(1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl undecanoate

• ChemBase ID: 178187
• Molecular Formular: C30H48O3
• Molecular Mass: 456.70032
• Monoisotopic Mass: 456.3603454
• SMILES: C1CC(=O)C=C2[C@]1([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)OC(=O)CCCCCCCCCC)C)C
• Canonical SMILES: CCCCCCCCCCC(=O)O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C30H48O3/c1-4-5-6-7-8-9-10-11-12-28(32)33-27-16-15-25-24-14-13-22-21-23(31)17-19-29(22,2)26(24)18-20-30(25,27)3/h21,24-27H,4-20H2,1-3H3/t24-,25-,26-,27-,29-,30-/m0/s1
• InChIKey: UDSFVOAUHKGBEK-CNQKSJKFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl undecanoate
• IUPAC Traditional name: testosterone undecanoate
• Synonyms: (17β)-17-[(1-Οxoundecyl)oxy]androst-4-en-3-one; Andriol; Andriol Testocaps; Nebido; Org 538; Testosterone Undecylate; Undestor; Testosterone Undecanoate

Database IDs

• CAS Number: 5949-44-0
• PubChem SID: 164234097
• PubChem CID: 65157

CALCULATED PROPERTIES

• Acid pKa: 19.086855
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 8.063634
• LogD (pH = 7.4): 8.063634
• Log P: 8.063634
• Molar Refractivity: 135.0162 cm^3
• Polarizability: 53.673374 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 59-61°C

Safety Information

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

DETAILS

Toronto Research Chemicals - T155050

A metabolite of Testosterone (T155000). It is a promising androgen for male hormonal contraception.CONTROLLED SUBSTANCE

REFERENCES

• Glass, A., et al.: J. Clin. Endocrinol. Metab., 45, 1211 (1977)
• Behre, H., et al.: Eur. J. Endocrinol., 140, 414 (1977)
• Nieschlag, E., et al.: Steroids, 68, 965 (1977)
• Wang, C., et al.: J. Clin. Endocrinol. Metab., 91, 460 (1977)