(1S,2R,5S,10R,11S,14S,15S)-14,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-ene-5,14-diol

• ChemBase ID: 175684
• Molecular Formular: C19H30O2
• Molecular Mass: 290.4403
• Monoisotopic Mass: 290.2245802
• SMILES: C1[C@@H](CC2=CC[C@@H]3[C@@H]([C@H]2C1)CC[C@]1([C@H]3CC[C@@]1(O)C)C)O
• Canonical SMILES: O[C@H]1CC[C@H]2C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@]2(C)O)C)C1
• InChI: InChI=1S/C19H30O2/c1-18-9-7-15-14-6-4-13(20)11-12(14)3-5-16(15)17(18)8-10-19(18,2)21/h3,13-17,20-21H,4-11H2,1-2H3/t13-,14-,15+,16+,17-,18-,19-/m0/s1
• InChIKey: NLOZVXGMIXPBOU-IGYHUTEBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10R,11S,14S,15S)-14,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-ene-5,14-diol
• IUPAC Traditional name: (1S,2R,5S,10R,11S,14S,15S)-14,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-ene-5,14-diol
• Synonyms: (3β,17β)-17-Methylestr-5-ene-3,17-diol; 17-Μethylestr-5-ene-3β,17β-diol; 19-Normethandriol

Database IDs

• CAS Number: 95554-01-1
• PubChem SID: 164231594
• PubChem CID: 71751231

CALCULATED PROPERTIES

• Acid pKa: 18.226938
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.7787066
• LogD (pH = 7.4): 2.7787068
• Log P: 2.7787068
• Molar Refractivity: 85.6443 cm^3
• Polarizability: 33.808178 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 185-187°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - N734300

Α new class of potent anabolic agents. A novel nanomolar ligand of sex hormone-binding globulin.

REFERENCES

• Hammond, G., et al.: Clin. Chim. Acta., 132, 101 (1983)
• Robinson, D., et al.: J. Med. Chem., 42, 573 (1983)
• Feher, M., et al.: Drug Discov. Today, 11, 421 (1983)