An inhibitor of steroidogenesis
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Mitotane

Item No. 18651

Technical Information
Formal Name
1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]-benzene
CAS Number
53-19-0
Synonyms
  • o,p'-DDD
  • 1,1-Dichlorodiphenildichloroethane
  • NSC 38721
Molecular Formula
C14H10Cl4
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.33 mg/mlEthanol: 20 mg/ml
λmax
229 nm
SMILES
ClC1=CC=C(C(C(Cl)Cl)C2=CC=CC=C2Cl)C=C1
InChi Code
InChI=1S/C14H10Cl4/c15-10-7-5-9(6-8-10)13(14(17)18)11-3-1-2-4-12(11)16/h1-8,13-14H
InChi Key
JWBOIMRXGHLCPP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Mitotane is an inhibitor of steroidogenesis.1 It decreases secretion of cortisol (Item No. 20739) and 17-hydroxy progesterone (Item No. 33154) from H295R adrenocortical carcinoma cells when used at a concentration of 50 µM. Mitotane also inhibits mitochondrial complex IV, also known as cytochrome c oxidase, activity in H295R cells (IC50 = 58 µM). It inhibits steroid production induced by adrenocorticotropic hormone (ACTH) and is cytotoxic to zona fasciculata and zona reticularis, but not zona glomerulosa, adrenal cortex cells in dogs when administered at a dose of 60 mg/kg.2 Formulations containing mitotane have been used in the treatment of adrenocortical carcinoma.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hescot, S., Slama, A., Lombès, A., et alMitotane alters mitochondrial respiratory chain activity by inducing cytochrome c oxidase defect in human adrenocortical cells. Endocr. Relat. Cancer 20(3), 371-381 (2013).

    2. Hart, M.M., Reagan, R.L., and Adamson, R.H. The effect of isomers of DDD on the ACTH-induced steroid output, histology and ultrastructure of the dog adrenal cortex. Toxicol. Appl. Pharmacol. 24(1), 101-113 (1973).