A glucosinolate
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Glucotropaeolin (potassium salt)

Item No. 21463

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[N-(sulfooxy)benzeneethanimidate] 1-thio-β-D-glucopyranose, monopotassium salt
CAS Number
5115-71-9
Synonyms
  • Benzyl Glucosinolate
Molecular Formula
C14H18NO9S2 • K
Formula Weight
447.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 1 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
OC[C@H]1O[C@@H](S/C(CC2=CC=CC=C2)=N/OS([O-])(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O.[K+]
InChi Code
InChI=1S/C14H19NO9S2.K/c16-7-9-11(17)12(18)13(19)14(23-9)25-10(15-24-26(20,21)22)6-8-4-2-1-3-5-8;/h1-5,9,11-14,16-19H,6-7H2,(H,20,21,22);/q;+1/p-1/b15-10+;/t9-,11-,12+,13-,14+;/m1./s1
InChi Key
UYCWNAZWHVREMO-XLUSCXMISA-M
Origin
Plant/Lepidium meyenii
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    Glucotropaeolin is a glucosinolate that has been found in cruciferous plants such as L. sativum.1 It has antiprotozoal activity against HM1-IMSS E. histolytica, reducing the number of trophozoites with an IC50 value of 20.4 µg/ml.2 Dietary administration of glucotropaeolin (1,000 mg/kg), unlike administration of whole glucosinolate extract, does not induce the activity of anticarcinogenic mixed-function oxidases in rat large intestines.3 Glucotropaeolin is inactive against the fungi F. culmorum and does not have antitumor activity, however, it is metabolized into isothiocyanate products that have these activities.1,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Manici, L.M., Lazzeri, L., and Palmieri, S. In vitro fungitoxic activity of some glucosinolates and their enzyme-derived products toward plant pathogenic fungi. J. Agric. Food Chem. 45(7), 2768-2773 (1997).

    2. Calzada, F., Barbosa, E., and Cedillo-Rivera, R. Antiamoebic activity of benzyl glucosinolate from Lepidium virginicum. Phytother. Res. 17(6), 618-619 (2003).

    3. McCanell, R., McLean, A.E., Hanley, A.B., et al. The effect of feeding brassica vegetables and intact glucosinolates on mixed-function-oxidase activity in the livers and intestines of rats. Food Chem. Toxicol. 27(5), 289-293 (1989).

    4. Cho, H.J., Lim, D.Y., Kwon, G.T., et al. Benzyl isothiocyanate inhibits prostate cancer development in the transgenic adenocarcinoma mouse prostate (TRAMP) model, which Is associated with the Induction of cell cycle G1 arrest. Int. J. Mol. Sci. 17(2), 264 (2016).