Evodiamine

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Evodiamine
Evodiamine.svg
Evodiamine-3D-spacefill.png
Clinical data
ATC code
  • none
Identifiers
  • 21-Methyl-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15,17,19-heptaen-14-one
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.164.846 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C19H17N3O
Molar mass 303.365 g·mol−1
3D model (JSmol)
  • O=C4N3CCc2c([nH]c1ccccc12)C3N(c5ccccc45)C
  • InChI=1S/C19H17N3O/c1-21-16-9-5-3-7-14(16)19(23)22-11-10-13-12-6-2-4-8-15(12)20-17(13)18(21)22/h2-9,18,20H,10-11H2,1H3 Yes check.svgY
  • Key:TXDUTHBFYKGSAH-UHFFFAOYSA-N Yes check.svgY
 X mark.svgNYes check.svgY  (what is this?)    (verify)

Evodiamine is a chemical compound extracted from the plant genus Tetradium , which has been shown to reduce fat uptake in mouse studies. It is suspected that its mechanism of action is similar to that of capsaicin. [1] As such, it has been included in some dietary supplements. Neither its fat-burning effects in humans nor any potential side effects have been empirically established.

Evodiamine acts primarily as a thermogenic and stimulant. [2]

Evodiamine may also act by increasing the number of serotonin transporters available in the brain, enhancing the reuptake of serotonin. [3]

References

  1. ↑ Kobayashi Y, Nakano Y, Kizaki M, Hoshikuma K, Yokoo Y, Kamiya T (October 2001). "Capsaicin-like anti-obese activities of evodiamine from fruits of Evodia rutaecarpa, a vanilloid receptor agonist". Planta Medica. 67 (7): 628–33. doi:10.1055/s-2001-17353. PMID   11582540. S2CID   19937385.
  2. ↑ Wang T, Wang Y, Kontani Y, Kobayashi Y, Sato Y, Mori N, Yamashita H (January 2008). "Evodiamine improves diet-induced obesity in a uncoupling protein-1-independent manner: involvement of antiadipogenic mechanism and extracellularly regulated kinase/mitogen-activated protein kinase signaling". Endocrinology. 149 (1): 358–66. doi: 10.1210/en.2007-0467 . PMID   17884939.
  3. ↑ Hu Y, Ehli EA, Hudziak JJ, Davies GE (October 2012). "Berberine and evodiamine influence serotonin transporter (5-HTT) expression via the 5-HTT-linked polymorphic region". The Pharmacogenomics Journal. 12 (5): 372–8. doi:10.1038/tpj.2011.24. PMID   21647174. S2CID   11148104.
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