(1S,2R,8R,10R,11S,14S,15S)-8,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one

• ChemBase ID: 170151
• Molecular Formular: C19H26O3
• Molecular Mass: 302.40794
• Monoisotopic Mass: 302.18819469
• SMILES: C1=C[C@]2(C(=CC1=O)[C@@H](C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)O)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)[C@H](O)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• InChI: InChI=1S/C19H26O3/c1-18-7-5-11(20)9-15(18)16(21)10-12-13-3-4-17(22)19(13,2)8-6-14(12)18/h5,7,9,12-14,16-17,21-22H,3-4,6,8,10H2,1-2H3/t12-,13-,14-,16+,17-,18+,19-/m0/s1
• InChIKey: VLTNWNUPWHBSQY-ZVBLRVHNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,8R,10R,11S,14S,15S)-8,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-one
• IUPAC Traditional name: (1S,2R,8R,10R,11S,14S,15S)-8,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-one
• Synonyms: (6β,17β)-6,17-dihydroxyandrosta-1,4-dien-3-one; 6β,17β-Dihydroxyandrosta-1,4-dien-3-one; 6β-Hydroxy-17β-boldenone; 6β-Hydroxy Boldenone

Database IDs

• CAS Number: 34220-62-7
• PubChem SID: 164226061
• PubChem CID: 15250846

CALCULATED PROPERTIES

• Acid pKa: 14.534437
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.1324358
• LogD (pH = 7.4): 2.1324358
• Log P: 2.1324358
• Molar Refractivity: 87.0386 cm^3
• Polarizability: 33.636158 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H818100

6β-Hydroxyboldenone is the 6β-hydroxy metabolite of the anabolic steroid Boldenone (B675100).

REFERENCES

• Merlanti, R. et al.: Anal. Chim. Acta., 586 (177 (2007)
• Fragkaki, A.G. et al.: J. Steroid Biochem. Mol. Biol., 115, 44 (2007)
• Van Puymbroeck, M. et al.: Analyst, 123, 2681 (2007)