General
Preferred name
NSC-659853
Synonyms
2-METHOXYESTRADIOL ()
2-ME2 ()
2-MeOE2 ()
Steroid derivative 1 ()
2-Methoxyestradiol (2-MeOE2) ()
NSC 659853, 2-ME2 ()
2-methoxyoestradiol ()
P&D ID
PD015059
CAS
362-07-2
Tags
drug candidate
natural product
probe
available
Drug indication
Pulmonary arterial hypertension
Drug Status
investigational
Max Phase
Phase 2
Probe info
Probe type
calculated probe
Probe sources
Probe targets
[[ compound.targets[t].gene_name ]]
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
2-Methoxyestradiol is a high-affinity agonist of the G protein-coupled estrogen receptor (GPER) . It is an endogenous metabolite of estradiol () and 2-hydroxyestradiol. 2-Methoxyestradiol has anti-angogenic and vasodilatory activities , but it has limited oral bioavailability and failed to show significant efficacy in clinical trials.
(GtoPdb)
DESCRIPTION
Inhibitor of angiogenesis and endothelial cell proliferation
(LOPAC library)
DESCRIPTION
Apoptotic and antiangiogenic agent
(Tocriscreen Plus)
DESCRIPTION
Diacylglycerol lipase inhibitor
(Tocris Bioactive Compound Library)
DESCRIPTION
Apoptotic and antiangiogenic agent
(Tocriscreen Total)
DESCRIPTION
2-methoxyestradiol, also known as 2-ME, is an orally bioavailable estradiol metabolite with potential antineoplastic activity. 2-Methoxyestradiol inhibits angiogenesis by reducing endothelial cell proliferation and inducing endothelial cell apoptosis. This agent also inhibits tumor cell growth by binding to tubulin, resulting in antimitotic activity, and by inducing caspase activation, resulting in cell cycle arrest in the G2 phase, DNA fragmentation, and apoptosis.
(BOC Sciences Bioactive Compounds)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
29
Organisms
3
Compound Sets
19
AdooQ Bioactive Compound Library
BOC Sciences Bioactive Compounds
Cayman Chemical Bioactives
ChEMBL Drugs
Drug Repurposing Hub
DrugBank
EU-OPENSCREEN Bioactive Compound Library
Guide to Pharmacology
LOPAC library
MedChem Express Bioactive Compound Library
Probe Miner (suitable probes)
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
Tocris Bioactive Compound Library
Tocriscreen Plus
Tocriscreen Total
ZINC Tool Compounds
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
40
Molecular Weight
302.19
Hydrogen Bond Acceptors
3
Hydrogen Bond Donors
2
Rotatable Bonds
1
Ring Count
4
Aromatic Ring Count
1
cLogP
3.62
TPSA
49.69
Fraction CSP3
0.68
Chiral centers
5.0
Largest ring
6.0
QED
0.83
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Target Type
Cell Biology
Selectivity
Estrogen
Pathway
Angiogenesis
Cytoskeletal Signaling
Chromatin/Epigenetic
Apoptosis
Autophagy
Cell Cycle/DNA Damage
cytoskeleton
Immunology/Inflammation
Metabolic Enzyme/Protease
NF-κB
Target
HIF-1??
HIF-2??
Microtubule depolymerization
COMT, CYP19A1, CYP1A1, CYP1B1, HIF1A, TUBB
Endogenous Metabolite
Microtubule/Tubulin
Reactive Oxygen Species
Apoptosis related,Autophagy,HIF,Microtubule Associated
Primary Target
Apoptosis Inducers
MOA
hypoxia inducible factor inhibitor
Source data
