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36455-72-8

36455-72-8 structure
36455-72-8 structure
  • Name: α-Zearalenol
  • Chemical Name: (2E,7R,11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),2,15,17-tetraen-13-one
  • CAS Number: 36455-72-8
  • Molecular Formula: C18H24O5
  • Molecular Weight: 320.380
  • Catalog: analytical chemistry Standard Food and cosmetics standards
  • Create Date: 2018-12-28 09:49:23
  • Modify Date: 2024-01-06 17:57:22
  • 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].
Name (2E,7R,11S)-7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),2,15,17-tetraen-13-one
Synonyms (3S,7R,11E)-7,14,16-Trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one
1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10-octahydro-7,14,16-trihydroxy-3-methyl-, (3S,7R,11E)-
trans-Zearalenol
α zearalenol
2,4-Dihydroxy-6-(6α,10-dihydroxy-trans-1-undecenyl)benzoic acid μ-lactone
P-1496
cis-Zearalenol
Zearalenol
a-Zearalenol
α-zearalenol
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].
Related Catalog
In Vitro α-Zearalenol (α-zol) (0.001-10 μM; 24-72 hours) shows the highest RPE (90.5%) at 9.37 µM α-ZOL exposure in MFC-7 cells with an IC50 of 12.5 μM[1]. α-Zearalenol (α-zol) (0.001-10 μM; 24-72 hours) induces an increase of cell viability on MCF-7 cells mainly after 72 h of treatment whereas it is slightly cytotoxic on MDA-MB231 cells[2]. α-Zearalenol (α-zol) (0.001-10 μM; 24-72 hours) increases MCF7 cell population in the S phase and in the G2/M phase, no visible change in cell cycle phases is observed in MDA-MB231 cells[2]. α-Zearalenol (α-zol) (1-10 μM; 24 hours) reduces the expression of TNF-α, α-ZOL combines with β-ZOL shows an antagonistic effect on inflammation for IL-1β and act synergic for IL-8 at high toxin concentrations[2]. Cell Proliferation Assay[1] Cell Line: MFC-7 cells Concentration: 6.25 µM-25 µM Incubation Time: 24 hours Result: Observed the highest RPE (90.5%) at 9.37 µM α-ZOL exposure in MFC-7 cells. Cell Viability Assay[2] Cell Line: Breast cancer cell lines: MCF-7 and MDA-MB231 Concentration: 0.001 μM, 0.1 μM and 10 μM Incubation Time: 24 hours, 48 hours, 72 hours Result: Modified the cell growth in two breast cancer cell lines. Cell Cycle Analysis[2] Cell Line: MCF7 cells, MDA-MB231 cells Concentration: 0.001 μM, 0.1 μM and 10 μM Incubation Time: 72 hours Result: Observed an increase of cells in cell cycle in MCF7 cells. RT-PCR[2] Cell Line: HepG2 cells Concentration: 1 μM, 5 μM, 10 μM Incubation Time: 72 hours Result: Induced a decrease of the expression of TNF-α, IL-1β and IL-8, that was in most cases statistically significant for the higher doses.
References

[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.
Density 1.2±0.1 g/cm3
Boiling Point 599.0±50.0 °C at 760 mmHg
Melting Point 158-161°C
Molecular Formula C18H24O5
Molecular Weight 320.380
Flash Point 217.9±23.6 °C
Exact Mass 320.162384
PSA 86.99000
LogP 4.17
Vapour Pressure 0.0±1.8 mmHg at 25°C
Index of Refraction 1.549
Storage condition 2-8°C
Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Danger
Hazard Statements H302-H315-H319-H336-H340-H350-H361fd-H371-H373-H412
Precautionary Statements P201-P260-P280-P301 + P312 + P330-P305 + P351 + P338-P308 + P313
Personal Protective Equipment Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
Hazard Codes Xn
Risk Phrases 20/21/22-40-52/53-68/20/21/22-36-11-62-48/20-63-46-45
Safety Phrases 36/37-61-16-45-53
RIDADR UN 1648 3 / PGII
WGK Germany 3

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