(1S,2R,7R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-3-en-5-one

• ChemBase ID: 167384
• Molecular Formular: C19H28O2
• Molecular Mass: 288.42442
• Monoisotopic Mass: 288.20893014
• SMILES: C1=C[C@]2([C@@H](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@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• InChI: InChI=1S/C19H28O2/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/h7,9,12,14-17,21H,3-6,8,10-11H2,1-2H3/t12-,14+,15+,16+,17+,18+,19+/m1/s1
• InChIKey: OKJCFMUGMSVJBG-MISPCMORSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,7R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-en-5-one
• IUPAC Traditional name: (1S,2R,7R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-en-5-one
• Synonyms: 17β-Hydroxy-5β-androst-1-en-3-one; 4-Dihydroboldenone; 5-Andro; 5β-Androst-1-en-17β-ol-3-one; 5β-Androst-1-ene-17β-ol-3-one; 4-Dihydro Boldenone

Database IDs

• CAS Number: 10529-96-1
• PubChem SID: 162261517
• PubChem CID: 12133279

CALCULATED PROPERTIES

• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 19.377705
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.409081
• LogD (pH = 7.4): 3.4090812
• Log P: 3.4090812
• Molar Refractivity: 84.6964 cm^3
• Polarizability: 33.260063 Å^3

DETAILS

Toronto Research Chemicals - D448685

4-Dihydroboldenone is a metabolite of the anabolic steroid Boldenone (B675100). 4-Dihydroboldenone is used as a urinary biomarker to detect illegal steroid use.

REFERENCES

• Schaenzer, W. et al.: Biol. Mass Spec., 21, 3 (1992)
• Schaenzer, W. et al.: Anal. Chim. Acta, 275, 23 (1992)