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HomeProduct name listZearalenone

Zearalenone

Synonym(s):(3S,11E)-3,4,5,6,9,10-hexahydro-14,16-dihydroxy-3-methyl-,1H-2-benzoxacyclotetradecin-1,7(8H)-dione;F-2 toxin;ZON

  • CAS NO.:17924-92-4
  • Empirical Formula: C18H22O5
  • Molecular Weight: 318.36
  • MDL number: MFCD00133085
  • EINECS: 241-864-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-05 21:24:55
Zearalenone Structural

What is Zearalenone?

Chemical properties

Crystalline Solid

The Uses of Zearalenone

Zearalenone is a resorcylic acid lactone produced by a number of Fusarium sp.. Zearalenone acts as a non-steroidal estrogen, binding to estrogen receptor and is uterotropic. Zearalenone induces reproductive problems in animals and, in some animal models, is thought to be a primary initiator of hepatic tumours. In vivo, zearalenone undergoes metabolic reduction to the more estrogenic zearalenol. Contamination of grains, notably maize, by Fusarium species gives rise to high levels of zearalenone and is regarded as an important food quality issue for both humans and animal health.

The Uses of Zearalenone

Estrogenic mycotoxin produced by Fusarium fungi commonly found in grains. One of a group of compounds known as resorcylic acid lactones

The Uses of Zearalenone

A phytoestrogenic mycotoxin and ER activator

What are the applications of Application

Zearalenone is a phytoestrogenic mycotoxin and ER activator

Definition

ChEBI: A macrolide comprising a fourteen-membered lactone fused to 1,3-dihydroxybenzene; a potent estrogenic metabolite produced by some Giberella species.

General Description

White microcrystals or white powder.

Air & Water Reactions

Zearalenone may be sensitive to prolonged exposure to air. Insoluble in water.

Reactivity Profile

Zearalenone is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Zearalenone may be incompatible with alkalis.

Fire Hazard

Flash point data for Zearalenone are not available. Zearalenone is probably combustible.

Biochem/physiol Actions

Zearalenone, a fungal mycotoxin produced by Fusarium, binds the estrogen receptor (ER) and is uterotropic in the newborn rat. It is a common contaminant in cereal grain used for animal and human food, and exerts an estrogenic activity that modulates/disrupts endocrine function in animals and possibly humans.

Metabolic pathway

When zearalenone is subjected to microbial transformation by a fungus, Gliocladium roseum, it is converted to a 1 : 1 mixture of 1-(3,5-dihydroxyphenyl)- 10 0 -hydroxy-1-undecen-6'-one and 1-(3,5- dihydroxyphenyl)-6'-hydroxy-1-undecen-10'-one.

storage

-20°C

Properties of Zearalenone

Melting point: 164-165°C
Boiling point: 377.53°C (rough estimate)
alpha  25546 -170.5° (c = 1.0 in CH3OH)
Density  1.1270 (rough estimate)
refractive index  1.6120 (estimate)
Flash point: 6 °C
storage temp.  2-8°C
solubility  DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2) (1:7): 0.12 mg/ml; Ethanol: 20 mg/ml
form  Solid
pka 7.58±0.40(Predicted)
form  neat
color  Off-white
Merck  13,10169
BRN  1350216
CAS DataBase Reference 17924-92-4(CAS DataBase Reference)
EPA Substance Registry System Zearalenone (17924-92-4)

Safety information for Zearalenone

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
ghs
Health Hazard
GHS08
GHS Hazard Statements H314:Skin corrosion/irritation
Precautionary Statement Codes P202:Do not handle until all safety precautions have been read and understood.
P260:Do not breathe dust/fume/gas/mist/vapours/spray.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Zearalenone

InChIKey MBMQEIFVQACCCH-QBODLPLBSA-N

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