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Mitotane

CAT: 0804-HY-13690-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-13690-02Size:10 mM - 1 mL
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Description
Mitotane (2,4′-DDD), an isomer of DDD and derivative of dichlorodiphenyltrichloroethane (DDT), is an antineoplastic agent, can be used to research adrenocortical carcinoma. Mitotane exert its adrenocorticolytic effect at least in part through lipotoxicity induced by intracellular free cholesterol (FC) accumulation. Mitotane can have direct pituitary effects on corticotroph cells. Mitotane can induce CYP3A4 gene expression via steroid and xenobiotic receptor (SXR) activation, and has agent-agent interactions[1][2][3][4].
CAS Number
53-19-0
Product Name Alternative
2,4′-DDD; o, p'-DDD
UNSPSC
12352005
Hazard Statement
H351
Target
Apoptosis
Type
Reference compound
Related Pathways
Apoptosis
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/mitotane.html
Purity
99.94
Solubility
DMSO : ≥ 100 mg/mL
Smiles
ClC1=CC=C(C(C2=CC=CC=C2Cl)C(Cl)Cl)C=C1
Molecular Formula
C14H10Cl4
Molecular Weight
320.04
Precautions
H351
References & Citations
[1]Takeshita A, Igarashi-Migitaka J, Koibuchi N, Mitotane induces CYP3A4 expression via activation of the steroid and xenobiotic receptor. J Endocrinol. 2013 Feb 15;216 (3) :297-305.|[2]Doghman M, et al. Lack of long-lasting effects of mitotane adjuvant therapy in a mouse xenograft model of adrenocortical carcinoma. Mol Cell Endocrinol. 2013 Dec 5;381 (1-2) :66-9.|[3]Zatelli MC, et al. Therapeutic concentrations of mitotane (o, p'-DDD) inhibit thyrotroph cell viability and TSH expression and secretion in a mouse cell line model. Endocrinology. 2010 Jun;151 (6) :2453-61.|[4]Warde KM, et al. Mitotane Targets Lipid Droplets to Induce Lipolysis in Adrenocortical Carcinoma. Endocrinology. 2022 Sep 1;163 (9) :bqac102.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched

Chemical Information

Mitotane

Mitotane is a diarylmethane.

CAS Number53-19-0
PubChem CID4211
IUPAC Name1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene
Molecular FormulaC14H10Cl4
Molecular Weight320.0
XLogP6.2
Topological Polar Surface Area0
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count0
Rotatable Bond Count3
Heavy Atom Count18
Formal Charge0
Complexity248
SMILES
C1=CC=C(C(=C1)C(C2=CC=C(C=C2)Cl)C(Cl)Cl)Cl
InChI
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
InChIKey
JWBOIMRXGHLCPP-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Mitotane
CAS: 53-19-0
CID: 4211
Formula: C14H10Cl4
MW: 320.0
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight320.0
XLogP36.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count0
Rotatable Bond Count3
Exact Mass319.950711
Monoisotopic Mass317.953661
Topological Polar Surface Area0 Ų
Heavy Atom Count18
Formal Charge0
Complexity248
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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