(1S,2R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyl(5-13C)tetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 178176
• Molecular Formular: C19H28O2
• Molecular Mass: 289.41707484
• Monoisotopic Mass: 289.21228497
• SMILES: C1[13C](=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)O)C)C
• Canonical SMILES: O=[13C]1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• InChI: InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1/i13+1
• InChIKey: MUMGGOZAMZWBJJ-PHGQDXBASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyl(5-^1^3C)tetracyclo[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-2,15-dimethyl(5-^1^3C)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• Synonyms: (17β)-17-Ηydroxyandrost-4-en-3-one-13C; 4-Androsten-17β-ol-3-one-13C; AndroGel-13C; Androderm-13C; Androlin-13C; (+)-Testosterone-13C; trans-Testosterone-13C; Testoderm-13C; Testogel-13C; Testolin-13C; Testro AQ-13C; Testrone-13C; Virosterone-13C; Testosterone-13C

Database IDs

• PubChem SID: 164234086
• PubChem CID: 71752372

CALCULATED PROPERTIES

• Acid pKa: 19.08686
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.3654232
• LogD (pH = 7.4): 3.3654232
• Log P: 3.3654232
• Molar Refractivity: 84.4298 cm^3
• Polarizability: 33.260063 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethanol
• Apperance: White Solid
• Melting Point: 144-146°C

Safety Information

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

DETAILS

Toronto Research Chemicals - T155003

Labelled Testosterone (T155000). Principal hormone of the testes, produced by the interstitial cells. Major circulating androgen; converted by 5α-reductase in androgen-dependent target tissues to 5α-dehydrotestosterone which is required for normal male se

REFERENCES

• McFarland, K., et al.: Science, 245, 494 (1989)
• Heckert, L., et al.: Mol. Endocrinol., 12, 1499 (1989)
• Themmen, A., et al.: Endocr. Rev. 21, 551 (1989)
• Kumar, R., et al.: Biol. Reprod., 65, 710 (1989)