Skip to Content
MilliporeSigma
All Photos(1)

Documents

Z0167

Sigma-Aldrich

Zearalanone

Synonym(s):

2,4-Dihydroxy-6-(10-hydroxy-6-oxoundecyl)benzoic acid μ-lactone

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C18H24O5
CAS Number:
Molecular Weight:
320.38
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

sterility

non-sterile

Quality Level

assay

≥98% (TLC)

form

powder

solubility

methanol: 9.80-10.20 mg/mL, clear, colorless

shipped in

ambient

storage temp.

−20°C

SMILES string

C[C@H]1CCCC(=O)CCCCCc2cc(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/h10-12,20-21H,2-9H2,1H3/t12-/m0/s1

InChI key

APJDQUGPCJRQRJ-LBPRGKRZSA-N

Gene Information

rat ... Ar(24208)

Related Categories

General description

Zearalanone (ZEA) or F-2 toxin, a nonsteroidal estrogenic mycotoxin is produced by various Fusarium species. Fusarium graminearum is considered as the primary producer of zearalanone. It is usually seen in moldy hay, high-moisture corn, corn infected before harvest etc.

Application

Zearalanone has been used:
  • as mycotoxin to study its effects on the histology of ovaries in pre-pubertal bitches
  • as a mycotoxin to investigate its influence on selected immunological, haematological and biochemical indexes in bitches
  • as a standard to develop calibration curves in order to study its effects on progesterone and 17β-estradiol concentrations in peripheral blood and body weights of pre-pubertal female Beagle dogs
  • as a standard to develop calibration curves to study its level of intoxication in women with neoplastic lesions in the reproductive tract

Biochem/physiol Actions

Zearalanone is believed to cause vulvovaginitis and estrogenic responses in swine.

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

The effect of low doses of zearalenone and its metabolites on progesterone and 17b-estradiol concentrations in peripheral blood and body weights of pre-pubertal female Beagle dogs
Gajecka M, et al.
Toxicon, 76, 260-269 (2013)
The effects of experimental administration of low doses of zearalenone on the histology of ovaries in pre-pubertal bitches
Gajecka M
Polish Journal of Veterinary Sciences, Pol(J), Vet-Vet (2013)
Zearalenone
Veterinary Toxicology, 1055-1063 (2018)
MYCOTOXINS Classifications
Encyclopedia of food sciences and nutrition, 4080-4089 (2003)
Łukasz Zielonka et al.
Toxins, 12(3) (2020-03-01)
The objective of this study was to determine the effect of long-term (48 days), per os administration of specific zearalenone (ZEN) doses (20 and 40 μg ZEN/kg BW in experimental groups EI and EII, which were equivalent to 200% and

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service