(1S,2R,10R,11S,14S,15S)-14-hydroxy-14-(2H3)methyl-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 174298
• Molecular Formular: C20H30O2
• Molecular Mass: 302.451
• Monoisotopic Mass: 302.2245802
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@](CC2)(O)C)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C)O)C)C
• InChI: InChI=1S/C20H30O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h12,15-17,22H,4-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1
• InChIKey: GCKMFJBGXUYNAG-HLXURNFRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-14-hydroxy-14-(^2H₃)methyl-2,15-dimethyltetracyclo[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)-14-hydroxy-14-(^2H₃)methyl-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• Synonyms: 4-Androsten-17α-(methyl-d3)-17β-ol-3-one; 17-Hydroxy-17-(methyl-d3)-3-keto-androstene-4; 17-Methyltestosteron-d3; Android-d3; Androsten-d3; Dumogran-d3; Metrone-d3; NSC 139965-d3; Testora-d3; Testoviron-d3; U 2842-d3; 17α-Methyl Testosterone-d3

Database IDs

• CAS Number: 96425-03-5
• PubChem SID: 164230208
• PubChem CID: 46782309

CALCULATED PROPERTIES

• Acid pKa: 19.086739
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.6459997
• LogD (pH = 7.4): 3.646
• Log P: 3.646
• Molar Refractivity: 89.068 cm^3
• Polarizability: 35.103523 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ether; Ethanol; Methanol,
• Apperance: White Solid
• Melting Point: 155-1570C

Safety Information

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

DETAILS

Toronto Research Chemicals - M326402

Labelled Androgen. It has been used as an androgenic agent. Controlled substance (anabolic steroid).

REFERENCES

• Bichet, N., et al.: Toxicol. Appl. Pharmacol., 106, 509 (1990)
• Gustafson, D., et al.: Toxicol. Sci., 53, 245 (1990)
• Copple, B., et al.: Toxicol. Sci., 77, 172 (1990)
• Takashima, K., et al.: Life Sci., 78, 2787 (1990)