Ailanthone

Last updated
Ailanthone
Ailanthone2.svg
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.208.660 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
  • InChI=1S/C20H24O7/c1-8-4-12(21)16(24)18(3)10(8)5-13-19-7-26-20(25,17(18)19)15(23)9(2)11(19)6-14(22)27-13/h4,10-11,13,15-17,23-25H,2,5-7H2,1,3H3/t10-,11-,13+,15+,16+,17+,18+,19+,20-/m0/s1
    Key: WBBVXGHSWZIJST-RLQYZCPESA-N
  • InChI=1/C20H24O7/c1-8-4-12(21)16(24)18(3)10(8)5-13-19-7-26-20(25,17(18)19)15(23)9(2)11(19)6-14(22)27-13/h4,10-11,13,15-17,23-25H,2,5-7H2,1,3H3/t10-,11-,13+,15+,16+,17+,18+,19+,20-/m0/s1
    Key: WBBVXGHSWZIJST-RLQYZCPEBG
  • CC1=CC(=O)[C@H]([C@]2([C@H]1C[C@@H]3[C@]45[C@@H]2[C@]([C@@H](C(=C)[C@@H]4CC(=O)O3)O)(OC5)O)C)O
Properties
C20H24O7
Molar mass 376.405 g·mol−1
Density 1.47 g/cm3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Ailanthone is a quassinoid allelochemical produced by the tree Ailanthus altissima (commonly known as tree of heaven). [1] It is a key agent behind the tree's strong allelopathic effects, which inhibit the growth of competing plants by suppressing seed germination and disrupting root elongation. [2] [3] [4] Native to China, Ailanthus altissima has become one of the worst invasive species in North America and Europe, where ailanthone is known to contribute significantly to its competitive spread. [3] [5] [6]

References

  1. Heisy, Rod M. (February 1996). "Identification of an Allelopathic Compound from Ailanthus altissima (Simaroubaceae) and Characterization of its Herbicidal Activity". American Journal of Botany. 83 (2): 192–200. doi:10.2307/2445938. JSTOR   2445938.
  2. Demasi, Sonia; Caser, Matteo; Fogliatto, Silvia; Vidotto, Francesco; Trotta, Francesco; Scariot, Valentina (2019). "Ailanthone inhibition data on seed germination and seedling growth of Lepidium sativum L. and Raphanus sativus L." Data in Brief. 26: 104550. doi:10.1016/j.dib.2019.104550. PMC   6811969 . PMID   31667308 . Retrieved 2026-01-08.{{cite journal}}: CS1 maint: article number as page number (link)
  3. 1 2 Sharma, Parul (2025-03-27). "Allelopathy: How Plants Inhibit the Growth of Other Plants". Botany with Parul. Retrieved 2026-01-08.
  4. Serim, Ahmet (2025-05-28). "Weed Suppression Potential of Ailanthus altissima Compost: Effects on Germination and Emergence". Proceedings of the Bulgarian Academy of Sciences. 78 (5). doi:10.7546/CRABS.2025.05.17. ISSN   2367-5535 . Retrieved 2026-01-08.
  5. Nava, S.C. (29 April 2014). "Ailanthus altissima (tree-of-heaven)" (Document). CABI. doi:10.1079/cabicompendium.3889.
  6. Sladonja, Barbara; Sušek, Marta; Guillermic, Julia (October 2015). "Review on Invasive Tree of Heaven (Ailanthus altissima (Mill.) Swingle) Conflicting Values: Assessment of Its Ecosystem Services and Potential Biological Threat". Environmental Management. 56 (4): 1009–1034. Bibcode:2015EnMan..56.1009S. doi:10.1007/s00267-015-0546-5. PMID   26071766 . Retrieved 28 February 2025.