An active metabolite of vinclozolin
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Parent Compound(s)
23939Vinclozolin
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Vinclozolin M2

Item No. 10007452

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(3,5-dichlorophenyl)-2-hydroxy-2-methyl-3-butenamide
CAS Number
83792-61-4
Synonyms
  • M2
Molecular Formula
C11H11Cl2NO2
Formula Weight
260.1
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2)(1:1): .5 mg/ml
λmax
216, 249 nm
SMILES
C=CC(C)(O)C(=O)Nc1cc(Cl)cc(Cl)c1
InChi Code
InChI=1S/C11H11Cl2NO2/c1-3-11(2,16)10(15)14-9-5-7(12)4-8(13)6-9/h3-6,16H,1H2,2H3,(H,14,15)
InChi Key
FBYYIBNYONAZCU-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $53

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    10 mg

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    25 mg

    $231

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    50 mg

    $409

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    Cayman Chemical
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    Product Description

    Vinclozolin M2 is an active metabolite of vinclozolin (Item No. 23939).1 It is formed from vinclozolin by successive esterase activity and decarboxylation of vinclozolin in C. elegans and by decarboxylation in human liver microsomes.1,2 Vinclozolin M2 is an antagonist of the mineralocorticoid receptor (IC50 = 1,400 nM) and androgen receptor (IC50 = 0.17 nM) in reporter assays using MCF-7 cells.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pothuluri, J.V., Freeman, J.P., Heinze, T.M., et al. Biotransformation of vinclozolin by the fungus Cunninghemella elegans. J. Agric. Food Chem. 48(12), 6138-6148 (2000).

    2. Cruz-Hurtado, M., López-González, M.d.L., Mondragón, V., et al. In vitro phase I metabolism of vinclozolin by human liver microsomes. Xenobiotica 49(8), 895-904 (2019).

    3. Molina-Molina, J.-M., Hillenweck, A., Jouanin, I., et al. Steroid receptor profiling of vinclozolin and its primary metabolites. Toxicol. Appl. Pharmacol. 216(1), 44-54 (2006).