(1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-14-(2H3)methyl-2,15-dimethyl(13,13-2H2)tetracyclo[8.7.0.02,7.011,15]heptadecan-5-one

• ChemBase ID: 172697
• Molecular Formular: C20H32O2
• Molecular Mass: 304.46688
• Monoisotopic Mass: 304.24023026
• SMILES: C1C(=O)C[C@H]2[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@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C)O)C)C
• InChI: InChI=1S/C20H32O2/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/h13,15-17,22H,4-12H2,1-3H3/t13-,15+,16-,17-,18-,19-,20-/m0/s1
• InChIKey: WYZDXEKUWRCKOB-YDSAWKJFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-14-(^2H₃)methyl-2,15-dimethyl(13,13-^2H₂)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-one
• IUPAC Traditional name: (1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-14-(^2H₃)methyl-2,15-dimethyl(13,13-^2H₂)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-one
• Synonyms: (5α,17β)-17-Hydroxy-17-methylandrostan-3-one-d5; 17α-Methyl-17β-hydroxy-5α-androstan-3-one-d5; 17α-Methyl-5α-dihydrotestosterone-d5; 17α-Methylandrostan-17β-ol-3-one-d5; 17α-Methyldihydrotestosterone-d5; Androstalone-d5; Assimil-d5; Ermalone-d5; Mestalone-d5; Mestanolon-d5; Methybol-d5; Methylandrostanolone-d5; Methylantalon-d5; NSC 18219-d5; Preroide-d5; RU 143-d5; Tantarone-d5; Mestanolone-d5

Database IDs

• PubChem SID: 164228607
• PubChem CID: 71749973

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.691834
• LogD (pH = 7.4): 3.6918342
• Log P: 3.6918342
• Molar Refractivity: 88.2413 cm^3
• Polarizability: 35.343018 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M225792

Anabolic steroid. Controlled substance.

REFERENCES

• Arriza, J., et al.: Science, 237, 268 (1987)
• Lill, M., et al.: J. Med. Chem., 47, 6174 (1987)
• Bledsoe, R., et al.: J. Biol. Chem., 280, 31283 (1987)