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(±)-Goitrin is a bioactive component found in cruciferous vegetables and other plants such as Isatis indigotica. In a study using a rat model, the presence of (±)-goitrin in the diet resulted in a hypothyroid state. The biological activities of the individual enantiomers are curiously different from one another, with one enantiomer responsible for an antiviral effect and the other enantiomer responsible for an antithyroid effect.
| Cas No. | 13190-34-6 |
|---|---|
| Purity | ≥98% |
| Formula | C5H7NOS |
| Formula Wt. | 129.18 |
| Chemical Name | 5-ethenyl-2-oxazolidinethione |
| IUPAC Name | 5-Vinyl-1,3-oxazolidine-2-thione |
| Synonym | 5-Vinyloxazolidinone-2-thione, DL-Goitrin, R,S-Goitrin |
| Melting Point | 61-66°C |
| Store Temp | -20°C |
|---|---|
| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
Li J, Shi Y, Xu Y, et al. Metabolic profiles and pharmacokinetics of goitrin in rats through liquid chromatography combined with electrospray ionization-tandem mass spectrometry. Biomed Chromatogr. 2019 Oct;33(10):e4606. PMID: 31132308.
Wooding S, Gunn H, Ramos P, et al. Genetics and bitter taste responses to goitrin, a plant toxin found in vegetables. Chem Senses. 2010 Oct;35(8):685-692. PMID: 20551074.
Kelley MK, Bjeldanes LF. Modulation of glutathione S-transferase activity and isozyme pattern in liver and small intestine of rats fed goitrin-and T3-supplemented diets. Food Chem Toxicol. 1995 Feb;33(2):129-137. PMID: 7532609.
Nie L, Dai Z, Ma S. Stereospecific assay of (R)- and (S)-Goitrin in commercial formulation of Radix Isatidis by reverse phase high-performance liquid chromatography. J Anal Methods Chem. 2017;2017:2810565. PMID: 28894621.