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Merck
CN

96093

Zearalenone

≥98.0% (TLC)

Synonym(s):

F-2 toxin

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About This Item

Empirical Formula (Hill Notation):
C18H22O5
CAS Number:
Molecular Weight:
318.36
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
1350216
MDL number:
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assay

≥98.0% (TLC)

application(s)

cleaning products
cosmetics
food and beverages
personal care

SMILES string

C[C@H]1CCCC(=O)CCC\C=C\c2cc(O)cc(O)c2C(=O)O1

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

InChI key

MBMQEIFVQACCCH-QBODLPLBSA-N

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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.

Regulatory Information

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Thomas J Turbyville et al.
Journal of natural products, 69(2), 178-184 (2006-02-28)
In an effort to discover small molecule inhibitors of Hsp90, we have screened over 500 EtOAc extracts of Sonoran desert plant-associated fungi using a two-stage strategy consisting of a primary cell-based heat shock induction assay (HSIA) followed by a secondary
Dojin Ryu et al.
Advances in experimental medicine and biology, 504, 205-216 (2002-04-02)
Zearalenone (ZEN), a common contaminant of all major cereal grains worldwide, is produced by some plant pathogenic molds including Fusarium graminearum and F. culmorum. The biological activity of this mycotoxin is mainly attributed to its estrogenic activity that modulates/disrupts endocrine
Sloan Ayers et al.
Journal of natural products, 74(5), 1126-1131 (2011-04-26)
As part of our ongoing investigation of filamentous fungi for anticancer leads, an active fungal extract was identified from the Mycosynthetix library (MSX 63935; related to Phoma sp.). The initial extract exhibited cytotoxic activity against the H460 (human non-small cell
Tobias J Zimmermann et al.
Bioorganic & medicinal chemistry, 17(2), 530-536 (2008-12-23)
In order to extend the chemical diversity available for organic polyketide synthesis, the concept of propionate scanning was developed. We observed that naturally occurring polyketides frequently comprise not only acetate, but also some propionate as building blocks. Therefore our approach

Global Trade Item Number

SKUGTIN
W513504-SAMPLE04061838194350
S5006-100G-A04061836933951
S5006-5G-A04061836934545
803202025004022536378893
803202002504027269075514
S5006-500G-A04061836934439
S5006-1KG-A04061837757136

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