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

• ChemBase ID: 168260
• 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)O)C)OC(=O)CCCC
• Canonical SMILES: CCCCC(=O)Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C
• InChI: InChI=1S/C23H32O3/c1-3-4-5-22(25)26-16-7-9-17-15(14-16)6-8-19-18(17)12-13-23(2)20(19)10-11-21(23)24/h7,9,14,18-21,24H,3-6,8,10-13H2,1-2H3/t18-,19-,20+,21+,23+/m1/s1
• InChIKey: IFDPLCRWEBQEAJ-RBRWEJTLSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 21881-45-8
• PubChem SID: 162262392
• PubChem CID: 14653378

CALCULATED PROPERTIES

• Acid pKa: 19.377693
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.246001
• LogD (pH = 7.4): 5.246001
• Log P: 5.246001
• Molar Refractivity: 102.8851 cm^3
• Polarizability: 40.654423 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - E888850

Estradiols ester used in polymeric matrix for transdermal treatment of osteoporosis.

REFERENCES

• Tripathi, V.N., et al.: Can. J. Animal Sci., 48, 449 (1968)