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

• ChemBase ID: 128783
• Molecular Formular: C20H30O3
• Molecular Mass: 318.4504
• Monoisotopic Mass: 318.21949482
• SMILES: C[C@]12CCC(=O)C(=C1CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C)O)C)O
• Canonical SMILES: O=C1CC[C@]2(C(=C1O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C)O)C)C
• InChI: InChI=1S/C20H30O3/c1-18-9-8-16(21)17(22)15(18)5-4-12-13(18)6-10-19(2)14(12)7-11-20(19,3)23/h12-14,22-23H,4-11H2,1-3H3/t12-,13+,14+,18-,19+,20+/m1/s1
• InChIKey: RXXBBHGCAXVBES-XMUHMHRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-6,14-dihydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: oxymesterone
• Synonyms: Oranabol; Anamidol; Aranabol; Oxymesterone; (17β)-4,17-Dihydroxy-17-methyl-androst-4-en-3-one; 4,17β-Dihydroxy-17-methylandrost-4-en-3-one; 4-Hydroxy-17-methyltestosterone; NSC 45048; Theranabol

Database IDs

• CAS Number: 145-12-0
• PubChem SID: 162223087
• PubChem CID: 72061
• Wikipedia Title: Oxymesterone

CALCULATED PROPERTIES

• Acid pKa: 9.31319
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.1272752
• LogD (pH = 7.4): 3.122072
• Log P: 3.1273422
• Molar Refractivity: 91.0354 cm^3
• Polarizability: 35.71905 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 166-169°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - O876425

An anabolic steroid.

REFERENCES

• Moon, J., et al.: Steroids, 73, 1090 (2008)
• Kiousi, P., et al.: Bioanal., 1, 1209 (2008)
• Fragkaki, A., et al.: J. Steroid Biochem. Mol. Biol., 115, 44 (2008)