(1S,2R,9S,10R,13R,14S,17S,18S)-17-(2H3)methyl-2,18-dimethyl-6,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5-diene-9,17-diol

• ChemBase ID: 171312
• 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-JEZHLNCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,9S,10R,13R,14S,17S,18S)-17-(^2H₃)methyl-2,18-dimethyl-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,9S,10R,13R,14S,17S,18S)-17-(^2H₃)methyl-2,18-dimethyl-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: (4α,5α,17β)-17-Methyl-2'H-androst-2-eno[3,2-c]pyrazole-4,17-diol-d3; 1,2,3,3a,3b,4,5,5a,6,8,10,10a,10b,11,12,12a-Hexadecahydro-1,10a,12a-trimethylcyclopenta[7,8]phenanthro[2,3-c]pyrazole-1,6-diol-d3; 4α-Hydroxystanazolol-d3; 4α-Hydroxystanozolol-d3; 4α-Hydroxy Stanozolol-d3

Database IDs

• PubChem SID: 164227222
• PubChem CID: 71749346

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 - H953547

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

REFERENCES

• McKinney, A.R. et al.: J. Chrom. B Anal. Thechnol. Biomed. Life Sci., 811, 75 (2009)
• Fragkaki, A.G, et al.: J. Ster. Biochem. Mol. Biol., 115, 44 (2009)
• Scarth, J.P. et al.: Steroids, 75, 57 (2009)