| Weight | 129.184 g/mol |
|---|---|
| Formula | C5H7NOS |
| Hydrogen Acceptors | 2 |
| Hydrogen Donors | 1 |
| Aromatic Rings | 0 |
| Rotatable Bonds | 1 |
DL-Goitrin (13190-34-6, 13997-13-2)
goitrin · goitrin, (R)-isomer · 5-vinyl-2-thiooxazolidone
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- Toxicology of glucosinolates, related compounds (nitriles, R-goitrin, isothiocyanates) and vitamin U found in Cruciferae. (Food and Cosmetics Toxicology, 1980)
- Myrosinase Activity in Bacteria as Demonstrated by the Conversion of Progoitrin to Goitrin. (Experimental Biology and Medicine, 1965)
- Glutathione S-transferase subunit induction patterns of Brussels sprouts, allyl isothiocyanate and goitrin in rat liver and small intestinal mucosa: a new approach for the identification of inducing xenobiotics. (Food and Chemical Toxicology, 1990)
- ISOLATION FROM RUTABAGA SEED OF PROGOITRIN, THE PRECURSOR OF THE NATURALLY OCCURRING ANTITHYROID COMPOUND, GOITRIN (L-5-VINYL-2-THIOXAZOLIDONE)1 (Journal of the American Chemical Society, 1956)
- Genetics and Bitter Taste Responses to Goitrin, a Plant Toxin Found in Vegetables (Chemical Senses, 2010)
- TESTS FOR EPI-PROGOITRIN, DERIVED NITRILES, AND GOITRIN IN BODY TISSUES FROM CATTLE FED CRAMBE MEAL (Canadian Journal of Animal Science, 1977)
-
Predict GHS Hazards for Any Chemical in silico.
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - goitrin
- goitrin, (R)-isomer
- 5-vinyl-2-thiooxazolidone
- epigoitrin
- 5-vinyloxazolidin-2-thione
- goitrin, (+-)-isomer
- 5-vinyloxazolidine-2-thione
- goitrin, (S)-isomer
-
SMILESC=CC1CNC(=S)O1
-
InChIKeyUZQVYLOFLQICCT-UHFFFAOYSA-N
- Pubchem - DL-Goitrin
- Wikipedia - (+/-)-goitrin
Goitrin is a sulfur-containing oxazolidine, a cyclic thiocarbamate, that reduces the production of thyroid hormones such as thyroxine. It is found in cruciferous vegetables such as cabbage, brussels sprouts and rapeseed oil, and is formed by the hydrolysis of a glucosinolate: progoitrin or 2-hydroxy-3-butenyl glucosinolate. The unstable isothiocyanate (2-hydroxy-3-butenyl isothiocyanate) derived from the latter glucosinolate spontaneously cyclizes to goitrin, because the hydroxy group is situated in proximity to the isothiocyanate group (allowing a five-membered ring to be formed).
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