General
Preferred name
CHLOROTRIANISENE
Synonyms
tri-p-anisylchloroethylene ()
tris(p-methoxyphenyl)chloroethylene ()
TACE ()
CTA ()
tri-p-anisylchloroethylene, tris(p-methoxyphenyl)chloroethylene, TACE, CTA ()
Trianisestrol ()
Chlortrianisestrol ()
NSC-10108 ()
estrogen ()
P&D ID
PD009120
CAS
569-57-3
Tags
prodrug
natural product
drug
available
Approved by
FDA
Drug indication
Menopause symptom
Drug Status
investigational
approved
withdrawn
Max Phase
Phase 4
First approval
1982
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
Chlorotrianisene is a non-steroidal estrogen mimic.
(GtoPdb)
DESCRIPTION
Chlorotrianisene is a powerful synthetic, non-steroidal estrogenic compound which is metabolized by liver microsomal enzymes primarily to the mono-O-demethylated derivative. It binds to the estrogen receptor on various estrogen receptor bearing cells. It was used for the treatment of menopause, deficiencies in ovary function, and prostate cancer. It belongs triphenylethylene group. It was derived from estrobin (DBE) and is a relatively weak estrogen. It is a selective estrogen receptor modulator (SERM), with predominantly estrogenic but also antiestrogenic effects, and was arguably the first SERM to ever be introduced. It has been listed.
(BOC Sciences Bioactive Compounds)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
1
Organisms
0
Compound Sets
18
BOC Sciences Bioactive Compounds
Cayman Chemical Bioactives
ChEMBL Approved Drugs
ChEMBL Drugs
Drug Repurposing Hub
DrugBank
DrugCentral
DrugCentral Approved Drugs
DrugMAP
DrugMatrix
Guide to Pharmacology
MedChem Express Bioactive Compound Library
NPC Screening Collection
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
Withdrawn 2.0
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
30
Molecular Weight
380.12
Hydrogen Bond Acceptors
3
Hydrogen Bond Donors
0
Rotatable Bonds
6
Ring Count
3
Aromatic Ring Count
3
cLogP
5.87
TPSA
27.69
Fraction CSP3
0.13
Chiral centers
0.0
Largest ring
6.0
QED
0.5
Structural alerts
2
aggregator (Aggregator Advisor)
Aggregators
aggregator (ZINC)
Aggregators
Related compounds
Custom attributes
(extracted from source data)
Pathway
Endocrinology/Hormones
Immunology/Inflammation
Vitamin D Related/Nuclear Receptor
Target
ER
ESR1, ESR2
COX
Estrogen Receptor/ERR
Estrogen/progestogen Receptor
Indication
menopause, prostate cancer
Disease Area
endocrinology, oncology
MOA
estrogenic hormone
ATC
G03CA06
Therapeutic Class
Anticancer Agents
Solubility
Soluble in DMSO, not in water
Source data
