Z0166

α-Zearalenol

• Synonym(s): 2,4-Dihydroxy-6-(6α,10-dihydroxy-trans-1-undecenyl)benzoic acid μ-lactone
• Empirical Formula (Hill Notation): C₁₈H₂₄O₅
• CAS Number: 36455-72-8
• Molecular Weight: 320.38
• MDL number: MFCD16657008
• UNSPSC Code: 12352200
• PubChem Substance ID: 24902159
• NACRES: NA.77

Properties

• assay: ≥98% (HPLC)
• Quality Level: 200
• form: powder
• solubility: methanol: 9.80-10.20 mg/mL, clear, colorless to faintly yellow
• storage temp.: −20°C
• SMILES string: C[C@H]1CCC[C@H](O)CCC\C=C\c2cc(O)cc(O)c2C(=O)O1
• InChI: 1S/C18H24O5/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/h3,7,10-12,14,19-21H,2,4-6,8-9H2,1H3/b7-3+/t12-,14+/m0/s1
• InChI key: FPQFYIAXQDXNOR-QDKLYSGJSA-N
• Gene Information: rat ... Ar(24208)

Description

Application

α-Zearalenol has been used:

• as an analytical standard in the quantification of mycotoxins from animal feed
• to evaluate its oestrogenic activity on boar sperm motility , as an anti-oestrogen control in MCF7 cells
• as a reference standard in a liquid chromatography-negative ion electrospray tandem mass spectrometry with atmospheric pressure chemical ionization (LCAPCI/MS/MS) for bovine follicular fluids (FFs) quantification

Biochem/physiol Actions

α-Zearalenol (α-ZOL) is a catabolite of zearalenone, synthesized majorly in granulosa cells, intestine and liver in pigs. It has estrogenic functionality. α-ZOL inhibits sperm motility in horse possibly by eliciting genotoxic effect. α-ZOL displays higher affinity towards estrogenic receptors.

Safety Information

• pictograms: GHS05,GHS08
• signalword: Danger
• hcodes: H314 - H351 - H361fd - H371 - H412
• pcodes: P260 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Aquatic Chronic 3 - Carc. 2 - Eye Dam. 1 - Repr. 2 - Skin Corr. 1B - STOT SE 2
• Storage Class: 8B - Non-combustible, corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges