(1S,2R,9R,10R,13R,14S,17S,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5-diene-9,17-diol

• ChemBase ID: 171315
• Molecular Formular: C21H32N2O2
• Molecular Mass: 344.49098
• Monoisotopic Mass: 344.24637827
• SMILES: c12c([C@@H]([C@H]3[C@](C1)([C@@H]1[C@@H](CC3)[C@H]3[C@](CC1)([C@](CC3)(O)C)C)C)O)[nH]nc2
• Canonical SMILES: O[C@H]1c2[nH]ncc2C[C@]2([C@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C)O)C)C
• InChI: InChI=1S/C21H32N2O2/c1-19-10-12-11-22-23-17(12)18(24)16(19)5-4-13-14(19)6-8-20(2)15(13)7-9-21(20,3)25/h11,13-16,18,24-25H,4-10H2,1-3H3,(H,22,23)/t13-,14+,15+,16+,18-,19-,20+,21+/m1/s1
• InChIKey: OCUSYXNRARMJHS-SUVJOWDWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,9R,10R,13R,14S,17S,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.0^2,^1^0.0^4,^8.0^1^4,^1^8]icosa-4(8),5-diene-9,17-diol
• IUPAC Traditional name: (1S,2R,9R,10R,13R,14S,17S,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.0^2,^1^0.0^4,^8.0^1^4,^1^8]icosa-4(8),5-diene-9,17-diol
• Synonyms: (4β,5α,17β)-17-Methyl-2'H-androst-2-eno[3,2-c]pyrazole-4,17-diol; 4β-Hydroxystanozolol; 4β-OH-stanozolol; 4β-Hydroxy Stanozolol

Database IDs

• CAS Number: 125636-92-2
• PubChem SID: 164227225
• PubChem CID: 53477768

CALCULATED PROPERTIES

• Acid pKa: 13.751873
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 2.7003605
• LogD (pH = 7.4): 2.7004664
• Log P: 2.7004678
• Molar Refractivity: 98.5375 cm^3
• Polarizability: 38.525055 Å^3
• Polar Surface Area: 69.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H953555

4β-Hydroxy Stanozolol is a metabolite of the anabolic androgenic steroid Stanozolol (S684500). 4β-Hydroxy Stanozolol is one of the metabolites that is tested for in order to confirm stanozolol abuse.

REFERENCES

• Schaenzer, W. et al.: Anal. Chim. Acta, 275, 23 (1993)
• Schaenzer, W. et al.: J. Chrom. B Biomed Appl., 687, 93 (1993)
• Guddat, S. et al.: Drug Test. Anal., 1, 545 (1993)