General
Preferred name
PLUMBAGIN
Synonyms
2-Methyljuglone ()
Plumbagine ()
Plumbaein ()
Plumbagone ()
Plumbagine, Plumbaein, Plumbagone ()
PCUR-101 ()
NSC-236613 ()
NSC-688284 ()
P&D ID
PD000609
CAS
481-42-5
Tags
covalent binder
natural product
drug candidate
obsolete probe
available
Drug indication
Discovery agent
Drug Status
investigational
Max Phase
1.0
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
Plumbagin is a genotoxic and mutagenic plant-derived toxin. It has some activity as a histone acetyltransferase (HAT) inhibitor, however a 2017 article by Dahlin et al. suggests that the thiol-reactivity of plumbagin brings in to question its HAT inhibitor activity .
(GtoPdb)
DESCRIPTION
Plumbagin, a natural 1,4-naphthoquinone first isolated from plants of the genus Plumbago, induces apoptosis in cancer cells. Plumbagin exhibited effective cell growth inhibition via inducing cancer cells to undergo G2/M phase arrest and apoptosis.
(BOC Sciences Bioactive Compounds)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
32
Organisms
2
Compound Sets
14
BOC Sciences Bioactive Compounds
Cayman Chemical Bioactives
ChEMBL Drugs
Drug Repurposing Hub
DrugBank
DrugMAP
Guide to Pharmacology
MedChem Express Bioactive Compound Library
Obsolete Compounds
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
188.05
Hydrogen Bond Acceptors
3
Hydrogen Bond Donors
1
Rotatable Bonds
0
Ring Count
2
Aromatic Ring Count
1
cLogP
1.72
TPSA
54.37
Fraction CSP3
0.09
Chiral centers
0.0
Largest ring
6.0
QED
0.67
Structural alerts
2
quinone_A(370)
[!#6&!#1]=[#6]-1-[#6]=,:[#6]-[#6](=[!#6&!#1])-[#6]=,:[#6]-1
PAINS Family A
historic compounds (Chemical Probes.org)
Obsolete
Related compounds
Custom attributes
(extracted from source data)
Pathway
Immunology/Inflammation
Target
ROS
Apoptosis related
MOA
anticancer agent
Source data
