(1S,10R,11S,14R,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-trien-14-yl pentanoate

• ChemBase ID: 168261
• Molecular Formular: C23H32O3
• Molecular Mass: 356.49838
• Monoisotopic Mass: 356.23514488
• SMILES: c1cc(cc2c1[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@@H](CC2)OC(=O)CCCC)C)O
• Canonical SMILES: CCCCC(=O)O[C@@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)O
• InChI: InChI=1S/C23H32O3/c1-3-4-5-22(25)26-21-11-10-20-19-8-6-15-14-16(24)7-9-17(15)18(19)12-13-23(20,21)2/h7,9,14,18-21,24H,3-6,8,10-13H2,1-2H3/t18-,19-,20+,21-,23+/m1/s1
• InChIKey: RSEPBGGWRJCQGY-VZWAGXQNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14R,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-trien-14-yl pentanoate
• IUPAC Traditional name: (1S,10R,11S,14R,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-trien-14-yl pentanoate
• Synonyms: (17α)-Estra-1,3,5(10)-triene-3,17-diol 17-Pentanoate; 17α-Estradiol 17-Valerate

Database IDs

• CAS Number: 182624-54-0
• PubChem SID: 162262393
• PubChem CID: 12598311

CALCULATED PROPERTIES

• LogD (pH = 7.4): 5.7757893
• Log P: 5.7763
• Molar Refractivity: 102.8851 cm^3
• Polarizability: 40.661385 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false
• Acid pKa: 10.327061
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.7762933

DETAILS

Toronto Research Chemicals - E888855

An estrogen for prevention and treatment of macular degeneration.

REFERENCES

• James, M., et al.: Experimentelle Ophthalmologie, 215, 59 (1980)
• Sperduto, R., et al.: Arch. Ophthalmol., 110/12, 1701 (1980)