(1S,2R,10R,11S,14S,15S)-6,14-dihydroxy-2,15-dimethyl(13,13,14-2H3)tetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 171347
• Molecular Formular: C19H28O3
• Molecular Mass: 304.42382
• Monoisotopic Mass: 304.20384476
• SMILES: C1CC(=O)C(=C2[C@]1([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)O)C)C)O
• Canonical SMILES: O=C1CC[C@]2(C(=C1O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• InChI: InChI=1S/C19H28O3/c1-18-10-8-15(20)17(22)14(18)4-3-11-12-5-6-16(21)19(12,2)9-7-13(11)18/h11-13,16,21-22H,3-10H2,1-2H3/t11-,12-,13-,16-,18+,19-/m0/s1
• InChIKey: BQOIJSIMMIDHMO-FBPKJDBXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-6,14-dihydroxy-2,15-dimethyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: (1S,2R,10R,11S,14S,15S)-6,14-dihydroxy-2,15-dimethyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• Synonyms: (17β)-4,17-Dihydroxyandrost-4-en-3-one-d3; 4,17β-Dihydroxyandrost-4-en-3-one-d3; 4-Hydroxytestosterone-d3; 4-Hydroxy Testosterone-d3

Database IDs

• PubChem SID: 164227257
• PubChem CID: 71749362

CALCULATED PROPERTIES

• Acid pKa: 9.283948
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.846694
• LogD (pH = 7.4): 2.8411307
• Log P: 2.8467655
• Molar Refractivity: 86.3972 cm^3
• Polarizability: 33.878315 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H956747

4-Hydroxytestosterone is an anabolic steroid and does not have any therapeutic indication. 4-Hydroxytestosterone is metabolite of the aromatase inhibitor Formestane (F692250). 4-Hydroxytestosterone concentration in the urine can be used as a biomarker for

REFERENCES

• Kohler, M. et al.: Steroids, 72, 278 (2007)
• Brodie, A.M. et al.: J. Steroid. Biochem., 14, 693 (2007)
• Van Renterghem, P. et al.: Steroids, 75, 154 (2007)