An alkaloid with diverse biological activities
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Epigoitrin

Item No. 35620

Technical Information
Formal Name
(5R)-5-ethenyl-2-oxazolidinethione
CAS Number
1072-93-1
Synonyms
  • Ba 51-090278
  • (R)-Goitrin
Molecular Formula
C5H7NOS
Formula Weight
Purity
≥98%
A solid
DMF: 2 mg/mlDMSO: 5 mg/mlEthanol: 3 mg/mlPBS (pH 7.2): insol
λmax
245 nm
SMILES
C=C[C@H]1OC(NC1)=S
InChi Code
InChI=1S/C5H7NOS/c1-2-4-3-6-5(8)7-4/h2,4H,1,3H2,(H,6,8)/t4-/m1/s1
InChi Key
UZQVYLOFLQICCT-SCSAIBSYSA-N
Origin
Plant/Strobilanthes cusia
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Epigoitrin is an alkaloid that has been found in Crambe abyssinica and has diverse biological activities.1,2,3,4 It decreases norepinephrine formation by bovine dopamine-β-hydroxylase in a cell-free assay when used at a concentration of 0.1 mM.1 Epigoitrin inhibits the proliferation of RAW 264.7 macrophages (IC50 = ~1 mM).2 It increases serum cholesterol levels and liver and thyroid weight, as well as decreases serum thyroxine levels, in rats.3 Epigoitrin (176 mg/kg) improves survival in mice made susceptible to influenza A H1N1 infection by restraint stress.4 It also prolongs pentobarbital-induced sleeping time in male, but not female, rats.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. 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).

    2. Hou, X., Zhang, X., Bi, J., et alIndole-3-carboxaldehyde regulates RSV-induced inflammatory response in RAW264.7 cells by moderate inhibition of the TLR7 signaling pathway. J. Nat. Med. 75(3), 602-611 (2021).

    3. Nishie, K., and Daxenbichler, E. Hepatic effects of R-goitrin in Sprague-Dawley rats. Food Chem. Toxicol. 20(3), 279-287 (1982).

    4. Luo, Z., Liu, L.-F., Wang, X.-H., et alEpigoitrin, an Alkaloid From Isatis indigotica, Reduces H1N1 Infection in Stress-Induced Susceptible Model in vivo and in vitro. Front. Pharmacol. 10, 78 (2019).