General
Preferred name
MENADIONE
Synonyms
2-Methyl-1,4-naphthoquinone ()
Vitamin K3 ()
Vitamin K3,NSC 4170 ()
Menadione (NSC 4170) ()
NSC-4170 ()
Kayquinone ()
Vitamin K 3 ()
1,4-naphthalenedione, 2-methyl ()
Vitamin K3-d8 ()
Vitamin K3-d3 ()
P&D ID
PD001331
CAS
34524-96-4
72060-21-0
130-37-0
58-27-5
478171-80-1
5172-16-7
Tags
available
covalent binder
drug
nuisance
Approved by
FDA
Drug indication
Vitamin K deficiency
hemorrhage
Prostate cancer
Drug Status
approved
withdrawn
nutraceutical
Max Phase
4.0
First approval
1982
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Menadione is a naphthoquinone that is converted into active vitamin K2 in the body. Menadione is a potential anticancer agent and radiosensitizer[1].
PRICE 29
DESCRIPTION Menadione is a synthetic naphthoquinone without the isoprenoid side chain and biological activity, but can be converted to active vitamin K2, menaquinone, after alkylation in vivo. (Enamine Bioactive Compounds)
DESCRIPTION Menadione (Vitamin K3) is a synthetic naphthoquinone without the isoprenoid side chain and biological activity, but can be converted to active vitamin K2, menaquinone, after alkylation in vivo. (TargetMol Bioactive Compound Library)
Cell lines
24
Organisms
2
Compound Sets
28
Cayman Chemical Bioactives
15950
41285
43796
ChEMBL Approved Drugs
CHEMBL590
ChEMBL Drugs
CHEMBL590
CovalentInDB
CI000007
CovBinderInPDB
CBR001400
CBR001401
Drug Repurposing Hub
DrugBank
DB00170
DrugBank Approved Drugs
DB00170
DrugCentral
1683
DrugCentral Approved Drugs
1683
DrugMAP
DMSJDTY
DrugMAP Approved Drugs
DMSJDTY
DrugMatrix
Enamine Bioactive Compounds
EBC-11022
EU-OPENSCREEN Bioactive Compound Library
EOS100869
JUMP-Target 1 Compound Set
4055
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL590
MedChem Express Bioactive Compound Library
HY-B0332
NIH Mechanistic Set
Novartis Chemogenetic Library (NIBR MoA Box)
NPC Screening Collection
Nuisance compounds in cellular assays
ReFrame library
Selleckchem Bioactive Compound Library
Menadione
TargetMol Bioactive Compound Library
T0449
The Spectrum Collection
Withdrawn 2.0
8
ZINC Tool Compounds
ZINC000000001677
External IDs
56
Properties
(calculated by RDKit )
Molecular Weight
172.05
Hydrogen Bond Acceptors
2
Hydrogen Bond Donors
0
Rotatable Bonds
0
Ring Count
2
Aromatic Ring Count
1
cLogP
2.01
TPSA
34.14
Fraction CSP3
0.09
Chiral centers
0.0
Largest ring
6.0
QED
0.6
Structural alerts
2
quinone_A(370)
[!#6&!#1]=[#6]1[#6]=,:[#6][#6](=[!#6&!#1])[#6]=,:[#6]1
PAINS Family A
Redox
Nuisance compounds
Related compounds
Custom attributes
(extracted from source data)
Target
Endogenous Metabolite
Thrombin
vitamin K
AOX1, BGLAP, F10, F2, F7, F9, GGCX, NQO1, NQO2, PROC, PROS1, PROZ, VKORC1, VKORC1L1
F10
CDK,DNA/RNA Synthesis,phosphatase
Member status
virtual
MOA
Oxidative stress inducer
Vitamin K3
Cell Division Cycle CDC25 Phosphatase Inhibitors
mitochondrial DNA polymerase inhibitor, phosphatase inhibitor
Disease Area
gastroenterology, neurology/psychiatry, dermatology, rheumatology
Indication
ulcerative colitis, diarrhea, headache, varicose veins, rheumatoid arthritis
ATC
B02BA02
Therapeutic Class
Vitamins
Pathway
Metabolism
Proteases/Proteasome
Metabolic Enzyme/Protease
Source data