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Evodiamine

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This is an old revision of this page, as edited by Beetstra (talk | contribs) at 14:42, 1 December 2010 (Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: InChI1->InChI StdInChI StdInChIKey.). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Revision as of 14:42, 1 December 2010 by Beetstra (talk | contribs) (Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: InChI1->InChI StdInChI StdInChIKey.)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Pharmaceutical compound
Evodiamine
Clinical data
ATC code
  • none
Identifiers
IUPAC name
  • 21-methyl-3,13,21-triazapentacyclohenicosa-2(10),4,6,8,15,17,19-heptaen-14-one
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
ECHA InfoCard100.164.846 Edit this at Wikidata
Chemical and physical data
FormulaC19H17N3O
Molar mass303.36 g/mol g·mol
3D model (JSmol)
SMILES
  • O=C4N3CCc2c(nc1ccccc12)C3N(c5ccccc45)C
InChI
  • 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
  • Key:TXDUTHBFYKGSAH-UHFFFAOYSA-N

Evodiamine is a chemical which is extracted from the Evodia spp family of plants which has been shown to reduce fat uptake in mouse studies. Its method is believed to be similar to capsaicin, but retains none of the "hot" taste.


References

  • Kobayashi, Y. et al. (2001): Capsaicin-like anti-obese activities of evodiamine from fruits of Evodia rutaecarpa, a vanilloid receptor agonist. In: Planta Med. 67(7); 628–33; PMID 11582540
  • Wang, T. et al. (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. In: Endocrinology 149(1); 358–66; PMID 17884939


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