(1S,2R,7S,10R,11S,14R,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-3-en-14-yl acetate

• ChemBase ID: 158984
• Molecular Formular: C21H30O3
• Molecular Mass: 330.4611
• Monoisotopic Mass: 330.21949482
• SMILES: C1=C[C@]2([C@H](CC1=O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@H]2OC(=O)C)C)C
• Canonical SMILES: CC(=O)O[C@@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)C=CC(=O)C2
• InChI: InChI=1S/C21H30O3/c1-13(22)24-19-7-6-17-16-5-4-14-12-15(23)8-10-20(14,2)18(16)9-11-21(17,19)3/h8,10,14,16-19H,4-7,9,11-12H2,1-3H3/t14-,16-,17-,18-,19+,20-,21-/m0/s1
• InChIKey: NKZLRJOJLCHNQR-VIMRINFKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,7S,10R,11S,14R,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-en-14-yl acetate
• IUPAC Traditional name: (1S,2R,7S,10R,11S,14R,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-en-14-yl acetate
• Synonyms: (5α,17β)-17-(Acetyloxy)-androst-1-en-3-one; 17β-Acetoxy-5α-androst-1-en-3-one; 17β-Hydroxy-5α-androst-1-en-3-one acetate; ZK 5777; 17β-Acetyloxy-5α-androstenone

Database IDs

• CAS Number: 64-82-4
• PubChem SID: 162253119
• PubChem CID: 71312763

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.8502066
• LogD (pH = 7.4): 3.8502066
• Log P: 3.8502066
• Molar Refractivity: 93.8479 cm^3
• Polarizability: 37.086353 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A164330

Testosterone (T155000) derivative. It is a potent androgen with anabolic properties.

REFERENCES

• Saartok, T., et al.: Endocrinology, 114, 2100 (1973)
• Sugawara, T., et al.: J. Biol. Chem., 278, 42487 (1973)
• Liao, S., et al.: J. Biol. Chem., 248, 6154 (1973)