A goitrogen
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(±)-Goitrin

Item No. 26382

Technical Information
Formal Name
5-ethenyl-2-oxazolidinethione
CAS Number
13190-34-6
Synonyms
  • DL-Goitrin
  • (R,S)-Goitrin
Molecular Formula
C5H7NOS
Formula Weight
Purity
≥98%
A crystalline solid
λmax
246 nm
SMILES
S=C1OC(C=C)CN1
InChi Code
InChI=1S/C5H7NOS/c1-2-4-3-6-5(8)7-4/h2,4H,1,3H2,(H,6,8)
InChi Key
UZQVYLOFLQICCT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    (±)-Goitrin is a goitrogen and antithyroid compound that has been found in plants of the Brassica family.1,2 Dietary administration of (±)-goitrin (0.06-0.18% w/w) increases thyroid weight and decreases thyroid radioactive iodine uptake in rats fed a low-iodine diet.1 It also increases thyroid weight in chicks in a dose-dependent manner.2 (±)-Goitrin inhibits norepinephrine formation by bovine dopamine-β-hydroxylase in vitro when used at a concentration of 0.2 mM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Faiman, C., Ryan, R.J., and Eichel, H.J. Effect of goitrin analogues and related compounds on the rat thyroid gland. Endocrinology 81(1), 88-92 (1967).

    2. Akiba, Y., and Matsumoto, J. Antithyroid activity of goitrin in chicks. Poult. Sci. 55(2), 716-719 (1976).

    3. Zenker, N., Hubbard, L.S., and Wright, J. Inhibition of dopamine β-hydroxylase by goitrin, a natural antithyroid compound. J. Nat. Prod. 51(5), 862-865 (1988).