(1R,2S,5R,7S,10R,11S,14S,15S)-14-ethyl-15-methyltetracyclo[8.7.0.02,7.011,15]heptadecane-5,14-diol

• ChemBase ID: 175696
• Molecular Formular: C20H34O2
• Molecular Mass: 306.48276
• Monoisotopic Mass: 306.25588033
• SMILES: C1[C@H](C[C@H]2[C@H](C1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@@](CC2)(CC)O)C)O
• Canonical SMILES: CC[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@@H]1CC[C@H](C2)O
• InChI: InChI=1S/C20H34O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h13-18,21-22H,3-12H2,1-2H3/t13-,14+,15-,16+,17+,18-,19-,20-/m0/s1
• InChIKey: GUBNWXDDDXQJOQ-GAXNORQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,5R,7S,10R,11S,14S,15S)-14-ethyl-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-5,14-diol
• IUPAC Traditional name: (1R,2S,5R,7S,10R,11S,14S,15S)-14-ethyl-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-5,14-diol
• Synonyms: 19-Nor-5α,17α-pregnane-3α,17-diol; 17α-Ethyl-5α-estrane-3α,17β-diol; NSC 61713; (3α,5α,17α)-19-Norpregnane-3,17-diol

Database IDs

• CAS Number: 6961-15-5
• PubChem SID: 164231606
• PubChem CID: 247306

CALCULATED PROPERTIES

• Acid pKa: 18.30947
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.706808
• LogD (pH = 7.4): 3.7068088
• Log P: 3.7068088
• Molar Refractivity: 89.3183 cm^3
• Polarizability: 35.891087 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N825070

A major equine metabolite of Norethandrolone (N675000).

REFERENCES

• McKinney, A.R, et al.: Aus. J. Chem., 56, 829 (2003)
• Fragkaki, A.G. et al.: J. Ster. Biochem. Molec. Biol., 115, 44 (2003)
• Ward, R.J. et al.: J. Ster. Viochem., 8, 1057 (2003)