Page last updated: 2024-11-06

thionine

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

Description

Thionine is a phenothiazine dye with a blue color. It was first synthesized in 1885 by Lauth. Thionine has been shown to possess a variety of biological activities, including antibacterial, antifungal, and antiviral properties. It is also a photosensitizer, meaning it can be activated by light to produce reactive oxygen species. Thionine has been investigated for its potential use in a variety of medical applications, including cancer treatment, wound healing, and antibacterial therapy. The photochemical properties of thionine make it an effective photosensitizer in photodynamic therapy, a minimally invasive treatment modality for certain types of cancer. Its redox properties are also relevant to its use as a molecular switch and in the development of new biocompatible materials. Thionine has a long history of use in biological research and its diverse properties continue to spark interest in its potential applications.'

thionine: do not confuse with the thionins which is a class of polypeptides; RN above is for the chloride; [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

thionine : An organic chloride salt composed of 3,7-diaminophenothiazin-5-ium and chloride ions in a 1:1 ratio. A strongly metachromatic dye, useful for the staining of acid mucopolysaccharides. It is also a common nuclear stain and can be used for the demonstration of Nissl substance in nerve cells of the CNS. [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 CID65043
CHEBI ID52295
SCHEMBL ID40555
MeSH IDM0054205

Synonyms (44)

Synonym
nsc-56342
nsc56342
nsc-9591
phenothiazin-5-ium,7-diamino-, chloride
3h-phenothiazin-7-amine, monohydrochloride
3h-phenothiazine, monohydrochloride
nsc 9591
thionine (van)
3,7-diaminophenazathionium chloride
phenothiazin-5-ium, 3,7-diamino-, chloride
nsc 56342
einecs 209-470-3
lauthsches violett [german]
ccris 5616
3,7-diaminophenothiazin-5-ium chloride
c.i. 52000
katalysin
lauth's violet
581-64-6
thionine
lauthsches violett
CHEBI:52295 ,
T0214
thionine chloride
AM806674
AKOS016013197
vtt2sat5h0 ,
thionin chloride
phenothiazin-5-ium, 3,7-diamino-, chloride (1:1)
ai3-08874
unii-vtt2sat5h0
3h-phenothiazine, 7-amino-3-imino-, monohydrochloride
3h-phenothiazin-7-amine, 3-imino-, monohydrochloride
thionine [mi]
ci-52000
SCHEMBL40555
3h-phenothiazin-7-amine,3-imino-
mfcd00078211
thionine hydrochloride
87257-37-2
(7-aminophenothiazin-3-ylidene)azanium;chloride
DTXSID90883445
EN300-191208
3,7-diamino-5lambda4-phenothiazin-5-ylium chloride

Research Excerpts

Overview

Thionine is an electroactive compound. It has two amino groups.

ExcerptReferenceRelevance
"Thionine is an electroactive compound and has two amino groups."( Voltammetric evaluation of the binding between wheat germ agglutinin and thionine/glucose-modified magnetic microbeads.
Hirabayashi, G; Kamiya, N; Kuramitz, H; Senbongi, A; Sugawara, K, 2008
)
1.3

Compound-Compound Interactions

ExcerptReferenceRelevance
"The protein dyes Light Green and Orange II were studied separately and in combination with the Feulgen-Pararosanilin(SO2) and -Thionin(SO2) method for the simultaneous determination of DNA and protein."( The use of Light Green and Orange II as quantitative protein stains, and their combination with the Feulgen method for the simultaneous determination of protein and DNA.
Henderik, JB; Hermkens, HG; Huysmans, AC; James, J; Oud, PS; Pahlplatz, MM; Tas, J; Vooijs, GP, 1984
)
0.27

Dosage Studied

ExcerptRelevanceReference
" The toxicity of MB, however, limits parenteral (subcutaneous) administration of the dye to dosage levels which are much less effective than the maximum tolerated oral levels."( THE ANTIRICKETTSIAL EFFECT OF THIONINE DYES : I. THE USE OF METHYLENE BLUE AND TOLUIDINE BLUE TO COMBAT EXPERIMENTAL TSUTSUGAMUSHI DISEASE (SCRUB TYPHUS).
Fox, JP; Peterson, OL, 1947
)
0.52
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Microtubule-associated protein tauHomo sapiens (human)IC50 (µMol)0.06900.06901.97693.5000AID748711
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (52)

Processvia Protein(s)Taxonomy
regulation of autophagyMicrotubule-associated protein tauHomo sapiens (human)
microtubule cytoskeleton organizationMicrotubule-associated protein tauHomo sapiens (human)
microglial cell activationMicrotubule-associated protein tauHomo sapiens (human)
internal protein amino acid acetylationMicrotubule-associated protein tauHomo sapiens (human)
activation of cysteine-type endopeptidase activity involved in apoptotic processMicrotubule-associated protein tauHomo sapiens (human)
DNA damage responseMicrotubule-associated protein tauHomo sapiens (human)
cell-cell signalingMicrotubule-associated protein tauHomo sapiens (human)
memoryMicrotubule-associated protein tauHomo sapiens (human)
response to lead ionMicrotubule-associated protein tauHomo sapiens (human)
negative regulation of gene expressionMicrotubule-associated protein tauHomo sapiens (human)
negative regulation of mitochondrial membrane potentialMicrotubule-associated protein tauHomo sapiens (human)
rRNA metabolic processMicrotubule-associated protein tauHomo sapiens (human)
axonal transport of mitochondrionMicrotubule-associated protein tauHomo sapiens (human)
central nervous system neuron developmentMicrotubule-associated protein tauHomo sapiens (human)
regulation of microtubule polymerization or depolymerizationMicrotubule-associated protein tauHomo sapiens (human)
regulation of microtubule polymerizationMicrotubule-associated protein tauHomo sapiens (human)
positive regulation of microtubule polymerizationMicrotubule-associated protein tauHomo sapiens (human)
cytoplasmic microtubule organizationMicrotubule-associated protein tauHomo sapiens (human)
neuron projection developmentMicrotubule-associated protein tauHomo sapiens (human)
positive regulation of superoxide anion generationMicrotubule-associated protein tauHomo sapiens (human)
regulation of chromosome organizationMicrotubule-associated protein tauHomo sapiens (human)
negative regulation of kinase activityMicrotubule-associated protein tauHomo sapiens (human)
stress granule assemblyMicrotubule-associated protein tauHomo sapiens (human)
cellular response to heatMicrotubule-associated protein tauHomo sapiens (human)
cellular response to reactive oxygen speciesMicrotubule-associated protein tauHomo sapiens (human)
positive regulation of axon extensionMicrotubule-associated protein tauHomo sapiens (human)
microtubule polymerizationMicrotubule-associated protein tauHomo sapiens (human)
astrocyte activationMicrotubule-associated protein tauHomo sapiens (human)
regulation of synaptic plasticityMicrotubule-associated protein tauHomo sapiens (human)
intracellular distribution of mitochondriaMicrotubule-associated protein tauHomo sapiens (human)
generation of neuronsMicrotubule-associated protein tauHomo sapiens (human)
synapse organizationMicrotubule-associated protein tauHomo sapiens (human)
regulation of calcium-mediated signalingMicrotubule-associated protein tauHomo sapiens (human)
protein polymerizationMicrotubule-associated protein tauHomo sapiens (human)
axon developmentMicrotubule-associated protein tauHomo sapiens (human)
regulation of microtubule cytoskeleton organizationMicrotubule-associated protein tauHomo sapiens (human)
plus-end-directed organelle transport along microtubuleMicrotubule-associated protein tauHomo sapiens (human)
regulation of mitochondrial fissionMicrotubule-associated protein tauHomo sapiens (human)
negative regulation of mitochondrial fissionMicrotubule-associated protein tauHomo sapiens (human)
supramolecular fiber organizationMicrotubule-associated protein tauHomo sapiens (human)
axonal transportMicrotubule-associated protein tauHomo sapiens (human)
regulation of cellular response to heatMicrotubule-associated protein tauHomo sapiens (human)
regulation of long-term synaptic depressionMicrotubule-associated protein tauHomo sapiens (human)
positive regulation of protein localization to synapseMicrotubule-associated protein tauHomo sapiens (human)
neurofibrillary tangle assemblyMicrotubule-associated protein tauHomo sapiens (human)
negative regulation of establishment of protein localization to mitochondrionMicrotubule-associated protein tauHomo sapiens (human)
positive regulation of protein localizationMicrotubule-associated protein tauHomo sapiens (human)
negative regulation of tubulin deacetylationMicrotubule-associated protein tauHomo sapiens (human)
positive regulation of diacylglycerol kinase activityMicrotubule-associated protein tauHomo sapiens (human)
amyloid fibril formationMicrotubule-associated protein tauHomo sapiens (human)
cellular response to nerve growth factor stimulusMicrotubule-associated protein tauHomo sapiens (human)
cellular response to brain-derived neurotrophic factor stimulusMicrotubule-associated protein tauHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (24)

Processvia Protein(s)Taxonomy
DNA bindingMicrotubule-associated protein tauHomo sapiens (human)
minor groove of adenine-thymine-rich DNA bindingMicrotubule-associated protein tauHomo sapiens (human)
double-stranded DNA bindingMicrotubule-associated protein tauHomo sapiens (human)
single-stranded DNA bindingMicrotubule-associated protein tauHomo sapiens (human)
RNA bindingMicrotubule-associated protein tauHomo sapiens (human)
actin bindingMicrotubule-associated protein tauHomo sapiens (human)
protein bindingMicrotubule-associated protein tauHomo sapiens (human)
microtubule bindingMicrotubule-associated protein tauHomo sapiens (human)
SH3 domain bindingMicrotubule-associated protein tauHomo sapiens (human)
enzyme bindingMicrotubule-associated protein tauHomo sapiens (human)
protein kinase bindingMicrotubule-associated protein tauHomo sapiens (human)
protein-macromolecule adaptor activityMicrotubule-associated protein tauHomo sapiens (human)
apolipoprotein bindingMicrotubule-associated protein tauHomo sapiens (human)
dynactin bindingMicrotubule-associated protein tauHomo sapiens (human)
phosphatidylinositol bindingMicrotubule-associated protein tauHomo sapiens (human)
identical protein bindingMicrotubule-associated protein tauHomo sapiens (human)
sequence-specific DNA bindingMicrotubule-associated protein tauHomo sapiens (human)
protein-folding chaperone bindingMicrotubule-associated protein tauHomo sapiens (human)
protein phosphatase 2A bindingMicrotubule-associated protein tauHomo sapiens (human)
Hsp90 protein bindingMicrotubule-associated protein tauHomo sapiens (human)
lipoprotein particle bindingMicrotubule-associated protein tauHomo sapiens (human)
histone-dependent DNA bindingMicrotubule-associated protein tauHomo sapiens (human)
microtubule lateral bindingMicrotubule-associated protein tauHomo sapiens (human)
phosphatidylinositol bisphosphate bindingMicrotubule-associated protein tauHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (27)

Processvia Protein(s)Taxonomy
microtubuleMicrotubule-associated protein tauHomo sapiens (human)
membraneMicrotubule-associated protein tauHomo sapiens (human)
extracellular regionMicrotubule-associated protein tauHomo sapiens (human)
nucleusMicrotubule-associated protein tauHomo sapiens (human)
cytoplasmMicrotubule-associated protein tauHomo sapiens (human)
mitochondrionMicrotubule-associated protein tauHomo sapiens (human)
cytosolMicrotubule-associated protein tauHomo sapiens (human)
plasma membraneMicrotubule-associated protein tauHomo sapiens (human)
microtubule cytoskeletonMicrotubule-associated protein tauHomo sapiens (human)
nuclear speckMicrotubule-associated protein tauHomo sapiens (human)
axonMicrotubule-associated protein tauHomo sapiens (human)
dendriteMicrotubule-associated protein tauHomo sapiens (human)
growth coneMicrotubule-associated protein tauHomo sapiens (human)
axolemmaMicrotubule-associated protein tauHomo sapiens (human)
nuclear peripheryMicrotubule-associated protein tauHomo sapiens (human)
cytoplasmic ribonucleoprotein granuleMicrotubule-associated protein tauHomo sapiens (human)
somatodendritic compartmentMicrotubule-associated protein tauHomo sapiens (human)
neuronal cell bodyMicrotubule-associated protein tauHomo sapiens (human)
dendritic spineMicrotubule-associated protein tauHomo sapiens (human)
cell bodyMicrotubule-associated protein tauHomo sapiens (human)
main axonMicrotubule-associated protein tauHomo sapiens (human)
membrane raftMicrotubule-associated protein tauHomo sapiens (human)
glial cell projectionMicrotubule-associated protein tauHomo sapiens (human)
neurofibrillary tangleMicrotubule-associated protein tauHomo sapiens (human)
axon cytoplasmMicrotubule-associated protein tauHomo sapiens (human)
tubulin complexMicrotubule-associated protein tauHomo sapiens (human)
neuron projectionMicrotubule-associated protein tauHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID449704NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation in erythrocyte-based infection assay2008Proceedings of the National Academy of Sciences of the United States of America, Jul-01, Volume: 105, Issue:26
In silico activity profiling reveals the mechanism of action of antimalarials discovered in a high-throughput screen.
AID748711Inhibition of tau protein aggregation (unknown origin) at 5:1 compound to protein concentration by Western blot analysis2013Journal of medicinal chemistry, Jun-13, Volume: 56, Issue:11
Progress and developments in tau aggregation inhibitors for Alzheimer disease.
AID449706NOVARTIS: Inhibition Frequency Index (IFI) - the number of HTS assays where a compound showed > 50% inhibition/induction, expressed as a percentage of the number of assays in which the compound was tested.2008Proceedings of the National Academy of Sciences of the United States of America, Jul-01, Volume: 105, Issue:26
In silico activity profiling reveals the mechanism of action of antimalarials discovered in a high-throughput screen.
AID449703NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferation in erythrocyte-based infection assay 2008Proceedings of the National Academy of Sciences of the United States of America, Jul-01, Volume: 105, Issue:26
In silico activity profiling reveals the mechanism of action of antimalarials discovered in a high-throughput screen.
AID449705NOVARTIS: Cytotoxicity against human hepatocellular carcinoma cell line (Huh7)2008Proceedings of the National Academy of Sciences of the United States of America, Jul-01, Volume: 105, Issue:26
In silico activity profiling reveals the mechanism of action of antimalarials discovered in a high-throughput screen.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (327)

TimeframeStudies, This Drug (%)All Drugs %
pre-199071 (21.71)18.7374
1990's34 (10.40)18.2507
2000's72 (22.02)29.6817
2010's116 (35.47)24.3611
2020's34 (10.40)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 44.29

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 Index44.29 (24.57)
Research Supply Index5.81 (2.92)
Research Growth Index4.75 (4.65)
Search Engine Demand Index67.31 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (44.29)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews7 (2.11%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other325 (97.89%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]