Simmondsin is a cyanomethylene glycoside, derived from the desert shrub, Simmondsia chinensis. Simmondsin has been reported to produce weight loss and to decrease food intake, an effect that can be blocked by treatment with an inhibitor of cholecystokinin. Six experiments were conducted on male Sprague–Dawley rats. In two acute experiments where simmondsin was either added to the diet or injected, there was a dose-related reduction in food intake. The CCKA antagonist, lorglumide, did not block the acute inhibitory effects of simmondsin on food intake and simmondsin did not produce conditioned taste aversion. In two chronic feeding studies, the high dose of simmondsin (0.5%) in the diet produced profound weight loss and death in rats. At autopsy, the kidney, heart and liver of the treated animals were larger than the pair-fed animals and there was a marked suppression of the bone marrow elements with severe anemia. Simmondsin is toxic with profound effects on the hematopoietic system.

energy expenditure; cholecystokinin; lorglumide; conditioned taste aversion; capsaicin vagotomy

Publication DOI: 10.1016/S0926-6690(00)00070-4
Journal NLM ID: 101514040
Publisher: Amsterdam; New York: Elsevier
Correspondence: yorkdapbrc.edu
Institutions: New Crops Research, USDA-ARS-NCAUR, Peoria, IL, USA, Pennington Biomedical Research Center, Baton Rouge, USA
Methods: biological assays
 

• Compound ID: 33409
  

  b-D-Glcp-(1-3)-Subst Subst = (E)-2-((2S,3S,4S,6R)-2,3,4,6-tetrahydroxycyclohexylidene)acetonitrile = SMILES {4}O[C@H]1C{6}[C@@H](O)/C({2}[C@H](O){3}[C@H]1O)=C\C#N

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  Structure type: monomer
  Trivial name: simmondsin
  Compound class: glycoside
  
   
  
  Simmondsia chinensis
  CSDB ID 68770 (all data & tools)