Page last updated: 2024-12-04

chetomin

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Description

Chetomin is a polyketide metabolite produced by the soil fungus Chaetomium globosum. It is a potent inhibitor of DNA and RNA synthesis, and has been shown to have antibacterial, antifungal, and antiviral activity. Chetomin is a complex molecule with a unique structure consisting of a spirocyclic dihydropyran ring system and a bridged bicyclic lactone. The biosynthesis of chetomin involves a series of enzymatic steps, including polyketide synthase (PKS) and nonribosomal peptide synthetase (NRPS) activities. The complex structure of chetomin and its potent biological activity make it an attractive target for drug development. Researchers are investigating its potential as a new antibiotic, antiviral, and anticancer agent. The mode of action of chetomin is thought to involve the inhibition of topoisomerase I, an enzyme involved in DNA replication. However, its exact mechanism of action is not fully understood. Chetomin is also being studied for its potential role in the development of biocontrol agents for plant diseases. It has shown promise as a natural fungicide against various plant pathogens.'

chetomin: C31H30N6O6S4, similar to epipolythiodioxopiperazines [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

chetomin : An organic heteropentacyclic compound of the class of epipolythiodioxopiperazine. Isolated from Chaetomium globosum and Farrowia seminuda, it exhibits immunosuppressive activity. [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 CID2693
CHEMBL ID1965934
CHEBI ID68741
SCHEMBL ID17240924
MeSH IDM0041845
PubMed CID10417379
CHEMBL ID499593
SCHEMBL ID1098248
MeSH IDM0041845

Synonyms (32)

Synonym
NCI60_002373
nsc-289491
chetomin
NSC289491 ,
1403-36-7
3-(hydroxymethyl)-10b-(3-{[4-(hydroxymethyl)-5,7-dimethyl-6,8-dioxo-2,3-dithia-5,7-diazabicyclo[2.2.2]oct-1-yl]methyl}-1h-indol-1-yl)-2-methyl-2,3,5a,6,10b,11-hexahydro-3,11a-epidithiopyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4-dione
CHEBI:68741 ,
CHEMBL1965934
SCHEMBL17240924
J-007375
Q27137160
3-(hydroxymethyl)-10b-(3-{[4-(hydroxymethyl)-5,7-dimethyl-6,8-dioxo-2,3-dithia-5,7-diazabicyclo[2.2.2]octan-1-yl]methyl}-1h-indol-1-yl)-2-methyl-2,3,5a,6,10b,11-hexahydro-3,11a-epidithiopyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4-dione
DTXSID20930759
F90097
brn 0077366
chaetomin
CHEMBL499593 ,
M04053
unii-bku7cx6usx
bku7cx6usx ,
4-27-00-09496 (beilstein handbook reference)
bdbm50396027
SCHEMBL1098248
MS-31200
2,3s,5ar,6,10bs,11-hexahydro-3-(hydroxymethyl)-10b-[(1s,4s)-3-[[4-(hydroxymethyl)-5,7-dimethyl-6,8-dioxo-2,3-dithia-5,7-diazabicyclo[2.2.2]oct-1-yl]methyl]-1h-indol-1-yl]-2-methyl-3,11as-epidithio-11ah-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4-dione
A934182
HY-107553
(1s,3s,11r,14s)-14-(hydroxymethyl)-3-[3-[[(1s,4s)-4-(hydroxymethyl)-5,7-dimethyl-6,8-dioxo-2,3-dithia-5,7-diazabicyclo[2.2.2]octan-1-yl]methyl]indol-1-yl]-18-methyl-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.01,12.03,11.04,9]octadeca-4,6,8-triene-13,17
14-(hydroxymethyl)-3-[3-[[4-(hydroxymethyl)-5,7-dimethyl-6,8-dioxo-2,3-dithia-5,7-diazabicyclo[2.2.2]octan-1-yl]methyl]indol-1-yl]-18-methyl-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.01,12.03,11.04,9]octadeca-4,6,8-triene-13,17-dione
3,11a-epidithio-11ah-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4-dione, 2,3,5a,6,10b,11-hexahydro-3-(hydroxymethyl)-10b-[(1s,4s)-3-[[4-(hydroxymethyl)-5,7-dimethyl-6,8-dioxo-2,3-dithia-5,7-diazabicyclo[2.2.2]oct-1-yl]methyl]-1h-indol-1-yl]-2-methyl-, (3s,
CS-0028866
AKOS040759040

Research Excerpts

Overview

Chetomin is a promising molecule with anti-tumor activities in the epipolythiodioxopiperazine family of fungal secondary metabolites. However, strong hydrophobicity has limited its further applications.

ExcerptReferenceRelevance
"Chetomin is a promising molecule with anti-tumor activities in the epipolythiodioxopiperazine family of fungal secondary metabolites; however, strong hydrophobicity has limited its further applications. "( Enhanced antitumor activity and mechanism of biodegradable polymeric micelles-encapsulated chetomin in both transgenic zebrafish and mouse models.
Deng, S; Gong, C; He, G; Li, G; Li, L; Liu, L; Luo, N; Ouyang, L; Song, X; Wei, Y; Wu, Q, 2014
)
2.07

Treatment

Chetomin treatment significantly reduced CA9 and VEGF mRNA expression in hypoxic cells. Treatment with chetomin induced a rapid decrease in XIAP protein levels but had no effect on XIAP mRNA levels.

ExcerptReferenceRelevance
"Chetomin treatment significantly reduced CA9 and VEGF mRNA expression in hypoxic cells to 44.4 +/- 7.2% and 39.6 +/- 16.0%, respectively, of untreated hypoxic controls. "( Effects of HIF-1 inhibition by chetomin on hypoxia-related transcription and radiosensitivity in HT 1080 human fibrosarcoma cells.
Baier, K; Beyer, M; Diehlmann, D; Einsele, H; Fleischer, M; Flentje, M; Katzer, A; Loeffler, J; Said, HM; Schwab, F; Staab, A; Vordermark, D, 2007
)
2.07
"Treatment with chetomin induced a rapid decrease in XIAP protein levels but had no effect on XIAP mRNA levels."( Chetomin induces degradation of XIAP and enhances TRAIL sensitivity in urogenital cancer cells.
Goda, AE; Horinaka, M; Kawauchi, A; Miki, T; Nakamura, T; Sakai, T; Taniguchi, H; Wakada, M; Yano, K; Yasuda, T; Yoshida, T; Yoshikawa, S, 2011
)
2.15

Bioavailability

ExcerptReferenceRelevance
" The physicochemical and pharmacokinetic features of chetomin were also predicted, and the oral bioavailability of chetomin was demonstrated."( Chetomin, a SARS-CoV-2 3C-like Protease (3CL
Abdeljawaad, KAA; Abdelrahman, AHM; Gabr, GA; Hegazy, MF; Ibrahim, MAA; Mohamed, DEM; Naeem, MA; Paré, PW; Shawky, AM; Sidhom, PA; Soliman, MES, 2023
)
2.6
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
immunosuppressive agentAn agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
Chaetomium metaboliteAny fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
[role 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]

Drug Classes (3)

ClassDescription
indolesAny compound containing an indole skeleton.
organic disulfideCompounds of structure RSSR in which R and R' are organic groups.
organic heteropentacyclic compound
[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]

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Histone-lysine N-methyltransferase SUV39H1Homo sapiens (human)IC50 (µMol)0.06600.06600.51401.2000AID700488
Histone acetyltransferase p300Homo sapiens (human)IC50 (µMol)0.54000.26004.00008.5000AID1639061
Hypoxia-inducible factor 1-alphaHomo sapiens (human)IC50 (µMol)0.54000.00072.46529.2100AID1639061
Histone-lysine N-methyltransferase EHMT2Homo sapiens (human)IC50 (µMol)0.17000.00251.14809.2000AID700489
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (171)

Processvia Protein(s)Taxonomy
negative regulation of transcription by RNA polymerase IIHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
DNA damage responseHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
cellular response to hypoxiaHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
rDNA heterochromatin formationHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
chromatin organizationHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
rRNA processingHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
circadian rhythmHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
cell differentiationHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
methylationHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
cellular response to glucose starvationHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
epigenetic programming in the zygotic pronucleiHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
negative regulation of cell cycleHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
negative regulation of DNA-templated transcriptionHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
regulation of transcription by glucoseHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
energy homeostasisHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
negative regulation of transcription by RNA polymerase IIHistone acetyltransferase p300Homo sapiens (human)
response to hypoxiaHistone acetyltransferase p300Homo sapiens (human)
somitogenesisHistone acetyltransferase p300Homo sapiens (human)
thigmotaxisHistone acetyltransferase p300Homo sapiens (human)
behavioral defense responseHistone acetyltransferase p300Homo sapiens (human)
stimulatory C-type lectin receptor signaling pathwayHistone acetyltransferase p300Homo sapiens (human)
regulation of glycolytic processHistone acetyltransferase p300Homo sapiens (human)
protein acetylationHistone acetyltransferase p300Homo sapiens (human)
internal protein amino acid acetylationHistone acetyltransferase p300Homo sapiens (human)
apoptotic processHistone acetyltransferase p300Homo sapiens (human)
canonical NF-kappaB signal transductionHistone acetyltransferase p300Homo sapiens (human)
nervous system developmentHistone acetyltransferase p300Homo sapiens (human)
heart developmentHistone acetyltransferase p300Homo sapiens (human)
skeletal muscle tissue developmentHistone acetyltransferase p300Homo sapiens (human)
learning or memoryHistone acetyltransferase p300Homo sapiens (human)
circadian rhythmHistone acetyltransferase p300Homo sapiens (human)
animal organ morphogenesisHistone acetyltransferase p300Homo sapiens (human)
regulation of autophagyHistone acetyltransferase p300Homo sapiens (human)
negative regulation of autophagyHistone acetyltransferase p300Homo sapiens (human)
macrophage derived foam cell differentiationHistone acetyltransferase p300Homo sapiens (human)
regulation of mitochondrion organizationHistone acetyltransferase p300Homo sapiens (human)
positive regulation of neuron projection developmentHistone acetyltransferase p300Homo sapiens (human)
N-terminal peptidyl-lysine acetylationHistone acetyltransferase p300Homo sapiens (human)
internal peptidyl-lysine acetylationHistone acetyltransferase p300Homo sapiens (human)
peptidyl-lysine acetylationHistone acetyltransferase p300Homo sapiens (human)
B cell differentiationHistone acetyltransferase p300Homo sapiens (human)
platelet formationHistone acetyltransferase p300Homo sapiens (human)
lung developmentHistone acetyltransferase p300Homo sapiens (human)
positive regulation of transforming growth factor beta receptor signaling pathwayHistone acetyltransferase p300Homo sapiens (human)
negative regulation of protein-containing complex assemblyHistone acetyltransferase p300Homo sapiens (human)
protein destabilizationHistone acetyltransferase p300Homo sapiens (human)
cellular response to nutrient levelsHistone acetyltransferase p300Homo sapiens (human)
cellular response to UVHistone acetyltransferase p300Homo sapiens (human)
multicellular organism growthHistone acetyltransferase p300Homo sapiens (human)
megakaryocyte developmentHistone acetyltransferase p300Homo sapiens (human)
swimmingHistone acetyltransferase p300Homo sapiens (human)
positive regulation of protein import into nucleusHistone acetyltransferase p300Homo sapiens (human)
intrinsic apoptotic signaling pathway in response to DNA damage by p53 class mediatorHistone acetyltransferase p300Homo sapiens (human)
response to estrogenHistone acetyltransferase p300Homo sapiens (human)
positive regulation by host of viral transcriptionHistone acetyltransferase p300Homo sapiens (human)
fat cell differentiationHistone acetyltransferase p300Homo sapiens (human)
negative regulation of gluconeogenesisHistone acetyltransferase p300Homo sapiens (human)
transcription initiation-coupled chromatin remodelingHistone acetyltransferase p300Homo sapiens (human)
positive regulation of DNA-templated transcriptionHistone acetyltransferase p300Homo sapiens (human)
positive regulation of transcription by RNA polymerase IIHistone acetyltransferase p300Homo sapiens (human)
positive regulation of receptor signaling pathway via JAK-STATHistone acetyltransferase p300Homo sapiens (human)
protein stabilizationHistone acetyltransferase p300Homo sapiens (human)
positive regulation of DNA-binding transcription factor activityHistone acetyltransferase p300Homo sapiens (human)
face morphogenesisHistone acetyltransferase p300Homo sapiens (human)
regulation of androgen receptor signaling pathwayHistone acetyltransferase p300Homo sapiens (human)
peptidyl-lysine propionylationHistone acetyltransferase p300Homo sapiens (human)
cellular response to L-leucineHistone acetyltransferase p300Homo sapiens (human)
regulation of tubulin deacetylationHistone acetyltransferase p300Homo sapiens (human)
peptidyl-lysine crotonylationHistone acetyltransferase p300Homo sapiens (human)
peptidyl-lysine butyrylationHistone acetyltransferase p300Homo sapiens (human)
regulation of cellular response to heatHistone acetyltransferase p300Homo sapiens (human)
regulation of signal transduction by p53 class mediatorHistone acetyltransferase p300Homo sapiens (human)
positive regulation of TORC1 signalingHistone acetyltransferase p300Homo sapiens (human)
positive regulation of T-helper 17 cell lineage commitmentHistone acetyltransferase p300Homo sapiens (human)
positive regulation of chemokine-mediated signaling pathwayHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of signaling receptor activityHypoxia-inducible factor 1-alphaHomo sapiens (human)
response to hypoxiaHypoxia-inducible factor 1-alphaHomo sapiens (human)
regulation of DNA-templated transcriptionHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIHypoxia-inducible factor 1-alphaHomo sapiens (human)
response to reactive oxygen speciesHypoxia-inducible factor 1-alphaHomo sapiens (human)
angiogenesisHypoxia-inducible factor 1-alphaHomo sapiens (human)
response to hypoxiaHypoxia-inducible factor 1-alphaHomo sapiens (human)
intracellular glucose homeostasisHypoxia-inducible factor 1-alphaHomo sapiens (human)
neural crest cell migrationHypoxia-inducible factor 1-alphaHomo sapiens (human)
epithelial to mesenchymal transitionHypoxia-inducible factor 1-alphaHomo sapiens (human)
embryonic placenta developmentHypoxia-inducible factor 1-alphaHomo sapiens (human)
B-1 B cell homeostasisHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of endothelial cell proliferationHypoxia-inducible factor 1-alphaHomo sapiens (human)
heart loopingHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of neuroblast proliferationHypoxia-inducible factor 1-alphaHomo sapiens (human)
chondrocyte differentiationHypoxia-inducible factor 1-alphaHomo sapiens (human)
glandular epithelial cell maturationHypoxia-inducible factor 1-alphaHomo sapiens (human)
connective tissue replacement involved in inflammatory response wound healingHypoxia-inducible factor 1-alphaHomo sapiens (human)
outflow tract morphogenesisHypoxia-inducible factor 1-alphaHomo sapiens (human)
cardiac ventricle morphogenesisHypoxia-inducible factor 1-alphaHomo sapiens (human)
lactate metabolic processHypoxia-inducible factor 1-alphaHomo sapiens (human)
regulation of glycolytic processHypoxia-inducible factor 1-alphaHomo sapiens (human)
regulation of DNA-templated transcriptionHypoxia-inducible factor 1-alphaHomo sapiens (human)
intracellular iron ion homeostasisHypoxia-inducible factor 1-alphaHomo sapiens (human)
signal transductionHypoxia-inducible factor 1-alphaHomo sapiens (human)
neuroblast proliferationHypoxia-inducible factor 1-alphaHomo sapiens (human)
lactationHypoxia-inducible factor 1-alphaHomo sapiens (human)
visual learningHypoxia-inducible factor 1-alphaHomo sapiens (human)
response to iron ionHypoxia-inducible factor 1-alphaHomo sapiens (human)
regulation of gene expressionHypoxia-inducible factor 1-alphaHomo sapiens (human)
vascular endothelial growth factor productionHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of vascular endothelial growth factor productionHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of gene expressionHypoxia-inducible factor 1-alphaHomo sapiens (human)
negative regulation of gene expressionHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of epithelial cell migrationHypoxia-inducible factor 1-alphaHomo sapiens (human)
response to muscle activityHypoxia-inducible factor 1-alphaHomo sapiens (human)
axonal transport of mitochondrionHypoxia-inducible factor 1-alphaHomo sapiens (human)
neural fold elevation formationHypoxia-inducible factor 1-alphaHomo sapiens (human)
cerebral cortex developmentHypoxia-inducible factor 1-alphaHomo sapiens (human)
bone mineralizationHypoxia-inducible factor 1-alphaHomo sapiens (human)
negative regulation of bone mineralizationHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of vascular endothelial growth factor receptor signaling pathwayHypoxia-inducible factor 1-alphaHomo sapiens (human)
TOR signalingHypoxia-inducible factor 1-alphaHomo sapiens (human)
negative regulation of TOR signalingHypoxia-inducible factor 1-alphaHomo sapiens (human)
intracellular oxygen homeostasisHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of chemokine productionHypoxia-inducible factor 1-alphaHomo sapiens (human)
regulation of transforming growth factor beta2 productionHypoxia-inducible factor 1-alphaHomo sapiens (human)
collagen metabolic processHypoxia-inducible factor 1-alphaHomo sapiens (human)
cellular response to oxidative stressHypoxia-inducible factor 1-alphaHomo sapiens (human)
embryonic hemopoiesisHypoxia-inducible factor 1-alphaHomo sapiens (human)
insulin secretion involved in cellular response to glucose stimulusHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of insulin secretion involved in cellular response to glucose stimulusHypoxia-inducible factor 1-alphaHomo sapiens (human)
hemoglobin biosynthetic processHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of blood vessel endothelial cell migrationHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of erythrocyte differentiationHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of angiogenesisHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of DNA-templated transcriptionHypoxia-inducible factor 1-alphaHomo sapiens (human)
negative regulation of growthHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIHypoxia-inducible factor 1-alphaHomo sapiens (human)
muscle cell cellular homeostasisHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of hormone biosynthetic processHypoxia-inducible factor 1-alphaHomo sapiens (human)
digestive tract morphogenesisHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of nitric-oxide synthase activityHypoxia-inducible factor 1-alphaHomo sapiens (human)
neuron apoptotic processHypoxia-inducible factor 1-alphaHomo sapiens (human)
elastin metabolic processHypoxia-inducible factor 1-alphaHomo sapiens (human)
intestinal epithelial cell maturationHypoxia-inducible factor 1-alphaHomo sapiens (human)
epithelial cell differentiation involved in mammary gland alveolus developmentHypoxia-inducible factor 1-alphaHomo sapiens (human)
iris morphogenesisHypoxia-inducible factor 1-alphaHomo sapiens (human)
retina vasculature development in camera-type eyeHypoxia-inducible factor 1-alphaHomo sapiens (human)
negative regulation of thymocyte apoptotic processHypoxia-inducible factor 1-alphaHomo sapiens (human)
cellular response to interleukin-1Hypoxia-inducible factor 1-alphaHomo sapiens (human)
cellular response to hypoxiaHypoxia-inducible factor 1-alphaHomo sapiens (human)
dopaminergic neuron differentiationHypoxia-inducible factor 1-alphaHomo sapiens (human)
mesenchymal cell apoptotic processHypoxia-inducible factor 1-alphaHomo sapiens (human)
hypoxia-inducible factor-1alpha signaling pathwayHypoxia-inducible factor 1-alphaHomo sapiens (human)
cellular response to virusHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of cytokine production involved in inflammatory responseHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of mitophagyHypoxia-inducible factor 1-alphaHomo sapiens (human)
negative regulation of miRNA transcriptionHypoxia-inducible factor 1-alphaHomo sapiens (human)
positive regulation of miRNA transcriptionHypoxia-inducible factor 1-alphaHomo sapiens (human)
negative regulation of oxidative stress-induced neuron intrinsic apoptotic signaling pathwayHypoxia-inducible factor 1-alphaHomo sapiens (human)
regulation of aerobic respirationHypoxia-inducible factor 1-alphaHomo sapiens (human)
negative regulation of reactive oxygen species metabolic processHypoxia-inducible factor 1-alphaHomo sapiens (human)
regulation of protein neddylationHypoxia-inducible factor 1-alphaHomo sapiens (human)
negative regulation of mesenchymal cell apoptotic processHypoxia-inducible factor 1-alphaHomo sapiens (human)
regulation of transcription by RNA polymerase IIHypoxia-inducible factor 1-alphaHomo sapiens (human)
negative regulation of transcription by RNA polymerase IIHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
cellular response to starvationHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
regulation of DNA replicationHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
DNA methylation-dependent heterochromatin formationHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
synaptonemal complex assemblyHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
spermatid developmentHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
long-term memoryHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
fertilizationHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
peptidyl-lysine dimethylationHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
regulation of protein modification processHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
organ growthHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
phenotypic switchingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
negative regulation of gene expression via chromosomal CpG island methylationHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
response to ethanolHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
behavioral response to cocaineHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
oocyte developmentHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
neuron fate specificationHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
response to fungicideHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
cellular response to cocaineHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
cellular response to xenobiotic stimulusHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
negative regulation of autophagosome assemblyHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
negative regulation of transcription by RNA polymerase IIHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (69)

Processvia Protein(s)Taxonomy
transcription cis-regulatory region bindingHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
chromatin bindingHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
protein bindingHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
zinc ion bindingHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
S-adenosylmethionine-dependent methyltransferase activityHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
histone methyltransferase activityHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
histone H3K9 methyltransferase activityHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
histone H3 methyltransferase activityHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
histone H3K9 trimethyltransferase activityHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
transcription coregulator bindingHistone acetyltransferase p300Homo sapiens (human)
transcription coactivator bindingHistone acetyltransferase p300Homo sapiens (human)
p53 bindingHistone acetyltransferase p300Homo sapiens (human)
DNA bindingHistone acetyltransferase p300Homo sapiens (human)
chromatin bindingHistone acetyltransferase p300Homo sapiens (human)
damaged DNA bindingHistone acetyltransferase p300Homo sapiens (human)
transcription coactivator activityHistone acetyltransferase p300Homo sapiens (human)
histone acetyltransferase activityHistone acetyltransferase p300Homo sapiens (human)
lysine N-acetyltransferase activity, acting on acetyl phosphate as donorHistone acetyltransferase p300Homo sapiens (human)
protein bindingHistone acetyltransferase p300Homo sapiens (human)
beta-catenin bindingHistone acetyltransferase p300Homo sapiens (human)
zinc ion bindingHistone acetyltransferase p300Homo sapiens (human)
histone H3 acetyltransferase activityHistone acetyltransferase p300Homo sapiens (human)
histone H4 acetyltransferase activityHistone acetyltransferase p300Homo sapiens (human)
acetyltransferase activityHistone acetyltransferase p300Homo sapiens (human)
acyltransferase activityHistone acetyltransferase p300Homo sapiens (human)
nuclear receptor bindingHistone acetyltransferase p300Homo sapiens (human)
peptide N-acetyltransferase activityHistone acetyltransferase p300Homo sapiens (human)
histone H3K18 acetyltransferase activityHistone acetyltransferase p300Homo sapiens (human)
histone H2B acetyltransferase activityHistone acetyltransferase p300Homo sapiens (human)
histone H3K27 acetyltransferase activityHistone acetyltransferase p300Homo sapiens (human)
tau protein bindingHistone acetyltransferase p300Homo sapiens (human)
nuclear androgen receptor bindingHistone acetyltransferase p300Homo sapiens (human)
NF-kappaB bindingHistone acetyltransferase p300Homo sapiens (human)
RNA polymerase II-specific DNA-binding transcription factor bindingHistone acetyltransferase p300Homo sapiens (human)
peptide-lysine-N-acetyltransferase activityHistone acetyltransferase p300Homo sapiens (human)
protein propionyltransferase activityHistone acetyltransferase p300Homo sapiens (human)
pre-mRNA intronic bindingHistone acetyltransferase p300Homo sapiens (human)
STAT family protein bindingHistone acetyltransferase p300Homo sapiens (human)
peptide 2-hydroxyisobutyryltransferase activityHistone acetyltransferase p300Homo sapiens (human)
histone lactyltransferase activityHistone acetyltransferase p300Homo sapiens (human)
acetylation-dependent protein bindingHistone acetyltransferase p300Homo sapiens (human)
peptide butyryltransferase activityHistone acetyltransferase p300Homo sapiens (human)
histone crotonyltransferase activityHistone acetyltransferase p300Homo sapiens (human)
histone butyryltransferase activityHistone acetyltransferase p300Homo sapiens (human)
DNA-binding transcription factor bindingHistone acetyltransferase p300Homo sapiens (human)
histone H3K122 acetyltransferase activityHistone acetyltransferase p300Homo sapiens (human)
chromatin DNA bindingHistone acetyltransferase p300Homo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificHypoxia-inducible factor 1-alphaHomo sapiens (human)
sequence-specific DNA bindingHypoxia-inducible factor 1-alphaHomo sapiens (human)
RNA polymerase II transcription regulatory region sequence-specific DNA bindingHypoxia-inducible factor 1-alphaHomo sapiens (human)
RNA polymerase II cis-regulatory region sequence-specific DNA bindingHypoxia-inducible factor 1-alphaHomo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificHypoxia-inducible factor 1-alphaHomo sapiens (human)
cis-regulatory region sequence-specific DNA bindingHypoxia-inducible factor 1-alphaHomo sapiens (human)
DNA-binding transcription activator activityHypoxia-inducible factor 1-alphaHomo sapiens (human)
DNA-binding transcription repressor activityHypoxia-inducible factor 1-alphaHomo sapiens (human)
transcription coactivator bindingHypoxia-inducible factor 1-alphaHomo sapiens (human)
DNA-binding transcription activator activity, RNA polymerase II-specificHypoxia-inducible factor 1-alphaHomo sapiens (human)
p53 bindingHypoxia-inducible factor 1-alphaHomo sapiens (human)
DNA-binding transcription factor activityHypoxia-inducible factor 1-alphaHomo sapiens (human)
protein bindingHypoxia-inducible factor 1-alphaHomo sapiens (human)
nuclear receptor bindingHypoxia-inducible factor 1-alphaHomo sapiens (human)
enzyme bindingHypoxia-inducible factor 1-alphaHomo sapiens (human)
protein kinase bindingHypoxia-inducible factor 1-alphaHomo sapiens (human)
protein domain specific bindingHypoxia-inducible factor 1-alphaHomo sapiens (human)
ubiquitin protein ligase bindingHypoxia-inducible factor 1-alphaHomo sapiens (human)
histone deacetylase bindingHypoxia-inducible factor 1-alphaHomo sapiens (human)
protein heterodimerization activityHypoxia-inducible factor 1-alphaHomo sapiens (human)
Hsp90 protein bindingHypoxia-inducible factor 1-alphaHomo sapiens (human)
RNA polymerase II-specific DNA-binding transcription factor bindingHypoxia-inducible factor 1-alphaHomo sapiens (human)
E-box bindingHypoxia-inducible factor 1-alphaHomo sapiens (human)
transcription regulator activator activityHypoxia-inducible factor 1-alphaHomo sapiens (human)
RNA polymerase II transcription regulatory region sequence-specific DNA bindingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
transcription corepressor bindingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
p53 bindingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
protein bindingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
zinc ion bindingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
protein-lysine N-methyltransferase activityHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
enzyme bindingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
histone H3K9 methyltransferase activityHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
histone H3K27 methyltransferase activityHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
C2H2 zinc finger domain bindingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
histone H3K56 methyltransferase activityHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
histone H3K9me2 methyltransferase activityHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
promoter-specific chromatin bindingHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (25)

Processvia Protein(s)Taxonomy
nucleusHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
chromosome, centromeric regionHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
condensed nuclear chromosomeHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
nucleusHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
nuclear laminaHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
nucleoplasmHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
nucleolusHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
plasma membraneHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
cytoplasmic vesicleHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
eNoSc complexHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
heterochromatinHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
chromatin silencing complexHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
rDNA heterochromatinHistone-lysine N-methyltransferase SUV39H1Homo sapiens (human)
cytoplasmHistone acetyltransferase p300Homo sapiens (human)
cytosolHistone acetyltransferase p300Homo sapiens (human)
nucleusHistone acetyltransferase p300Homo sapiens (human)
nucleoplasmHistone acetyltransferase p300Homo sapiens (human)
cytosolHistone acetyltransferase p300Homo sapiens (human)
chromatinHistone acetyltransferase p300Homo sapiens (human)
protein-DNA complexHistone acetyltransferase p300Homo sapiens (human)
transcription regulator complexHistone acetyltransferase p300Homo sapiens (human)
histone acetyltransferase complexHistone acetyltransferase p300Homo sapiens (human)
nucleusHypoxia-inducible factor 1-alphaHomo sapiens (human)
nucleoplasmHypoxia-inducible factor 1-alphaHomo sapiens (human)
cytoplasmHypoxia-inducible factor 1-alphaHomo sapiens (human)
cytosolHypoxia-inducible factor 1-alphaHomo sapiens (human)
nuclear bodyHypoxia-inducible factor 1-alphaHomo sapiens (human)
nuclear speckHypoxia-inducible factor 1-alphaHomo sapiens (human)
motile ciliumHypoxia-inducible factor 1-alphaHomo sapiens (human)
axon cytoplasmHypoxia-inducible factor 1-alphaHomo sapiens (human)
chromatinHypoxia-inducible factor 1-alphaHomo sapiens (human)
euchromatinHypoxia-inducible factor 1-alphaHomo sapiens (human)
protein-containing complexHypoxia-inducible factor 1-alphaHomo sapiens (human)
RNA polymerase II transcription regulator complexHypoxia-inducible factor 1-alphaHomo sapiens (human)
nucleusHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
nucleoplasmHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
nuclear speckHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
chromatinHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
nucleusHistone-lysine N-methyltransferase EHMT2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (23)

Assay IDTitleYearJournalArticle
AID757579Inhibition of carbonic anhydrase 9 mRNA expression in human U373 cells under hypoxic conditions at 500 nM treated prior to hypoxic-challenge by RT-PCR analysis2013Bioorganic & medicinal chemistry, Jul-01, Volume: 21, Issue:13
Hypoxia induced CA9 inhibitory targeting by two different sulfonamide derivatives including acetazolamide in human glioblastoma.
AID757580Inhibition of carbonic anhydrase 9 mRNA expression in human GaMG cells under hypoxic conditions at 400 nM treated prior to hypoxic-challenge by RT-PCR analysis2013Bioorganic & medicinal chemistry, Jul-01, Volume: 21, Issue:13
Hypoxia induced CA9 inhibitory targeting by two different sulfonamide derivatives including acetazolamide in human glioblastoma.
AID757577Inhibition of carbonic anhydrase 9 mRNA expression in human U87MG cells under hypoxic conditions at 500 nM treated prior to hypoxic-challenge by RT-PCR analysis2013Bioorganic & medicinal chemistry, Jul-01, Volume: 21, Issue:13
Hypoxia induced CA9 inhibitory targeting by two different sulfonamide derivatives including acetazolamide in human glioblastoma.
AID1234170Antimicrobial activity against Fusarium graminearum assessed as inhibition of microbial growth up to 200 ug/mL incubated at 31 degC for 72 hrs2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Indole Alkaloids from Chaetomium globosum.
AID1234169Antimicrobial activity against Candida albicans assessed as inhibition of microbial growth up to 200 ug/mL incubated at 31 degC for 72 hrs2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Indole Alkaloids from Chaetomium globosum.
AID1234185Antioxidative activity assessed as superoxide anion radical scavenging activity at 90.9 uM2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Indole Alkaloids from Chaetomium globosum.
AID700489Inhibition of G9a2012European journal of medicinal chemistry, Oct, Volume: 56Oncoepigenomics: making histone lysine methylation count.
AID1234172Antimicrobial activity against Saccharomyces cerevisiae assessed as inhibition of microbial growth up to 200 ug/mL incubated at 31 degC for 72 hrs2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Indole Alkaloids from Chaetomium globosum.
AID1639061Inhibition of HIF-1alpha/p300 protein-protein interaction in human cells after 2 hrs by immunoprecipitation assay2019Bioorganic & medicinal chemistry, 04-01, Volume: 27, Issue:7
Advances in inhibition of protein-protein interactions targeting hypoxia-inducible factor-1 for cancer therapy.
AID1234173Antimicrobial activity against Aspergillus niger assessed as inhibition of microbial growth incubated up to 200 ug/mL at 31 degC for 72 hrs2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Indole Alkaloids from Chaetomium globosum.
AID757586Inhibition of carbonic anhydrase 9 protein expression in human U251 cells under hypoxic conditions at 500 nM treated prior to hypoxic-challenge by Western blotting analysis2013Bioorganic & medicinal chemistry, Jul-01, Volume: 21, Issue:13
Hypoxia induced CA9 inhibitory targeting by two different sulfonamide derivatives including acetazolamide in human glioblastoma.
AID1234187Antioxidative activity assessed as ABTS cation radical scavenging activity at 108.3 uM2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Indole Alkaloids from Chaetomium globosum.
AID1234168Antimicrobial activity against Escherichia coli 1.044 assessed as inhibition of microbial growth incubated at 37 degC for 24 hrs2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Indole Alkaloids from Chaetomium globosum.
AID399512Immunosuppressive activity in BALB/c mouse splenic B lymphocytes assessed as inhibition of LPS-induced cell proliferation after 72 hrs by MTT assay2004Journal of natural products, Jan, Volume: 67, Issue:1
Immunomodulatory constituents from an Ascomycete, Chaetomium seminudum.
AID1234171Antimicrobial activity against Fusarium vasinfectum assessed as inhibition of microbial growth up to 200 ug/mL incubated at 31 degC for 72 hrs2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Indole Alkaloids from Chaetomium globosum.
AID1234183Antioxidative activity assessed as DPPH radical scavenging activity at 93.9 uM2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Indole Alkaloids from Chaetomium globosum.
AID757578Inhibition of carbonic anhydrase 9 mRNA expression in human U251 cells under hypoxic conditions at 500 nM treated prior to hypoxic-challenge by RT-PCR analysis2013Bioorganic & medicinal chemistry, Jul-01, Volume: 21, Issue:13
Hypoxia induced CA9 inhibitory targeting by two different sulfonamide derivatives including acetazolamide in human glioblastoma.
AID700488Inhibition of SUV39H12012European journal of medicinal chemistry, Oct, Volume: 56Oncoepigenomics: making histone lysine methylation count.
AID757589Inhibition of carbonic anhydrase 9 protein expression in human U373 cells under hypoxic conditions at 500 nM treated prior to hypoxic-challenge by Western blotting analysis2013Bioorganic & medicinal chemistry, Jul-01, Volume: 21, Issue:13
Hypoxia induced CA9 inhibitory targeting by two different sulfonamide derivatives including acetazolamide in human glioblastoma.
AID757563Inhibition of carbonic anhydrase 9 protein expression in human GaMG cells under hypoxic conditions at 500 nM treated prior to hypoxic-challenge by Western blotting analysis2013Bioorganic & medicinal chemistry, Jul-01, Volume: 21, Issue:13
Hypoxia induced CA9 inhibitory targeting by two different sulfonamide derivatives including acetazolamide in human glioblastoma.
AID757585Inhibition of carbonic anhydrase 9 protein expression in human U87MG cells under hypoxic conditions at 500 nM treated prior to hypoxic-challenge by Western blotting analysis2013Bioorganic & medicinal chemistry, Jul-01, Volume: 21, Issue:13
Hypoxia induced CA9 inhibitory targeting by two different sulfonamide derivatives including acetazolamide in human glioblastoma.
AID399511Immunosuppressive activity in BALB/c mouse splenic T lymphocytes assessed as inhibition of Con A-induced cell proliferation after 72 hrs by MTT assay2004Journal of natural products, Jan, Volume: 67, Issue:1
Immunomodulatory constituents from an Ascomycete, Chaetomium seminudum.
AID1234167Antimicrobial activity against Bacillus subtilis 1.079 assessed as inhibition of microbial growth incubated at 37 degC for 24 hrs2015Journal of natural products, Jul-24, Volume: 78, Issue:7
Indole Alkaloids from Chaetomium globosum.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (43)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (9.30)18.7374
1990's0 (0.00)18.2507
2000's9 (20.93)29.6817
2010's26 (60.47)24.3611
2020's4 (9.30)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 32.25

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index32.25 (24.57)
Research Supply Index3.71 (2.92)
Research Growth Index5.59 (4.65)
Search Engine Demand Index35.06 (26.88)
Search Engine Supply Index1.87 (0.95)

This Compound (32.25)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Reviews2 (40.00%)6.00%
Case Studies0 (0.00%)4.05%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other40 (100.00%)84.16%
Other3 (60.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]