Estradiol

• Catalog No.: Bio-0812
• CAS Number: 50-28-2
• M. F.: C18H24O2
• M. W.: 272.38196

SYNONYMS

• IUPAC name: (1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,14-diol
• IUPAC Traditional name: (1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,14-diol

DATABASE IDS

• CAS Number: 50-28-2

PROPERTIES

• Application(s): The most potent of the natural estrogens
• Application(s): Estradiol (and its semisynthetic esters) are used in estrogen replacement therapy
• Biological Source: Isol. from ovaries and pregnancy urine. Sex pheromone for mallard ducks
• Mechanism of Action: Estradiol enters cells freely and interacts with a cytoplasmic target cell receptor.
• Mechanism of Action: When the estrogen receptor has bound its ligand it can enter the nucleus of the target cell, and regulate gene transcription which leads to formation of messenger RNA.
• Mechanism of Action: The mRNA interacts with ribosomes to produce specific proteins that express the effect of estradiol upon the target cell.

REFERENCES

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 1055C, (ir)
• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 3, 565A; 589B; 600B, (nmr)
• Marker, R.E., J.A.C.S., 1938, 60, 2927, (synth)
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• Tsukuda, Y. et al., J.C.S.(B), 1968, 1387, (cryst struct)
• Wittstruck, T.A. et al., J.O.C., 1973, 38, 1542, (cmr)
• Ponold, K. et al., Pharmazie, 1973, 28, 371; 1977, 32, 598; 1979, 34, 2050, (STS 153)
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• IARC Monog., 1979, 21, 279, (tox, rev)
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• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 1455
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, BFV325; EDO000; EDP000; EDR000; EDS100; DAZ115; EDO500; EDR500