General
Preferred name
MITOTANE
Synonyms
1-(2-Chlorophenyl)-1-(4-chlorophenyl)-2,2-dichloroethane ()
2,4¡ä-DDD ()
Mitotan ()
o,p'-DDD ()
NCI-C04933 ()
2,4′-DDD ()
2,4??DDD ()
MitotaneLysodreno,p'-DDD2,4'-Dichlorodiphenyldichloroethaneo,p'-DichlorodiphenyldichloroethaneChloditanMitotano,p'-TDE2,4'-DDD(o,p)-DDD ()
Opeprim ()
Lysodren ()
Mitotano ()
CB 313 ()
Chloditan ()
NSC-38721 ()
o,p'-TDE ()
Opddd ()
O,p'-ddd,o p'-tde ()
CB-313 ()
Chlodithane ()
P&D ID
PD002550
CAS
53-19-0
Tags
available
drug
Approved by
EMA
FDA
First approval
1970
Drug indication
Adrenocortical carcinoma
Neoplasm
Drug Status
approved
Max Phase
4.0
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION
The molecular mechanism underlying mitotane's clinical effects is complex and poorly understood .
(GtoPdb)
DESCRIPTION
Mitotane (2,4¡ä-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].
PRICE
29
DESCRIPTION
Antiadrenal agent; reduces corticosteroid synthesis by adrenal cortex
(LOPAC library)
DESCRIPTION
Mitotane is a derivative of the insecticide dichlorodiphenyldichloroethane that specifically inhibits cells of the adrenal cortex and their production of hormones. Mitotane is an oral chemotherapeutic agent indicated in the treatment of inoperable adrenal cortical carcinoma of both functional and nonfunctional types.
(Enamine Bioactive Compounds)
DESCRIPTION
Mitotane (NCI-C04933) is a derivative of the insecticide DICHLORODIPHENYLDICHLOROETHANE that specifically inhibits cells of the adrenal cortex and their production of hormones. It is used to treat adrenocortical tumors and causes CNS damage, but no bone marrow depression.
(TargetMol Bioactive Compound Library)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
0
Organisms
1
Compound Sets
33
AdooQ Bioactive Compound Library
Axon Medchem Screening Library
Cayman Chemical Bioactives
CeMM library of unique drugs (CLOUD)
ChEMBL Approved Drugs
ChEMBL Drugs
Concise Guide to Pharmacology 2017/18
Concise Guide to Pharmacology 2019/20
Concise Guide to Pharmacology 2021/22
Concise Guide to Pharmacology 2023/24
CZ-OPENSCREEN Bioactive Library
DrugBank
DrugBank Approved Drugs
DrugCentral
DrugCentral Approved Drugs
DrugMAP
DrugMAP Approved Drugs
DrugMatrix
Enamine Bioactive Compounds
Enamine BioReference Compounds
Guide to Pharmacology
LOPAC library
LSP-MoA library (Laboratory of Systems Pharmacology)
MedChem Express Bioactive Compound Library
NCATS Inxight Approved Drugs
NIH Approved Oncology Drugs
NIH Mechanistic Set
NPC Screening Collection
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
The Spectrum Collection
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
37
Molecular Weight
317.95
Hydrogen Bond Acceptors
0
Hydrogen Bond Donors
0
Rotatable Bonds
3
Ring Count
2
Aromatic Ring Count
2
cLogP
5.93
TPSA
0.0
Fraction CSP3
0.14
Chiral centers
1.0
Largest ring
6.0
QED
0.62
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Selectivity
Corticosteroid
MOA
Unknown molecular target
Target
Cytochrome P450 11A1
Cytochrome P450 11B1
Adrenodoxin
Apoptosis
Adrenocytolytic
Pathway
Neuroscience
Therapeutic Class
Anticancer Agents
Source data
