(1S,2R,5S,10R,11S,14S,15S)-15-methyl(13,13,14-2H3)tetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-5,14-diol

• ChemBase ID: 162686
• Molecular Formular: C18H28O2
• Molecular Mass: 276.41372
• Monoisotopic Mass: 276.20893014
• SMILES: C1[C@@H](C=C2[C@H](C1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)O)C)O
• Canonical SMILES: O[C@H]1CC[C@H]2C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C
• InChI: InChI=1S/C18H28O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,12-17,19-20H,2-9H2,1H3/t12-,13-,14+,15+,16-,17-,18-/m0/s1
• InChIKey: CMXKUJNZWYTFJN-XFUVECHXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10R,11S,14S,15S)-15-methyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-diol
• IUPAC Traditional name: (1S,2R,5S,10R,11S,14S,15S)-15-methyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-diol
• Synonyms: (3β,17β)-Estr-4-ene-3,17-diol-d3; Estr-4-ene-3β,17β-diol-d3; 19-Nor-4-androstene-3β,17β-diol-d3; Norandrodiol Select 300-d3; Δ4-Estrene-3β,17β-diol-d3; Bolandiol-d3

Database IDs

• PubChem SID: 162256821
• PubChem CID: 71314186

CALCULATED PROPERTIES

• Acid pKa: 17.524961
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.6540375
• LogD (pH = 7.4): 2.6540377
• Log P: 2.6540377
• Molar Refractivity: 80.8521 cm^3
• Polarizability: 31.964787 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B675002

Labelled Bolandiol (B675000). Bolandiol is a unique anabolic steroid with androgenic, estrogenic, and progestational activities.

REFERENCES

• Schrader, Y., et al.: Drug Metab. Dispos., 34, 1328 (2006)
• Gao, W., et al.: Drug Discov. Today, 12, 241 (2006)
• Diel, P., et al.: Toxicol. Lett., 177, 198 (2006)
• Tang, H., et al.: Steroids, 74, 684 (2006)