585-95-5
Chemical Structure
Progoitrin
- CAS. Nr.: 585-95-5
- Formula:C11H19NO10S2
- Molecular Weight:389.40
IUPAC Name: ((((Z)-3-phenyl-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)thio)propylidene)amino)oxy)sulfonic acid
InChIKey: MYHSVHWQEVDFQT-ZLKQMKLXSA-N
SMILES: C=C[C@H](O)C/C(S[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)=N/OS(=O)(O)=O
Biological Activity: Progoitrin is an orally active glucosinolate. As the precursor of goitrin (HY-N0224A), an antithyroid compound, progoitrin releases goitrin via hydrolysis by myrosinase or gastrointestinal glucosidase. Progoitrin converts to goitrin in vivo and exerts antithyroid activity by inhibiting the accumulation of radioactive iodine in the thyroid gland. Progoitrin can be used in the research of Graves' disease (thyrotoxicosis)[1][2][3][4].
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Progoitrin | Progoitrin is an orally active glucosinolate. As the precursor of goitrin (HY-N0224A), an antithyroid compound, progoitrin releases goitrin via hydrolysis by myrosinase or gastrointestinal glucosidase. Progoitrin converts to goitrin in vivo and exerts antithyroid activity by inhibiting the accumulation of radioactive iodine in the thyroid gland. Progoitrin can be used in the research of Graves' disease (thyrotoxicosis). | |||||||||||||||||||||
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References
- [1]. Zhang Y, et al. Characterization of Thermally Induced Flavor Compounds from the Glucosinolate Progoitrin in Different Matrices via GC-TOF-MS. Journal of agricultural and food chemistry. 2022 Feb 02;70(4):1232-1240.
- [2]. Collett MG, et al. Hepatotoxicity of Two Progoitrin-Derived Nitriles in New Zealand White Rabbits. Toxins. 2020 Nov 02;12(11):695. [Content Brief]
- [3]. GREER MA, et al. Antithyroid activity elicited by the ingestion of pure progoitrin, a naturally occurring thioglycoside of the turnip family. J Clin Invest. 1959 Sep;38(9):1465-74. [Content Brief]
- [4]. Liu Z, et al. Reducing progoitrin and enriching glucoraphanin in Brassica napus seeds through silencing of the GSL-ALK gene family. Plant molecular biology. 2012 May;79(1-2):179-89. [Content Brief]
