Evodiamine

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Evodiamine
Skeletal formula
Space-filling model
Systematic (IUPAC) name
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
Identifiers
CAS Number 518-17-2 YesY
ATC code none
PubChem CID 151289
ChemSpider 133343 YesY
ChEMBL CHEMBL486598 N
Chemical data
Formula C19H17N3O
Molar mass 303.36 g/mol
 NYesY (what is this?)  (verify)

Evodiamine is a chemical extracted from the Tetradium genus of plants, 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 in a manner comparable to tianeptine by increasing the number of serotonin transporters available in the brain, enhancing the reuptake of serotonin.[3]

References[edit]

  1. ^ Kobayashi, Y.; Nakano, Y.; Kizaki, M.; Hoshikuma, K.; Yokoo, Y.; Kamiya, T. (2001). "Capsaicin-like anti-obese activities of evodiamine from fruits of Evodia rutaecarpa, a vanilloid receptor agonist". Planta Medica. 67 (7): 628–633. doi:10.1055/s-2001-17353. PMID 11582540. 
  2. ^ Wang, T.; Wang, Y.; Kontani, Y.; Kobayashi, Y.; Sato, Y.; Mori, N.; Yamashita, H. (2008). "Evodiamine improves diet-induced obesity in an uncoupling protein-1-independent manner: involvement of antiadipogenic mechanism and extracellularly regulated kinase / mitogen-activated protein kinase signaling". Endocrinology. 149 (1): 358–366. doi:10.1210/en.2007-0467. PMID 17884939. 
  3. ^ Hu, Y.; Ehli, E. A.; Hudziak, J. J.; Davies, G. E. (2011). "Berberine and evodiamine influence serotonin transporter (5-HTT) expression via the 5-HTT-linked polymorphic region". The Pharmacogenomics Journal. 12 (5): 372–378. doi:10.1038/tpj.2011.24. PMID 21647174.