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Identification
Name 2,4-Dinitrophenol
Accession Number DB04528 (EXPT01235)
Type small molecule
Groups experimental
Description

A toxic dye, chemically related to trinitrophenol (picric acid), used in biochemical studies of oxidative processes where it uncouples oxidative phosphorylation. It is also used as a metabolic stimulant. (Stedman, 26th ed)
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms Not Available
Salts Not Available
Brand names Not Available
Brand mixtures Not Available
Categories
  • Uncoupling Agents
  • Coloring Agents
CAS number 51-28-5
Weight Average: 184.1064
Monoisotopic: 184.012021248
Chemical Formula C6H4N2O5
InChI Key InChIKey=UFBJCMHMOXMLKC-UHFFFAOYSA-N
InChI
InChI=1S/C6H4N2O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H
Plain Text
IUPAC Name
2,4-dinitrophenol
SMILES
OC1=CC=C(C=C1[N+]([O-])=O)[N+]([O-])=O
Plain Text
Mass Spec Not Available
Taxonomy
Kingdom Not Available
Classes Not Available
Substructures Not Available
Pharmacology
Indication Not Available
Pharmacodynamics Not Available
Mechanism of action Not Available
Absorption Not Available
Volume of distribution Not Available
Protein binding Not Available
Metabolism Not Available
Route of elimination Not Available
Half life Not Available
Clearance Not Available
Toxicity Not Available
Affected organisms Not Available
Pathways Not Available
Pharmacoeconomics
Manufacturers Not Available
Packagers Not Available
Dosage forms Not Available
Prices Not Available
Patents Not Available
Properties
State solid
Experimental Properties
Property Value Source
melting point 115.5 °C PhysProp
water solubility 2790 mg/L (at 20 °C) SCHWARZENBACH,RP ET AL (1988)
logP 1.67 HANSCH,C ET AL. (1995)
pKa 4.09 (at 25 °C) PEARCE,PJ & SIMKINS,RJJ (1968)
Predicted Properties
Property Value Source
water solubility 3.76e-01 g/l ALOGPS
logP 1.89 ALOGPS
logP 1.55 ChemAxon
logS -2.7 ALOGPS
pKa (strongest acidic) 4.04 ChemAxon
pKa (strongest basic) -7.8 ChemAxon
physiological charge -1 ChemAxon
hydrogen acceptor count 5 ChemAxon
hydrogen donor count 1 ChemAxon
polar surface area 111.87 ChemAxon
rotatable bond count 2 ChemAxon
refractivity 42.69 ChemAxon
polarizability 14.48 ChemAxon
References
Synthesis Reference Not Available
General Reference Not Available
External Links
Resource Link
KEGG Compound C02496 Link_out
PubChem Compound 1493 Link_out
PubChem Substance 46507895 Link_out
ChEBI 918 Link_out
ChEMBL 918 Link_out
HET DNF Link_out
ATC Codes Not Available
AHFS Codes Not Available
PDB Entries
FDA label Not Available
MSDS Not Available
Interactions
Drug Interactions Not Available
Food Interactions Not Available
Targets

1. Pentaerythritol tetranitrate reductase

Pharmacological action: unknown
Organism class: bacterial
UniProt ID: P71278 Link_out
Gene: onr
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out
Comments
Drug created on June 13, 2005 07:24 / Updated on February 08, 2013 16:23