Synonyms: "1-[[(2S,3S)-3-(2-Chlorophenyl)-2-(4-fluorophenyl)oxiran-2-yl]methyl]-1,2,4-triazole", "1-(((2S,3S)-3-(2-chlorophenyl)-2-(4-fluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole","epoxiconazole", "epoxiconazol",.

Source: Epoxiconazole is a broad-spectrum fungicide.


IUPAC Name: 1-[[(2S,3S)-3-(2-chlorophenyl)-2-(4-fluorophenyl)oxiran-2-yl]methyl]-1,2,4-triazole
CAS Number: 133855-98-8
PubChem ID: 11067463
Canonical SMILES: C1=CC=C(C(=C1)C2C(O2)(CN3C=NC=N3)C4=CC=C(C=C4)F)Cl

Structural Properties:

Molecular Formula: C17H13ClFN3O
Molecular Weight: 329.759

Pharmacophore Features:

Number of bond donors: 0
Number of bond acceptors: 4
Number of atoms different from hydrogen: 23


2D structure (.sdf)
3D structure (.sdf)
3D structure (.mol2)
3D structure (.pdb)
3D structure (.pdbqt)

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Grote K, Niemann L, Selzsam B, Haider W, Gericke C, Herzler M, Chahoud I. 2008. Epoxiconazole causes changes in testicular histology and sperm production in the Japanese quail (Coturnix coturnix japonica). Environ Toxicol Chem 27(11):2368-2374. DOI: 10.1897/08-048.1. URL: http://onlinelibrary.wiley.com/doi/10.1897/08-048.1/abstract.
Taxvig C, Hass U, Axelstad M, Dalgaard M, Boberg J, Andeasen HR, Vinggaard AM. 2007. Endocrine-disrupting activities in vivo of the fungicides tebuconazole and epoxiconazole. Toxicol Sci 100(2):464-473. DOI: 10.1093/toxsci/kfm227. URL: https://academic.oup.com/toxsci/article/100/2/464/1707645.
Taxvig C, Vinggaard AM, Hass U, Axelstad M, Metzdorff S, Nellemann C. 2008. Endocrine-disrupting properties in vivo of widely used azole fungicides. Int J Androl 31(2):170-176. DOI: 10.1111/j.1365-2605.2007.00838.x. URL: http://onlinelibrary.wiley.com/doi/10.1111/j.1365-2605.2007.00838.x/abstract?systemMessage=Please+be+advised+that+we+experienced+an+unexpected+issue+that+occurred+on+Saturday+and+Sunday+January+20th+and+21st+that+caused+the+site+to+be+down+for+an+extended.
Trosken ER, Adamska M, Arand M, Zarn JA, Patten C, Volkel W, Lutz WK. 2006. Comparison of lanosterol-14 alpha-demethylase (CYP51) of human and Candida albicans for inhibition by different antifungal azoles. Toxicology 228(1):24-32. DOI: 10.1016/j.tox.2006.08.007. URL: https://www.ncbi.nlm.nih.gov/pubmed/16989930.
Trosken ER, Scholz K, Lutz RW, Volkel W, Zarn JA, Lutz WK. 2004. Comparative assessment of the inhibition of recombinant human CYP19 (aromatase) by azoles used in agriculture and as drugs for humans. Endocr Res 30(3):387-394. DOI: 10.1081/ERC-200035093. URL: http://www.tandfonline.com/doi/abs/10.1081/ERC-200035093?journalCode=ierc20.

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