plumbagin   Click here for help

GtoPdb Ligand ID: 7003

Synonyms: RTK1
PDB Ligand
Comment: 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 [1].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 54.37
Molecular weight 188.05
XLogP 1.22
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CC1=CC(=O)c2c(C1=O)cccc2O
Isomeric SMILES CC1=CC(=O)c2c(C1=O)cccc2O
InChI InChI=1S/C11H8O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12H,1H3
InChI Key VCMMXZQDRFWYSE-UHFFFAOYSA-N
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
5-hydroxy-2-methyl-1,4-dihydronaphthalene-1,4-dione
Synonyms Click here for help
RTK1
Database Links Click here for help
CAS Registry No. 481-42-5
ChEBI CHEBI:8273
ChEMBL Ligand CHEMBL295316
GtoPdb PubChem SID 178103582
PubChem CID 10205
RCSB PDB Ligand 90R
Search Google for chemical match using the InChIKey VCMMXZQDRFWYSE-UHFFFAOYSA-N
Search Google for chemicals with the same backbone VCMMXZQDRFWYSE
UniChem Compound Search for chemical match using the InChIKey VCMMXZQDRFWYSE-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey VCMMXZQDRFWYSE-UHFFFAOYSA-N
Wikipedia Plumbagin

Product suppliers

View disclaimer

Tocris
Plumbagin
Cat. No. 4761