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.
For research use only. We do not sell to patients.
- CAS No.: 1401-54-3
- Formula: C15H20O4
- Molecular Weight:264.32
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Protocols
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Description
In Vitro
Tanacetin (100 mg; 1 h at 65°C) treated with 0.9 mg NaOCH3 in 100 mL MeOH converts it to crossostephin with a 20.1% yield, as confirmed by spectroscopic and optical rotation analysis[1].
Tanacetin (10-200 μM; 30-180 min) is well absorbed across Caco-2 cell monolayers primarily via passive diffusion through the transcellular pathway, with an AP→BL Papp of 1.77×10-5 cm/s and no significant first-pass metabolism[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
Chemical Information
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CAS No. 1401-54-3
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Molecular Weight 264.32
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Formula C15H20O4
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SMILES
O[C@@]12[C@]3([H])[C@@](C(C(O3)=O)=C)([H])CC[C@]1([C@@H](CCC2=C)O)C
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Structure Classification
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Protocols
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Collagen-Induced Arthritis
Collagen-induced arthritis (CIA) is an autoimmune murine model of rheumatoid arthritis in which immunization with type II collagen (CII) emulsified in an adjuvant induces a T cell- and autoantibody-driven inflammatory arthritis characterized by synovial hyperplasia, immune cell infiltration, and joint destruction. The model typically relies on genetically susceptible mouse strains (e. g. , DBA/1) and reproduces key features of human rheumatoid arthritis, including anti-collagen immune responses and progressive joint inflammation. Disease onset generally occurs within ~3-4 weeks after immunization, depending on antigen/adjuvant combinations and protocol variation. The immunopathology is driven by adaptive immune activation against CII, leading to systemic and local joint inflammation mediated by pro-inflammatory cytokines and effector immune cells, making CIA a standard preclinical platform for evaluating immunomodulatory and anti-arthritic interventions.
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Research Protocol for Metabolic Diseases
AMP-activated protein kinase, AMPK, is a conserved cellular energy sensor that responds to reduced cellular energy status and coordinates metabolism by increasing ATP-generating catabolic pathways while suppressing ATP-consuming anabolic processes. In metabolic disease research, the AMPK pathway is experimentally relevant because it regulates hepatic lipid synthesis, fatty acid oxidation, glucose production, skeletal-muscle glucose disposal, mTORC1-linked biosynthesis, autophagy, mitochondrial homeostasis, and whole-body energy balance. The central pathway logic is that energy stress, metformin, exercise-like stimulation, or direct AMPK activators increase AMPKα Thr172 phosphorylation and downstream substrate phosphorylation, including ACC and RAPTOR. Phosphorylation of ACC suppresses lipogenesis and supports fatty acid oxidation, whereas phosphorylation of RAPTOR suppresses mTORC1 signaling and links cellular energy status to growth and protein synthesis control. The pathway is linked
Purity & Documentation
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Tanacetin Related Classifications
HY-N18411 Related Classifications
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