An internal standard for the quantification of zearalenone
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Unlabeled Version(s)
11353Zearalenone
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Zearalenone-13C18

Item No. 31288

Technical Information
Formal Name
(3S,11E)-3,4,5,6,9,10-hexahydro-14,16-dihydroxy-3-(methyl-13C)-1H-2-benzoxacyclotetradecin-1,7(8H)-dione-13C17
CAS Number
911392-43-3
Synonyms
  • FES-13C18
  • Mycotoxin F2-13C18
  • Toxin F2-13C18
  • Zenone-13C18
Molecular Formula
[13C]18H22O5
Formula Weight
Purity
≥98%
Formulation
A 25 µg/ml solution in acetonitrile
Acetonitrile: soluble
SMILES
O[13C]1=[13C]([13C](O[13C@@H]([13CH3])[13CH2][13CH2][13CH2][13C]([13CH2][13CH2][13CH2]/[13CH]=[13CH]/2)=O)=O)[13C]2=[13CH][13C](O)=[13CH]1
InChi Code
InChI=1S/C18H22O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h3,7,10-12,20-21H,2,4-6,8-9H2,1H3/b7-3+/t12-/m0/s1/i1+1,2+1,3+1,4+1,5+1,6+1,7+1,8+1,9+1,10+1,11+1,12+1,13+1,14+1,15+1,16+1,17+1,18+1
InChi Key
MBMQEIFVQACCCH-NMEASMPJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Zearalenone-13C18 is intended for use as an internal standard for the quantification of zearalenone (Item No. 11353) by GC- or LC-MS. Zearalenone is a mycotoxin that has been found in Fusarium and has estrogenic activities.1 It binds to human estrogen receptor α (ERα) and ERβ (IC50s = 9 and 5.8 nM, respectively).2 Zearalenone induces precocious development of mammary tissues in young female pigs and prepucial enlargement in young male pigs.3 Zearalenone (1.5-5 mg/kg of diet) induces hyperestrogenism in pigs. It also induces degeneration of meiotic chromatin in oocytes and reduces fertility in pigs when administered at a dose of 200 µg/kg.4 Zearalenone has been found as a contaminant in wheat, maize, and barley and livestock feeds.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zinedine, A., Soriano, J.M., Moltó, J.C., et alReview on the toxicity, occurrence, metabolism, detoxification, regulations and intake of zearalenone: An oestrogenic mycotoxin. Food Chem. Toxicol. 45(1), 1-18 (2007).

    2. Kuiper, G.G.J.M., Lemmen, J.G., Carlsson, B., et alInteraction of estrogenic chemicals and phytoestrogens with estrogen receptor β. Endocrinology 139(10), 4252-4263 (1998).

    3. Richard, J.L. Some major mycotoxins and their mycotoxicoses—an overview. Int. J. Food Microbiol. 119(1-2), 3-10 (2007).

    4. Tiemann, U., and Dänicke, S. In vivo and in vitro effects of the mycotoxins zearalenone and deoxynivalenol on different non-reproductive and reproductive organs in female pigs: A review. Food Addit. Contam. 24(3), 306-314 (2007).