(1S,10R,11S,14S,15S)-5-hydroxy-6,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-trien-14-yl pentanoate

• ChemBase ID: 173688
• Molecular Formular: C24H34O3
• Molecular Mass: 370.52496
• Monoisotopic Mass: 370.25079495
• SMILES: c1cc(c(c2c1[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)OC(=O)CCCC)C)C)O
• Canonical SMILES: CCCCC(=O)O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2C)O
• InChI: InChI=1S/C24H34O3/c1-4-5-6-23(26)27-22-12-10-20-19-8-7-16-15(2)21(25)11-9-17(16)18(19)13-14-24(20,22)3/h9,11,18-20,22,25H,4-8,10,12-14H2,1-3H3/t18-,19-,20+,22+,24+/m1/s1
• InChIKey: HYULKAMCRUYZJT-KVMFQRFPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-5-hydroxy-6,15-dimethyltetracyclo[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,14S,15S)-5-hydroxy-6,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-trien-14-yl pentanoate
• Synonyms: (17β)-4-Methylestra-1,3,5(10)-triene-3,17-diol 17-Pentanoate; 4-Methyl Estradiol 17-Valerate

Database IDs

• CAS Number: 1359847-37-2
• PubChem SID: 164229598
• PubChem CID: 71587988

CALCULATED PROPERTIES

• Acid pKa: 10.677295
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.2897186
• LogD (pH = 7.4): 6.289493
• Log P: 6.2897215
• Molar Refractivity: 107.9263 cm^3
• Polarizability: 42.427338 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M304675

An Estradiol (E888000) derivative as antitumor agent.

REFERENCES

• Leese, M.P., et al.: J. Med. Chem., 48, 5243 (2005)