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Drupanol

Drupanol
Drupanol.svg
Identifiers
Chemical and physical data
Formula C18H24O
Molar mass 256.387 g/mol
3D model (JSmol)

Drupanol is a naturally occurring phenol that has been isolated from the seeds of Psoralea drupaceae.[1][2] Although drupanol is sometimes said to be the same compound as bakuchiol, the two compounds are in fact distinct; they have the same molecular formula and weight but different chemical structures and hence are structural isomers.[1] Drupanol has been found to possess androgenic and anabolic activity and hence is a phytoandrogen.[3] In contrast to drupanol, bakuchiol has been found to possess antiandrogenic activity.[4]

References

  1. ^ a b J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 120,473. ISBN 978-1-4757-2085-3. 
  2. ^ Golovina, L. A.; Nikonov, G. K. (1973). "The structure of drupanol — A new phenol from Psoralea drupaceae". Chemistry of Natural Compounds. 9 (1): 7–9. doi:10.1007/BF00580876. ISSN 0009-3130. 
  3. ^ Sasha W. Eisenman; David E. Zaurov; Lena Struwe (14 September 2012). Medicinal Plants of Central Asia: Uzbekistan and Kyrgyzstan. Springer Science & Business Media. pp. 205–. ISBN 978-1-4614-3912-7. 
  4. ^ Miao, L., Ma, S. W., Fan, G. W., Wang, H., Wang, Y. F., & Chai, L. J. (2013). Bakuchiol inhibits the androgen induced-proliferation of prostate cancer cell line LNCaP through suppression of AR transcription activity. Tianjin Journal of Traditional Chinese Medicine, 5, 012.