H26O2/c1-12-10-18-17-6-4-13-11-14(21)5-7-15(13)16(17)8-9-19(18,2)20(12,3)22/h8-9,11-12,17-18,22H,4-7,10H2,1-3H3/t12-,17+,18-,19-,20-/m0/s1
• InChIKey: XVOJHONRQVZGBZ-RKOYFGKDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10S,11S,13S,14S,15S)-14-hydroxy-13,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6,16-trien-5-one
• IUPAC Traditional name: (10S,11S,13S,14S,15S)-14-hydroxy-13,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6,16-trien-5-one
• Synonyms: (16β,17β)-17-Hydroxy-16,17-dimethyl-estra-4,9,11-trien-3-one; 3-Oxo-17β-hydroxy-16β,17-dimethylestra-4,9,11-triene; (16β,17α)-Dimethyl-3-oxo-4,9,11-estratrien-17β-ol; 16β-Hydroxy Metribolone

Database IDs

• PubChem SID: 164226779
• PubChem CID: 71749169

CALCULATED PROPERTIES

• Acid pKa: 18.903275
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.8997662
• LogD (pH = 7.4): 2.8997667
• Log P: 2.8997667
• Molar Refractivity: 90.7645 cm^3
• Polarizability: 34.62599 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H948010

16β-Hydroxy derivative of the anabolic steroid Metribolone (M338820).