1401-54-3
Chemical Structure
Tanacetin
- CAS No.: 1401-54-3
- Formula:C15H20O4
- Molecular Weight:264.32
IUPAC Name: (3aS,5aS,6R,9aR,9bS)-6,9a-dihydroxy-5a-methyl-3,9-dimethylenedecahydronaphtho[1,2-b]furan-2(3H)-one
InChIKey: CFUWPZZLCJXNSQ-XXUMUBMXSA-N
SMILES: O[C@@]12[C@]3([H])[C@@](C(C(O3)=O)=C)([H])CC[C@]1([C@@H](CCC2=C)O)C
Biological Activity: Tanacetin is a sesquiterpenoid compound discovered in the whole herb of Crossostephium chinense (L.) Makino. Sesquiterpene lactones, the class to which Tanacetin belongs (e.g., constituents of plants in the Tanacetum genus), inhibit the inflammatory mediators prostaglandins and leukotrienes. Tanacetin crosses intestinal cell monolayers primarily via transcellular passive diffusion, and no significant first-pass metabolism occurs during its intestinal absorption. Tanacetin is used in research related to diabetes, migraine, and rheumatoid arthritis[1][2][3].
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Tanacetin | Tanacetin is a sesquiterpenoid compound discovered in the whole herb of Crossostephium chinense (L.) Makino. Sesquiterpene lactones, the class to which Tanacetin belongs (e.g., constituents of plants in the Tanacetum genus), inhibit the inflammatory mediators prostaglandins and leukotrienes. Tanacetin crosses intestinal cell monolayers primarily via transcellular passive diffusion, and no significant first-pass metabolism occurs during its intestinal absorption. Tanacetin is used in research related to diabetes, migraine, and rheumatoid arthritis. | |||||||||||||||||||||
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References
- [1]. Wu Q, et al. Novel sesquiterpene and coumarin constituents from the whole herbs of Crossostephium chinense. J Asian Nat Prod Res. 2009;11(1):85-90.
- [2]. Wu Q, et al. Intestinal permeability of sesquiterpenes in the caco-2 cell monolayer model. Planta medica. 2010 Mar;76(4):319-24.
- [3]. Zou L, et al. [Effects of chemical constituents of Crossostephium chinense on insulin secretion in rat islets in vitro]. Zhongguo Zhong Yao Za Zhi. 2009 Jun;34(11):1401-5.
