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

• ChemBase ID: 162688
• Molecular Formular: C19H26O2
• Molecular Mass: 286.40854
• Monoisotopic Mass: 286.19328007
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@H]2O)C)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@H]2O)C)C
• InChI: InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,11,14-17,21H,3-6,8,10H2,1-2H3/t14-,15-,16-,17+,18-,19-/m0/s1
• InChIKey: RSIHSRDYCUFFLA-KZYORJDKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14R,15S)-14-hydroxy-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,10R,11S,14R,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-one
• Synonyms: (17α)-17-Hydroxyandrosta-1,4-dien-3-one; 17α-Hydroxyandrosta-1,4-dien-3-one; Epiboldenone; α-Boldenone; 17α-Boldenone

Database IDs

• CAS Number: 27833-18-7
• PubChem SID: 162256823
• PubChem CID: 11875853

CALCULATED PROPERTIES

• Acid pKa: 18.86361
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.3632467
• LogD (pH = 7.4): 3.3632467
• Log P: 3.3632467
• Molar Refractivity: 85.5231 cm^3
• Polarizability: 33.02064 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B675105

17α-Boldenone is the 17α-epimer and metabolite of the anabolic steroid Boldenone (B675100).

REFERENCES

• Van Puymbroeck, M. et al.: Analyst, 123, 2681 (1998)
• Ferretti, G. et al.: Ana;. Chim. Acta, 589, 269 (1998)