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α-Zearalenol

CAT: 0804-HY-N6710-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N6710-01Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
α-Zearalenol is a Mycotoxin with high affinity for the estrogen receptors (ER), α-Zearalenol is the derivative of zearalenone (ZEN), causes reproductive disorders in animals, due to its xenoestrogenic effects[1].
CAS Number
36455-72-8
UNSPSC
12352005
Hazard Statement
H302, H314, H351, H361, H371, H412
Target
Estrogen Receptor/ERR
Type
Reference compound
Related Pathways
Vitamin D Related/Nuclear Receptor
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/alpha-zearalenol.html
Concentration
10mM
Purity
99.73
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
OC1=C2C(O[C@H](CCC[C@@H](CCC/C=C/C2=CC(O)=C1)O)C)=O
Molecular Formula
C18H24O5
Molecular Weight
320.38
Precautions
H302, H314, H351, H361, H371, H412
References & Citations
[1].Tatay E, et al. Estrogenic activity of zearalenone, α-zearalenol and β-zearalenol assessed using the E-screen assay in MCF-7 cells. Toxicol Mech Methods. 2018 May;28 (4) :239-242.|[2]Marin DE, et al. Cytotoxic and inflammatory effects of individual and combined exposure of HepG2 cells to zearalenone and its metabolites. Naunyn Schmiedebergs Arch Pharmacol. 2019 Aug;392 (8) :937-947.|[3]Nittoli AC, et al. Effects of α-zearalenol on the metabolome of two breast cancer cell lines by 1H-NMR approach. Metabolomics. 2018 Feb 14;14 (3) :33.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

(-)-alpha-Zearalenol

Alpha-Zearalenol is a macrolide.

CAS Number36455-72-8
PubChem CID5284645
IUPAC Name(4S,8R,12E)-8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),12,15,17-tetraen-2-one
Molecular FormulaC18H24O5
Molecular Weight320.4
XLogP4
Topological Polar Surface Area87
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count0
Heavy Atom Count23
Formal Charge0
Complexity408
SMILES
C[C@H]1CCC[C@@H](CCC/C=C/C2=C(C(=CC(=C2)O)O)C(=O)O1)O
InChI
InChI=1S/C18H24O5/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/h3,7,10-12,14,19-21H,2,4-6,8-9H2,1H3/b7-3+/t12-,14+/m0/s1
InChIKey
FPQFYIAXQDXNOR-QDKLYSGJSA-N
Chemical Structure
2D Structure
2D structure of (-)-alpha-Zearalenol
CAS: 36455-72-8
CID: 5284645
Formula: C18H24O5
MW: 320.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight320.4
XLogP34
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count0
Exact Mass320.16237386
Monoisotopic Mass320.16237386
Topological Polar Surface Area87 Ų
Heavy Atom Count23
Formal Charge0
Complexity408
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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