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Goitrin

Names

[ CAS No. ]:
500-12-9

[ Name ]:
Goitrin

[Synonym ]:
D,L-GOITRIN
S-goitrin
(S)-5-vinyl-oxazolidine-2-thione
(S)-5-Vinyl-oxazolidin-2-thion
goitrin
MFCD00015467

Biological Activity

[Description]:

Goitrin ((S)-Goitrin), a product of glucosinolate-myrosinase reactions, is a potent inhibitor of thyroid peroxidase. Goitrin can inhibit iodine utilization by the thyroid. Goitrin also exhibits anti-influenza virus (H1N1) activity[1][2][3].

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Influenza Virus
Research Areas >> Metabolic Disease

[In Vitro]

Goitrin (0.1-1 μM; 72 h) exhibits dose-dependent anti-influenza virus (H1N1) activity in Madin-Darby canine kidney (MDCK) cells, with an IC50 of 0.19 μM[3].

[References]

[1]. Felker P, et, al. Concentrations of thiocyanate and goitrin in human plasma, their precursor concentrations in brassica vegetables, and associated potential risk for hypothyroidism. Nutr Rev. 2016 Apr;74(4):248-58.

[2]. Wooding S, et, al. Genetics and bitter taste responses to goitrin, a plant toxin found in vegetables. Chem Senses. 2010 Oct;35(8):685-92.

[3]. Nie LX, et, al. Antiviral activity of Isatidis Radix derived glucosinolate isomers and their breakdown products against influenza A in vitro/ovo and mechanism of action. J Ethnopharmacol. 2020 Apr 6;251:112550.

Chemical & Physical Properties

[ Molecular Formula ]:
C5H7NOS

[ Molecular Weight ]:
129.18000

[ Exact Mass ]:
129.02500

[ PSA ]:
53.35000

[ LogP ]:
0.77450

Safety Information

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
S24/25

Related Compounds