Jump to content

3,8-Dihydrodiligustilide

Add links
From Wikipedia, the free encyclopedia
The printable version is no longer supported and may have rendering errors. Please update your browser bookmarks and please use the default browser print function instead.
3,8-Dihydrodiligustilide
Clinical data
Other names(3Z')-(3a'R,6'R,3R,6R,7R)-3,8-Dihydro-6.6',7.3a'-diligustilide[1]
Identifiers
  • (1S,2S,6Z,10S,11S)-16-Butyl-6-butylidene-5,15-dioxapentacyclo[9.5.2.01,13.02,10.03,7]octadeca-3(7),12-diene-4,14-dione
PubChem CID
Chemical and physical data
FormulaC24H30O4
Molar mass382.500 g·mol−1
3D model (JSmol)
  • CCCCC1[C@]23CC[C@H](C=C2C(=O)O1)[C@H]4[C@@H]3C5=C(CC4)/C(=C/CCC)/OC5=O
  • InChI=1S/C24H30O4/c1-3-5-7-18-16-10-9-15-14-11-12-24(21(15)20(16)23(26)27-18)17(13-14)22(25)28-19(24)8-6-4-2/h7,13-15,19,21H,3-6,8-12H2,1-2H3/b18-7-/t14-,15+,19?,21-,24+/m1/s1
  • Key:YTEUTQUNVHWZOR-LGNHLWLRSA-N

3,8-Dihydrodiligustilide is a nonsteroidal phytoprogestogen that is found in Ligusticum chuanxiong.[1][2] It is a potent agonist of the progesterone receptor (EC50 = 90 nM).[1] Another compound in the plant, riligustilide, is also a phytoprogestogen, but is almost 1,000-fold less potent and is very weak in comparison (EC50 ≈ 81 μM).[1]

See also

References

  1. ^ a b c d Lim LS, Shen P, Gong YH, Yong EL (2006). "Dimeric progestins from rhizomes of Ligusticum chuanxiong". Phytochemistry. 67 (7): 728–34. Bibcode:2006PChem..67..728L. doi:10.1016/j.phytochem.2006.01.024. PMID 16516938.
  2. ^ Ahmed HM, Yeh JY, Lin WJ, Forsberg NE, Cheng WT, Ou BR (2014). "Validation of a luciferase bioassay to detect the progestative activity in gilts whose estrus was induced by an uterotonic herb (Ligusticum chuanxiong)". Livestock Science. 163: 159–164. doi:10.1016/j.livsci.2014.02.012. ISSN 1871-1413.


Stub icon

This drug article relating to the genito-urinary system is a stub. You can help Wikipedia by expanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=3,8-Dihydrodiligustilide&oldid=1169453842"