Stereochemistry | ABSOLUTE |
Molecular Formula | C18H24O5 |
Molecular Weight | 320.3802 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@H]1CCC[C@@H](O)CCC\C=C\C2=C(C(O)=CC(O)=C2)C(=O)O1
InChI
InChIKey=FPQFYIAXQDXNOR-PMRAARRBSA-N
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
Molecular Formula | C18H24O5 |
Molecular Weight | 320.3802 |
Charge | 0 |
Count |
MOL RATIO
1 MOL RATIO (average) |
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
β-Zearalenol is a nonsteroidal estrogen of the resorcylic acid lactone group related to mycoestrogens found in Fusarium spp. β-Zearalenol is the β epimer of α-zearalenol and along with α-zearalenol is a major metabolite of zearalenone formed mainly in the liver but also to a lesser extent in the intestines during the first-pass metabolism. β-Zearalenol is about the same or slightly less potent as an estrogen relative to zearalenone. Contamination of grains by Fusarium species, notably maize, gives rise to high levels of zearalenol and is regarded as an important food quality issue for both human and animal health.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
11.0 nM [EC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
PubMed
Patents
Sample Use Guides
Cytotoxicity assay against African green monkey kidney fibroblast (Vero) cells was performed in triplicate employing the colorimetric method. Cells were grown in culture flasks or, for experiments, multiwell plates (TPP, Winiger, Wohlen, Switzerland) in DMEM/F12 1:1 medium (Life Technologies, Basel, Swit-zerland) supplemented with 5% fetal calf serum (FCS) (Sera-Tech) and incubated at 37°C in a humidified 5% CO2 atmosphere. Twice a week, cells were detached by treat-ment with trypsin-EDTA (Life Technologies), counted, and subcultured at ratios between 1:5 and 1:20. Cell samples were counted in duplicate and viability was determined using the trypan blue exclusion method.