Zearalenone Chemical Properties

Melting point:

164-165°C

alpha 

25546 -170.5° (c = 1.0 in CH3OH)

Boiling point:

377.53°C (rough estimate)

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

pka

7.58±0.40(Predicted)

form 

Solid

color 

Off-white

Merck 

13,10169

BRN 

1350216

InChIKey

MBMQEIFVQACCCH-QBODLPLBSA-N

LogP

3.830 (est)

CAS DataBase Reference

17924-92-4(CAS DataBase Reference)

EPA Substance Registry System

Zearalenone (17924-92-4)

Safety Information

Hazard Codes 

C,Xn,F

Risk Statements 

34-62-63-36-20/21/22-11

Safety Statements 

26-36/37/39-45-36-16-36/37

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

RTECS 

DM2550000

F 

10

HS Code 

29322090

Hazardous Substances Data

17924-92-4(Hazardous Substances Data)

MSDS

• Language:English Provider:[S-(E)]-3,4,5,6,9,10-Hexahydro-14,16-dihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1,7(8H)-dione
• Language:English Provider:SigmaAldrich

Zearalenone Usage And Synthesis

Chemical Properties

Crystalline Solid

Uses

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.

Uses

A phytoestrogenic mycotoxin and ER activator

Uses

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

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

Zearalenone(17924-92-4)Related Product Information

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