| Identification | More | [Name]
Zearalenone | [CAS]
17924-92-4 | [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 | [EINECS(EC#)]
241-864-0 | [Molecular Formula]
C18H22O5 | [MDL Number]
MFCD00133085 | [Molecular Weight]
318.36 | [MOL File]
17924-92-4.mol |
| Chemical Properties | Back Directory | [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 | [InChIKey]
MBMQEIFVQACCCH-QBODLPLBSA-N | [LogP]
3.830 (est) | [CAS DataBase Reference]
17924-92-4(CAS DataBase Reference) | [EPA Substance Registry System]
17924-92-4(EPA Substance) |
| Safety Data | Back Directory | [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. | [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 . | [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) |
| Hazard Information | Back Directory | [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 |
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