Tyrene
Based on 1 Customer Validation
Tyrene (2,4,6-Trichloroanisole) is an off-flavor compound, cyclic nucleotide-gated (CNG) channel inhibitor, and olfactory transduction attenuator. Tyrene is formed by microbial O-methylation of 2,4,6-trichlorophenol. Tyrene inhibits channel activity in olfactory receptor cells by partitioning into the plasma membrane lipid bilayer, and also suppresses odorant- and cAMP-induced currents in individual olfactory receptor cells. Tyrene causes cork taint in wine. Tyrene also produces off-flavors in potato chips, dried fruits, coffee, and drinking water.
For research use only. We do not sell to patients.
- CAS No.: 87-40-1
- Formula: C7H5Cl3O
- Molecular Weight:211.47
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Storage:
Store at room temperature 3 years.
In solvent -80°C, 2 years , -20°C, 1 year
Biological Activity
Tyrene potently inhibits cyclic nucleotide-gated channel-mediated currents in isolated salamander olfactory receptor cells, with an EC50 of 0.19 μM[1].
Tyrene inhibits odorant-induced currents in dissociated salamander olfactory receptor cells[1].
Tyrene inhibits cyclic nucleotide-gated channel-mediated currents in isolated salamander olfactory receptor cells[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 87-40-1
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Appearance Solid
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Molecular Weight 211.47
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Formula C7H5Cl3O
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Color White to off-white
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SMILES
ClC1=CC(Cl)=C(OC)C(Cl)=C1
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Synonyms
2,4,6-Trichloroanisole
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Store at room temperature 3 years
In solvent -80°C 2 years -20°C 1 year
Purity & Documentation
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Data Sheet (270 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[1]. Takeuchi H, et al. 2,4,6-trichloroanisole is a potent suppressor of olfactory signal transduction. Proc Natl Acad Sci U S A. 2013 Oct 1;110(40):16235-40. [Content Brief]
[2]. Taylor MK, et al. Supercritical fluid extraction of 2,4,6-trichloroanisole from cork stoppers. J Agric Food Chem. 2000 Jun;48(6):2208-11. [Content Brief]
[3]. Alvarez-Rodríguez ML, et al. Cork taint of wines: role of the filamentous fungi isolated from cork in the formation of 2,4,6-trichloroanisole by o methylation of 2,4,6-trichlorophenol. Appl Environ Microbiol. 2002 Dec;68(12):5860-9. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
- Tyrene
- 87-40-1
- 2,4,6-Trichloroanisole
- Olfactory Receptor
- Drug Metabolite
- Biochemical Assay Reagents
- HCN Channel
- olfactory receptor cells
- 2,4,6-trichlorophenol
- SAM-dependent methyltransferase
- cyclic nucleotide-gated channel
- Trichoderma longibrachiatum
- Trichoderma viride
- plasma membrane lipid bilayers
- cAMP
- Fusarium oxysporum
- S-adenosyl-L-homocysteine
- Inhibitor
- inhibitor
- inhibit