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

• ChemBase ID: 168250
• Molecular Formular: C24H34O3
• Molecular Mass: 370.52496
• Monoisotopic Mass: 370.25079495
• SMILES: c1cc(cc2c1[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)OC(=O)CCCCC)C)O
• Canonical SMILES: CCCCCC(=O)O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)O
• InChI: InChI=1S/C24H34O3/c1-3-4-5-6-23(26)27-22-12-11-21-20-9-7-16-15-17(25)8-10-18(16)19(20)13-14-24(21,22)2/h8,10,15,19-22,25H,3-7,9,11-14H2,1-2H3/t19-,20-,21+,22+,24+/m1/s1
• InChIKey: GHLGEOXVTQTIBD-NTYLBUJVSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 71764-18-6
• PubChem SID: 162262382
• PubChem CID: 14653397

CALCULATED PROPERTIES

• Acid pKa: 10.327061
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.220862
• LogD (pH = 7.4): 6.220358
• Log P: 6.2208686
• Molar Refractivity: 107.4861 cm^3
• Polarizability: 42.504475 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - E888055

An Estradiol (E888000) 17-monoester. Short-chain fatty acid esters have a higher binding potency to the estrogen receptor than long-chain fatty acid esters. Estradiol fatty acyl esters act as a storage form from which estradiol is released by enzymic hydr

REFERENCES

• Rifici, V., et al.: Metabolism, 41, 1110 (1992)
• Larner, J., et al.: J. Biol. Chem., 268, 13893 (1992)
• Tikkanen, M., et al.: Biochem. Pharmacol., 60, 1 (1992)