Page last updated: 2024-11-12

cereulide

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

Description

cereulide: a cyclic dodecadepsipeptide; isolated from Bacillus cereus; a HEp-2 cell-vacuolation factor [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID10057089
MeSH IDM0236118

Synonyms (5)

Synonym
cereulide
Q14949467
(3r,6r,9s,12s,15r,18r,21s,24s,27r,30r,33s,36s)-3,15,27-trimethyl-6,18,30-tris(2-methylpropyl)-9,12,21,24,33,36-hexa(propan-2-yl)-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone
157232-64-9
DTXSID301336059

Research Excerpts

Overview

Cereulide is a cyclic dodecadepsipeptide ionophore. It is produced via non-ribosomal peptide synthetases (NRPS) In rare cases, cereulide can lead to human death.

ExcerptReferenceRelevance
"As cereulide is a potassium ionophore, we further tested the effect of environmental potassium levels on the action of cereulide."( The toxicological spectrum of the Bacillus cereus toxin cereulide points towards niche-specific specialisation.
Bauer, T; Dreer, M; Ehling-Schulz, M; Jenull, S; Silbermayr, K; Stark, TD, 2023
)
1.67
"Cereulide is a toxic cyclic depsidodecapeptide produced in "( Thioesterase from Cereulide Biosynthesis Is Responsible for Oligomerization and Macrocyclization of a Linear Tetradepsipeptide.
Boddy, CN; Heberlig, GW, 2020
)
2.33
"Homocereulide is a cyclic dodecadepsipeptide composed of l-O-Val-l-Val-d-O-Leu-d-Ala and l-O-allo-Ile-d-Val-d-O-Leu-d-Ala."( Synthesis of the reported structure of homocereulide and its vacuolation assay.
Hattori, Y; Kirihata, M; Naka, T; Ohta, Y; Takenaka, H; Tanimori, S, 2019
)
1.26
"Cereulide is a cyclic dodecadepsipeptide ionophore, produced via non-ribosomal peptide synthetases (NRPS), which in rare cases can lead to human death. "( The genetic diversity of cereulide biosynthesis gene cluster indicates a composite transposon Tnces in emetic Bacillus weihenstephanensis.
Hu, X; Mahillon, J; Mei, X; Xu, K; Yang, L; Yuan, Z, 2014
)
2.15
"Cereulide synthetase is a two-protein nonribosomal peptide synthetase system that produces a potent emetic toxin in virulent strains of Bacillus cereus. "( Characterization of cereulide synthetase, a toxin-producing macromolecular machine.
Alonzo, DA; Magarvey, NA; Schmeing, TM, 2015
)
2.18
"Cereulide is an emetic toxin produced by Bacillus cereus through an unusual non-ribosomal peptide synthesis (NRPS), whereas valinomycin, produced by Streptomyces fulvissimus, is a known antibiotic drug."( Higher structure of cereulide, an emetic toxin from Bacillus cereus, and special comparison with valinomycin, an antibiotic from Streptomyces fulvissimus.
Isobe, M; Makarasen, A; Yoza, K, 2009
)
1.4
"Cereulide is a principal toxin causing emetic syndrome which is produced by Bacillus cereus and has been known as potassium selective ionophore. "( Complexation of cyclic dodecadepsipeptide, cereulide with ammonium salts.
Agata, N; Isobe, M; Koga, K; Kuse, M; Ohta, M; Pitchayawasin, S, 2003
)
2.02
"With cereulide, there is a substantial lag, while valinomycin acts without lag."( The higher toxicity of cereulide relative to valinomycin is due to its higher affinity for potassium at physiological plasma concentration.
Mikkola, R; Salkinoja-Salonen, MS; Saris, NE; Teplova, VV; Tonshin, AA, 2006
)
1.1
"Cereulide is a K(+) ionophore cytotoxic and mitochondriotoxic to primary cells and cell lines of human and other mammalian origins. "( In vitro toxicity of cereulide on porcine pancreatic Langerhans islets.
Andersson, MA; Hoornstra, D; Mikkola, R; Roivainen, M; Salkinoja-Salonen, MS; Virtanen, SM; Ylipaasto, P, 2008
)
2.11
"Cereulide is a principal toxin causing emetic syndrome produced by Bacillus cereus. "( High incorporation of L-amino acids to cereulide, an emetic toxin from Bacillus cereus.
Agata, N; Franz, T; Isobe, M; Koga, K; Kuse, M; Ohta, M; Suwan, S, 2000
)
2.02

Toxicity

Valinomycin and cereulide are bacterial toxins with closely similar chemical structure and properties but different toxic effects. The study expands our understanding of the toxic effects of Cereulide.

ExcerptReferenceRelevance
"Valinomycin and cereulide are bacterial toxins with closely similar chemical structure and properties but different toxic effects."( The higher toxicity of cereulide relative to valinomycin is due to its higher affinity for potassium at physiological plasma concentration.
Mikkola, R; Salkinoja-Salonen, MS; Saris, NE; Teplova, VV; Tonshin, AA, 2006
)
0.99
" cereus-produced substance toxic towards porcine fetal Langerhans islets and beta cells."( In vitro toxicity of cereulide on porcine pancreatic Langerhans islets.
Andersson, MA; Hoornstra, D; Mikkola, R; Roivainen, M; Salkinoja-Salonen, MS; Virtanen, SM; Ylipaasto, P, 2008
)
0.66
"1 h, which expands our understanding of the toxic effects of cereulide."( Evaluation of the Toxicity and Toxicokinetics of Cereulide from an Emetic Bacillus cereus Strain of Milk Origin.
Cui, Y; Ding, S; Liu, X; Liu, Y; Xia, X; Zhu, K, 2016
)
0.93

Dosage Studied

ExcerptRelevanceReference
" cereus strains, is often associated with foodborne outbreaks, and causes acute emetic toxicity at high dosage exposure."( Chronic cereulide exposure causes intestinal inflammation and gut microbiota dysbiosis in mice.
Chen, Q; Deng, Y; Li, D; Lin, R; Wei, M; Wen, J; Xu, Y, 2021
)
1.06
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (138)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's8 (5.80)18.2507
2000's44 (31.88)29.6817
2010's67 (48.55)24.3611
2020's19 (13.77)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 43.71

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 Index43.71 (24.57)
Research Supply Index4.95 (2.92)
Research Growth Index5.17 (4.65)
Search Engine Demand Index64.56 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (43.71)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews9 (6.43%)6.00%
Case Studies2 (1.43%)4.05%
Observational0 (0.00%)0.25%
Other129 (92.14%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]