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Zearalenone

CAT: 0804-HY-103447-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-103447-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Zearalenone is a mycotoxin produced mainly by fungi belonging to the genus Fusarium in foods and feeds. Possess oestrogenic activity in pigs, cattle and sheep, with low acute toxicity. Causes precocious development of mammae and other estrogenic effects in young gilts[1][2].
CAS Number
17924-92-4
Product Name Alternative
Mycotoxin F2; Toxin F2
UNSPSC
12352005
Hazard Statement
H314, H361
Target
Estrogen Receptor/ERR
Type
Natural Products
Related Pathways
Vitamin D Related/Nuclear Receptor
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/Zearalenone.html
Purity
98.85
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C(O[C@@H](C)CCC1)C2=C(O)C=C(O)C=C2/C=C/CCCC1=O
Molecular Formula
C18H22O5
Molecular Weight
318.36
Precautions
H314, H361
References & Citations
[1]Zinedine A, et al. Review on the toxicity, occurrence, metabolism, detoxification, regulations and intake of zearalenone: an oestrogenic mycotoxin. Food Chem Toxicol. 2007 Jan;45 (1) :1-18.|[2]Richard JL, et al. Some major mycotoxins and their mycotoxicoses--an overview. Int J Food Microbiol. 2007 Oct 20;119 (1-2) :3-10.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, stored under nitrogen)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Zearalenone

Zearalenone is a macrolide comprising a fourteen-membered lactone fused to 1,3-dihydroxybenzene; a potent estrogenic metabolite produced by some Giberella species. It has a role as a fungal metabolite and a mycoestrogen. It is a macrolide and a member of resorcinols.

CAS Number17924-92-4
PubChem CID5281576
IUPAC Name(4S,12E)-16,18-dihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),12,15,17-tetraene-2,8-dione
Molecular FormulaC18H22O5
Molecular Weight318.4
XLogP3.6
Topological Polar Surface Area83.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count0
Heavy Atom Count23
Formal Charge0
Complexity445
SMILES
C[C@H]1CCCC(=O)CCC/C=C/C2=C(C(=CC(=C2)O)O)C(=O)O1
InChI
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
Chemical Structure
2D Structure
2D structure of Zearalenone
CAS: 17924-92-4
CID: 5281576
Formula: C18H22O5
MW: 318.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight318.4
XLogP33.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count0
Exact Mass318.14672380
Monoisotopic Mass318.14672380
Topological Polar Surface Area83.8 Ų
Heavy Atom Count23
Formal Charge0
Complexity445
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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