Allenolic acid explained

Allenolic acid, or allenoic acid, is a synthetic,^[1] nonsteroidal estrogen discovered in 1947 or 1948 that, although studied clinically,^[2] was never marketed.^{[3] [4] [5]} It is an open-ring or seco-analogue of steroidal estrogens like estrone and equilenin.^{[6] [7] [8]} The compound was named after Edgar Allen, one of the pioneers in estrogen research.^{[9] [10]} Although described as an estrogen, allenolic acid probably is totally inactive at the receptor, whereas a derivative, allenestrol (α,α-dimethyl-β-ethylallenolic acid), is reported to be a potent estrogen.^[11] Another derivative of allenolic acid (specifically 6-methoxy-allenestrol), methallenestril (brand name Vallestril), is also a potent estrogen and, in contrast to allenolic acid and allenestrol, has been marketed.^{[12] [13] [14] [15]}

See also

• Bisdehydrodoisynolic acid
• Doisynoestrol
• Doisynolic acid

Notes and References

1. Book: Paoletti R, Pasetto N, Ambrus JL . The Menopause and Postmenopause: The Proceedings of an International Symposium held in Rome, June 1979. 6 December 2012. Springer Science & Business Media. 978-94-011-7230-1. 110–.
2. Book: American Practitioner and Digest of Treatment. January 1951. Lippincott.. 443.
3. Book: Rea WJ, Patel K . Reversibility of Chronic Degenerative Disease and Hypersensitivity, Volume 1: Regulating Mechanisms of Chemical Sensitivity. 18 June 2010. CRC Press. 978-1-4398-1345-4. 464–.
4. Geynet C, Millet C, Truong H, Baulieu EE . Estrogens and antiestrogens . Gynecologic Investigation . 3 . 1 . 2–29 . 1972 . 4347198 . 10.1159/000301742 .
5. Furuya H, Deguchi K, Shima M . Experimental and clinical studies on a new synthetic estrogen, an allenolic acid derivative, vallestril . American Journal of Obstetrics and Gynecology . 74 . 3 . 635–50 . September 1957 . 13458265 . 10.1016/0002-9378(57)90519-7 .
6. Book: Indian Journal of Chemistry: Organic including medicinal. 1980. Council of Scientific & Industrial Research.. 886.
7. Book: Ghalioungui P, Ghareeb A . Endocrines, Vitamins, and Some Common Metabolic Disorders. 1963. Dar al-Maaref. 194.
8. Book: Morrison, James D. . vanc . Stereodifferentiating addition reactions. November 1983. Academic Press. 978-0-12-507702-6. v.
9. Book: Thompson, Willard Owen . vanc . The Year Book of Endocrinology. 1953. Year Book Medical Publishers. 292.
10. Book: American Practitioner and Digest of Treatment. January 1956. Lippincott..
11. Clark ER, Robson RD . 753. Oestrogenic carboxylic acids. Part II. Open-chain analogues of doisynolic acid. Journal of the Chemical Society (Resumed). 1959. 3714. 0368-1769. 10.1039/jr9590003714.
12. Book: Journal of the Japanese Obstetrical & Gynecological Society. 1958. 83.
13. Book: Heftmann E . Steroid Biochemistry. 1970. Academic Press. 144. 9780123366504.
14. Book: The Effects of the Sulfonylureas and Related Compounds in Experimental and Clinical Diabetes. 1957. The Academy. 681.
15. Book: Sartorelli AC, Johns DG . Antineoplastic and Immunosuppressive Agents. 27 November 2013. Springer Science & Business Media. 978-3-642-65806-8. 106–.