ChemicalBook CAS DataBase List 17924-92-4

17924-92-4

Name	Zearalenone
CAS	17924-92-4
EINECS(EC#)	241-864-0
Molecular Formula	C18H22O5
MDL Number	MFCD00133085
Molecular Weight	318.36
MOL File	17924-92-4.mol

Synonyms

3,4,5,6,9,10-HEXAHYDRO-14,16-DIHYDROXY-3-METHYL-1H-2-BENZOXACYCLOTETRADECIN-1,7(8H)-DIONE (E)-(S)-2,4-DIHYDROXY-7-METHYL-7,8,9,10,13,14-HEXAHYDRO-12H-6-OXA-BENZOCYCLOTETRADECENE-5,11-DIONE MYCOTOXIN F2 ZEARALENONE ZENONE ZON (10s)-zearalenone (e)--methyl-7-oxo (s-(e))-xy-3-methyl (s)-zearalenone [s-(e)]-xy-3-methyl 16-dihydroxy-3-methyl-7-oxo-1trans-benzoxacyclotetradec-11-en-1-on 1h-2-benzoxacyclotetradecin-1,7(8h)-dione,3,4,5,6,9,10-hexahydro-14,16-dihydro 1h-2-benzoxacyclotetradecin-1-one,3,4,5,6,7,8,9,10-octahydro-14,16-dihydroxy-3 3,4,5,6,9,10-hexahydro-14,16-dihydroxy-3-methyl-1h-2-benzoxacyclotetradecin-1, 6-(10-hydroxy-6-oxo-1-undecenyl)-,mu-lactone,trans-resorcylicaci 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-beta-resorcylicacidlactone 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-beta-resorcylicacid-n-lactone 7(8h)-dione compoundf-2

Chemical Properties

Appearance	Crystalline Solid
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)
Fp	6 °C
storage temp.	−20°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	neat
pka	7.58±0.40(Predicted)
color	Off-white
Usage	Estrogenic mycotoxin produced by Fusarium fungi commonly found in grains. One of a group of compounds known as resorcylic acid lactones
Merck	13,10169
BRN	1350216
Major Application	cleaning products cosmetics food and beverages personal care
InChI	1S/C18H22O5/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/h3,7,10-12,20-21H,2,4-6,8-9H2,1H3/b7-3+/t12-/m0/s1
InChIKey	MBMQEIFVQACCCH-QBODLPLBSA-N
SMILES	OC1=C(C(O[C@@H](C)CCC2)=O)C(/C=C/CCCC2=O)=CC(O)=C1
LogP	3.830 (est)
CAS DataBase Reference	17924-92-4(CAS DataBase Reference)
EPA Substance Registry System	17924-92-4(EPA Substance)

Safety Data

Symbol(GHS)	GHS05,GHS08
Signal word	Danger
Hazard statements	H314-H361d
Precautionary statements	P202-P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes	C,Xn,F
Risk Statements	R34:Causes burns. R62:Possible risk of impaired fertility. R63:Possible risk of harm to the unborn child. R36:Irritating to the eyes. R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R11:Highly Flammable. less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S36:Wear suitable protective clothing . S16:Keep away from sources of ignition-No smoking . S36/37:Wear suitable protective clothing and gloves . less more
RIDADR	UN 3261 8/PG 2
WGK Germany	3
RTECS	DM2550000
F	10
TSCA	TSCA listed
HS Code	29322090
Storage Class	3 - Flammable liquids
Hazard Classifications	Acute Tox. 4 Dermal Acute Tox. 4 Inhalation Acute Tox. 4 Oral Eye Irrit. 2 Flam. Liq. 2
Hazardous Substances Data	17924-92-4(Hazardous Substances Data)

Hazard Information

General Description

White microcrystals or white powder.

Reactivity Profile

ZEARALENONE(17924-92-4) 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. This chemical may be incompatible with alkalis.

Air & Water Reactions

This chemical may be sensitive to prolonged exposure to air. Insoluble in water.

Fire Hazard

Flash point data for this chemical are not available. ZEARALENONE is probably combustible.

Chemical Properties

Crystalline Solid

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

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.

Definition

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

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

Material Safety Data Sheet(MSDS)

Questions And Answer

Spectrum Detail

Well-known Reagent Company Product Information

Supplier

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TargetMol Chemicals Inc.

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17924-92-4

Chemical Properties

Safety Data

Hazard Information

General Description

Reactivity Profile

Air & Water Reactions

Fire Hazard

Chemical Properties

Uses

Uses

Uses

Definition

Biochem/physiol Actions

Metabolic pathway

storage

Material Safety Data Sheet(MSDS)

Questions And Answer

Preparation

Spectrum Detail

Well-known Reagent Company Product Information

Supplier

Related Products