(1S,2S,5R,7S,10R,11S,14S,15S)-2,15-dimethyl(4,5,6,6-2H4)tetracyclo[8.7.0.02,7.011,15]heptadec-3-ene-5,14-diol

• ChemBase ID: 160615
• Molecular Formular: C19H30O2
• Molecular Mass: 290.4403
• Monoisotopic Mass: 290.2245802
• SMILES: C1=C[C@]2([C@H](C[C@H]1O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• Canonical SMILES: O[C@H]1C=C[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• InChI: InChI=1S/C19H30O2/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/h7,9,12-17,20-21H,3-6,8,10-11H2,1-2H3/t12-,13-,14-,15-,16-,17-,18-,19-/m0/s1
• InChIKey: RZFGPAMUAXASRE-YSZCXEEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5R,7S,10R,11S,14S,15S)-2,15-dimethyl(4,5,6,6-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-ene-5,14-diol
• IUPAC Traditional name: (1S,2S,5R,7S,10R,11S,14S,15S)-2,15-dimethyl(4,5,6,6-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-ene-5,14-diol
• Synonyms: (3β,5α,17β)-Androst-1-ene-3,17-diol-d4; 5α-Androst-1-ene-3β,17β-diol-d4; Δ1-Androstene-3β,17β-diol-d4

Database IDs

• PubChem SID: 162254750
• PubChem CID: 71313398

CALCULATED PROPERTIES

• Acid pKa: 17.504276
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.9977424
• LogD (pH = 7.4): 2.9977427
• Log P: 2.9977427
• Molar Refractivity: 85.5938 cm^3
• Polarizability: 33.808178 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A637448

Labelled Δ1-Androstene-3β,17β-diol (A637446). Δ1-Androstene-3β,17β-diol is a metabolite of 1-Androsterone.

REFERENCES

• Van Eenoo, P., et al.: J. Steroid Biochem. Mol. Biol., 101, 161 (2006)
• Pozo, O., et al.: Anal. Bioanal. Chem., 389, 1209 (2006)
• Kiousi, P., et al.: Bioanalysis, 1, 1209 (2006)