[(1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxo(13,13,14-2H3)tetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]oxidanesulfonic acid; triethylamine

• ChemBase ID: 178055
• Molecular Formular: C25H43NO5S
• Molecular Mass: 469.67762
• Monoisotopic Mass: 469.28619448
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)OS(=O)(=O)O)C)C.N(CC)(CC)CC
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2OS(=O)(=O)O)C)C.CCN(CC)CC
• InChI: InChI=1S/C19H28O5S.C6H15N/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(24-25(21,22)23)19(15,2)10-8-16(14)18;1-4-7(5-2)6-3/h11,14-17H,3-10H2,1-2H3,(H,21,22,23);4-6H2,1-3H3/t14-,15-,16-,17-,18-,19-;/m0./s1
• InChIKey: AGRILWRSYZNKSA-JZSNIJFVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxo(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]oxidanesulfonic acid; triethylamine
• IUPAC Traditional name: [(1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxo(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]oxidanesulfonic acid; triethylamine
• Synonyms: Testosterone Hydrogen Sulfate-d3 Triethylamine Salt; (17β)-17-(Sulfooxy)-androst-4-en-3-one-d3 Triethylamine Salt; 17-O-Sulfotestosterone-d3 Triethylamine Salt; Testosterone 17-Sulfate-d3 Triethylamine Salt; Testosterone 17β-Sulfate-d3 Triethylamine Salt; Testosterone Sulfate-d3 Triethylamine Salt

Database IDs

• PubChem SID: 164233965
• PubChem CID: 71752312

CALCULATED PROPERTIES

• Acid pKa: -1.259724
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.0440282
• LogD (pH = 7.4): 1.0440105
• Log P: 3.420409
• Molar Refractivity: 94.4216 cm^3
• Polarizability: 37.995625 Å^3
• Polar Surface Area: 80.67 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T155062

The labelled analogue of a metabolite of Testosterone (T155000). It is a urinary metabolite of Androstenedione (A637550) in patients with Addison's disease and also used as a marker in blood plasma for detection of prostate cancer.

REFERENCES

• Lokhov, P.G. et al.: Metabolomics, 6, 156 (2010)
• Bonnaire, Y. et al.: J. Anal. Toxicol., 19, 175 (2010)
• Tamm, J. et al.: Steroids, 8, 659 (2010)