CAS 105088-14-0

Zearalenone-4-β-D-glucopyranoside

Description:

Zearalenone-4-β-D-glucopyranoside is a glycosylated derivative of zearalenone, a mycotoxin produced by certain fungi, particularly Fusarium species. This compound is characterized by the presence of a glucose moiety attached to the zearalenone structure, which can influence its solubility, stability, and biological activity. Zearalenone itself is known for its estrogenic properties, and its glycosylated form may exhibit altered pharmacokinetics and reduced toxicity compared to the parent compound. The presence of the glucopyranoside group can enhance its water solubility, potentially affecting its absorption and metabolism in biological systems. Zearalenone-4-β-D-glucopyranoside has been studied for its role in plant defense mechanisms and its implications in food safety, particularly in relation to contaminated agricultural products. Understanding the characteristics of this compound is essential for assessing its impact on health and the environment, as well as for developing strategies to mitigate the risks associated with mycotoxin exposure.

Formula: C₂₄H₃₂O₁₀

InChI: InChI=1S/C24H32O10/c1-13-6-5-9-15(26)8-4-2-3-7-14-10-16(11-17(27)19(14)23(31)32-13)33-24-22(30)21(29)20(28)18(12-25)34-24/h3,7,10-11,13,18,20-22,24-25,27-30H,2,4-6,8-9,12H2,1H3/b7-3+/t13-,18+,20+,21-,22+,24+/m0/s1

InChI key: InChIKey=WHIQFPVDPPLAOJ-OXSMSNKNSA-N

SMILES: OC1=C2C(=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C1)/C=C/CCCC(=O)CCC[C@H](C)OC2=O

Synonyms:

• (11E)-16-hydroxy-3-methyl-1,7-dioxo-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-14-yl hexopyranoside
• (3S,11E)-14-(β-<span class="text-smallcaps">D</span>-Glucopyranosyloxy)-3,4,5,6,9,10-hexahydro-16-hydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1,7(8H)-dione
• 1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 14-(beta-D-glucopyranosyloxy)-3,4,5,6,9,10-hexahydro-16-hydroxy-3-methyl-, (S-(E))-
• 1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 14-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-3,4,5,6,9,10-hexahydro-16-hydroxy-3-methyl-, (3S,11E)-
• 1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 14-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-3,4,5,6,9,10-hexahydro-16-hydroxy-3-methyl-, [S-(E)]-
• ZE-4-Glu
• Zearalenone-4-O-glucoside
• Zearalenone-4-O-β-<span class="text-smallcaps">D</span>-glucopyranoside
• Zearalenone-4-β-<span class="text-smallcaps">D</span>-glucopyranoside
• Zearalenone-4beta-D-glucopyranoside
• 1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 14-(β-D-glucopyranosyloxy)-3,4,5,6,9,10-hexahydro-16-hydroxy-3-methyl-, (3S,11E)-
• (3S,11E)-14-(β-D-Glucopyranosyloxy)-3,4,5,6,9,10-hexahydro-16-hydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1,7(8H)-dione
• Zearalenone-4-O-β-D-glucopyranoside
• Zearalenone-4-glucopyranoside

Zearalenone-4-O-ß-D-glucopyranoside

CAS: 105088-14-0

Formula: C₂₄H₃₀O₁₁

Molecular weight: 494.49

Ref: 4Z-Z-165

Zearalenone-4-glucopyranoside

CAS: 105088-14-0

Zearalenone-4-glucopyranoside is a conjugated mycotoxin, which is derived from the mycotoxin zearalenone produced by certain Fusarium species of fungi. Its transformation into the glucopyranoside form involves the enzymatic attachment of a glucose molecule, primarily in plants or during metabolic processes. This modification alters the solubility and bioavailability of the original compound.

Formula: C₂₄H₃₂O₁₀

Purity: Min. 95%

Molecular weight: 480.5 g/mol

Ref: 3D-FZ167343

Zearalenone-4-O-β-D-glucopyranoside

Controlled Product

CAS: 105088-14-0

Applications Zearalenone-4-O-β-D-glucopyranoside functions as a new masked Fusarium mycotoxin in cell suspension cultures.
References Kovalsky P., et al.: J.Agric. Food Chem., 62, 1181 (2014)

Formula: C₂₄H₃₂O₁₀

Color and Shape: White To Off-White

Molecular weight: 480.505

Ref: TR-Z275025