[(1S,2R,10R,11S,14R,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]oxidanesulfonic acid

• ChemBase ID: 162690
• Molecular Formular: C19H26O5S
• Molecular Mass: 366.47174
• Monoisotopic Mass: 366.15009493
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@H]2OS(=O)(=O)O)C)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@H]2OS(=O)(=O)O)C)C
• InChI: InChI=1S/C19H26O5S/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/h7,9,11,14-17H,3-6,8,10H2,1-2H3,(H,21,22,23)/t14-,15-,16-,17+,18-,19-/m0/s1
• InChIKey: GSLOLTKGVZFNKZ-KZYORJDKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1S,2R,10R,11S,14R,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]oxidanesulfonic acid
• IUPAC Traditional name: [(1S,2R,10R,11S,14R,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]oxidanesulfonic acid
• Synonyms: (17β))-17-(Sulfooxy)-androsta-1,4-dien-3-one; 1-Dehydrotestosterone Sulfate; Boldenone 17-Sulfate

Database IDs

• CAS Number: 87331-43-9
• PubChem SID: 162256825
• PubChem CID: 71314189

CALCULATED PROPERTIES

• Acid pKa: -1.2478459
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.0418521
• LogD (pH = 7.4): 1.041834
• Log P: 3.4182324
• Molar Refractivity: 95.5149 cm^3
• Polarizability: 37.748737 Å^3
• Polar Surface Area: 80.67 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B675110

The major metabolite of Boldenone, an anabolic steroid.

REFERENCES

• Fotsis, T., et al.: J. Steroid Biochem., 28, 203 (1987)
• Song, Y., et al.: Arch. Pharm. Res., 23, 599 (1987)
• Buiarelli, F., et al.: Anal. Chim. Acta, 526, 113 (1987)
• Poelmans, S., et al.: Food Addit. Contam., 22, 808 (1987)