(1S,2R,10R,11S,14S,15S)-14-ethyl-15-methyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-ol

• ChemBase ID: 1288
• Molecular Formular: C20H32O
• Molecular Mass: 288.46748
• Monoisotopic Mass: 288.24531564
• SMILES: O[C@@]1([C@@]2([C@H]([C@H]3[C@H](CC2)[C@@H]2C(=CCCC2)CC3)CC1)C)CC
• Canonical SMILES: CC[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CCCC[C@H]12
• InChI: InChI=1S/C20H32O/c1-3-20(21)13-11-18-17-9-8-14-6-4-5-7-15(14)16(17)10-12-19(18,20)2/h6,15-18,21H,3-5,7-13H2,1-2H3/t15-,16+,17+,18-,19-,20-/m0/s1
• InChIKey: AOXRBFRFYPMWLR-XGXHKTLJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-14-ethyl-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-ol; (1S,2R,10R,11S,14S,15S)-14-ethyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-ol
• IUPAC Traditional name: ethylestrenol
• Synonyms: 17α-Ethyl-17-hydroxyestr-4-ene; 17α-Ethyl-17β-hydroxyestr-4-ene; 17α-Ethyl-19-norpregn-4-en-17-ol; 17α-Ethylestr-4-en-17β-ol; 17β-Hydroxy-17α-ethylestr-4-ene; Durabolin-O; Duraboral; Estrenolethyl; Ethylnandrol; Maxibalin; Maxibolin; NSC 37726; Neodurabolin; Orabolin; Org 483; Orgabolin; Orgaboral; Ethylestrenol

Database IDs

• CAS Number: 965-90-2
• PubChem SID: 160964748; 46505460
• PubChem CID: 13765

CALCULATED PROPERTIES

JChem

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 4.6879473
• LogD (pH = 7.4): 4.6879478
• Log P: 4.6879478
• Molar Refractivity: 88.4988 cm^3
• Polarizability: 35.055073 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 5.2
• LOG S: -5.53
• Solubility (Water): 8.60e-04 g/l

DETAILS

DrugBank - DB01493

• Drug Groups: illicit; experimental
• Description: An anabolic steroid with some progestational activity and little androgenic effect. [PubChem]
• External Links: Wikipedia

Toronto Research Chemicals - E917830

Ethylestrenol is an anabolic steroid. Ethylestrenol is an illegal growth promoter used in livestock and are often tested for as part of a routine screening program for forbidden growth promoters.

REFERENCES

• Van Puymbroeck, M. et al.: J. Chrom. B Biomed. Sci. Appl., 728, 217 (1999)
• Wekhe, S.N. et al.: J. Appl. Animal Res., 5, 119 (1999)