Page last updated: 2024-11-05

2,6-dichloroindophenol

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

2,6-dichloroindophenol, also known as DCPIP, is a blue dye that is used as an electron acceptor in biological studies. It is commonly used to measure the rate of photosynthesis in plants and algae. DCPIP can be synthesized by the chlorination of indophenol. When DCPIP is reduced, it turns colorless, which allows for the rate of photosynthesis to be measured. DCPIP is a powerful oxidizing agent and can be used to study the redox reactions of various biological molecules.'

2,6-Dichloroindophenol: A dye used as a reagent in the determination of vitamin C. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

2,6-dichloroindophenol : A quinone imine that is indophenol substituted by chloro groups at positions 2 and 6. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

N-3,5-dichloro-4-hydroxyphenyl-1,4-benzoquinone imine : 1,4-benzoquinone imine having a 3,5-dichloro-4-hydroxyphenyl substituent attached to the nitrogen atom. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID13726
CHEMBL ID198157
CHEMBL ID500871
CHEBI ID945
CHEBI ID27451
SCHEMBL ID107238
SCHEMBL ID10073943
MeSH IDM0023203

Synonyms (50)

Synonym
c35qn2z58b ,
einecs 213-479-8
unii-c35qn2z58b
2,6-dichloro-4-[(4-hydroxyphenyl)imino]cyclohexa-2,5-dien-1-one
CHEBI:945 ,
2,6-dichloro-n-4-hydroxyphenyl-p-benzoquinone monoimine
indophenol, 2,6-dichloro- (8ci)
indochlorophenol
2,5-cyclohexadien-1-one, 2,6-dichloro-4-((4-hydroxyphenyl)imino)-
dcip (analytical reagent)
2,5-cyclohexadien-1-one, 2,6-dichloro-4-[(4-hydroxyphenyl)imino]- (9ci)
dpip
tillmans reagent
2,6-dichloro-4-[(4-hydroxyphenyl)imino]-2,5-cyclohexadien-1-one
p-hydroxyphenyl-2,6-dichloro-p-benzoquinoneimine
2,5-cyclohexadien-1-one, 2,6-dichloro-4-[(4-hydroxyphenyl)imino]-
dichloroindophenol
dcpip ,
956-48-9
dcip
2,6-dichloroindophenol
C00102
2,6-dichlorophenolindophenol
2,6-dichloro-4-[(4-hydroxyphenyl)imino]
2,5-cyclohexadien-1-ol
4-(3,5-dichloro-4-hydroxyphenyl)iminocyclohexa-2,5-dien-1-one
4-[(3,5-dichloro-4-hydroxyphenyl)imino]cyclohexa-2,5-dien-1-one
n-3,5-dichloro-4-hydroxyphenyl-1,4-benzoquinone imine
CHEBI:27451 ,
dichlorophenol indophenol
CHEMBL198157
CHEMBL500871
FT-0610564
SCHEMBL107238
DTXSID7061352
tillmans-reagens
SCHEMBL10073943
AKOS028109185
BCP07793
dichlorphenolindophenol
Q420284
FBWADIKARMIWNM-UHFFFAOYSA-N
dcpip; dpip; indochlorophenol; tillmans reagent
26-dichlorophenolindophenol
E79440
CS-0040129
DTXSID501174455
4-[(3,5-dichloro-4-hydroxyphenyl)imino]-2,5-cyclohexadien-1-one
537-14-4
HY-W020729
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
quinone imineAn imine formed formally from a quinone by replacement of one or more atoms of quinonoid oxygen by =NH or =NR.
dichlorobenzeneAny member of the class of chlorobenzenes carrying two chloro groups at unspecified positions.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (4)

PathwayProteinsCompounds
limonene degradation I (D-limonene)326
limonene degradation II (L-limonene)325
(4S)-carveol and (4S)-dihydrocarveol degradation231
(4R)-carveol and (4R)-dihydrocarveol degradation231

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Thioredoxin reductase 1, cytoplasmicHomo sapiens (human)IC50 (µMol)25.00000.04322.26555.0000AID254840
Thioredoxin reductase 3Homo sapiens (human)IC50 (µMol)25.00000.35003.11675.0000AID254840
Thioredoxin reductase 2, mitochondrialHomo sapiens (human)IC50 (µMol)25.00000.35003.11675.0000AID254840
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (11)

Processvia Protein(s)Taxonomy
mesoderm formationThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
signal transductionThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
cell population proliferationThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
cellular oxidant detoxificationThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
cell redox homeostasisThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
spermatogenesisThioredoxin reductase 3Homo sapiens (human)
cell differentiationThioredoxin reductase 3Homo sapiens (human)
cell redox homeostasisThioredoxin reductase 3Homo sapiens (human)
cellular oxidant detoxificationThioredoxin reductase 3Homo sapiens (human)
response to oxygen radicalThioredoxin reductase 2, mitochondrialHomo sapiens (human)
response to xenobiotic stimulusThioredoxin reductase 2, mitochondrialHomo sapiens (human)
response to selenium ionThioredoxin reductase 2, mitochondrialHomo sapiens (human)
cell redox homeostasisThioredoxin reductase 2, mitochondrialHomo sapiens (human)
response to hyperoxiaThioredoxin reductase 2, mitochondrialHomo sapiens (human)
cellular oxidant detoxificationThioredoxin reductase 2, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
thioredoxin-disulfide reductase (NADPH) activityThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
protein bindingThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
identical protein bindingThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
NADPH peroxidase activityThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
FAD bindingThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
thioredoxin-disulfide reductase (NADPH) activityThioredoxin reductase 3Homo sapiens (human)
flavin adenine dinucleotide bindingThioredoxin reductase 3Homo sapiens (human)
thioredoxin-disulfide reductase (NADPH) activityThioredoxin reductase 2, mitochondrialHomo sapiens (human)
protein bindingThioredoxin reductase 2, mitochondrialHomo sapiens (human)
protein homodimerization activityThioredoxin reductase 2, mitochondrialHomo sapiens (human)
protein-containing complex bindingThioredoxin reductase 2, mitochondrialHomo sapiens (human)
flavin adenine dinucleotide bindingThioredoxin reductase 2, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (11)

Processvia Protein(s)Taxonomy
fibrillar centerThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
nucleoplasmThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
cytosolThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
extracellular exosomeThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
mitochondrionThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
cytosolThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
cytoplasmThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
nucleoplasmThioredoxin reductase 3Homo sapiens (human)
endoplasmic reticulumThioredoxin reductase 3Homo sapiens (human)
cytosolThioredoxin reductase 3Homo sapiens (human)
mitochondrionThioredoxin reductase 3Homo sapiens (human)
cytoplasmThioredoxin reductase 3Homo sapiens (human)
cytosolThioredoxin reductase 3Homo sapiens (human)
mitochondrionThioredoxin reductase 2, mitochondrialHomo sapiens (human)
mitochondrial matrixThioredoxin reductase 2, mitochondrialHomo sapiens (human)
cytosolThioredoxin reductase 2, mitochondrialHomo sapiens (human)
axonThioredoxin reductase 2, mitochondrialHomo sapiens (human)
dendriteThioredoxin reductase 2, mitochondrialHomo sapiens (human)
neuronal cell bodyThioredoxin reductase 2, mitochondrialHomo sapiens (human)
cytoplasmThioredoxin reductase 2, mitochondrialHomo sapiens (human)
mitochondrionThioredoxin reductase 2, mitochondrialHomo sapiens (human)
cytosolThioredoxin reductase 2, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID254840Inhibitory concentration against human thioredoxin reductase2005Journal of medicinal chemistry, Nov-03, Volume: 48, Issue:22
Synthesis of 5-nitro-2-furancarbohydrazides and their cis-diamminedichloroplatinum complexes as bitopic and irreversible human thioredoxin reductase inhibitors.
AID370977Activity of Plasmodium falciparum NDH2 expressed in Escherichia coli by Michaelis-Menten plot2009Bioorganic & medicinal chemistry letters, Feb-01, Volume: 19, Issue:3
Type II NADH dehydrogenase of the respiratory chain of Plasmodium falciparum and its inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (393)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990183 (46.56)18.7374
1990's78 (19.85)18.2507
2000's78 (19.85)29.6817
2010's46 (11.70)24.3611
2020's8 (2.04)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 36.78

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index36.78 (24.57)
Research Supply Index6.08 (2.92)
Research Growth Index4.30 (4.65)
Search Engine Demand Index54.90 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (36.78)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials2 (0.46%)5.53%
Reviews2 (0.46%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other430 (99.08%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]