Beauvericin (CED0006254)

Record Information
Version1.0
Creation Date2010-05-06 21:03:09 UTC
Update Date2026-08-22 14:49:04 UTC
SynCED IDCED0006254
Secondary Accession Numbers
  • CHEM002708
  • T3D3740
Identification
Common NameBeauvericin
ClassSmall Molecule
Description
Beauvericin belongs to the depsipeptides, a subclass of peptidomimetics within the organic compounds. With an average molecular weight of 783.95 g/mol, Beauvericin is a heavy molecule. This exogenous organic acid and derivative has the formula C45H57N3O9 and exists as a liquid at room temperature. It functions biologically as a mycotoxin. The compound is found in or released from 15 recorded sources across multiple sectors. These include electrical and electronic equipment such as cell phones, capacitors, wires and cables, batteries, and printed circuit boards. It is also associated with food, food processing and cookware, specifically food packaging and the preparation of malt. Other sources include synthetic textiles, carpets and rugs, drinking water, medical devices, and lubricants. Recorded exposure routes for the compound include oral, inhalation, and touch. Beauvericin interacts with two recorded protein targets. It acts as a potent inhibitor of acyl-CoA:cholesterol acyltransferase (ACAT), specifically Sterol O-acyltransferase 1 (SOAT1) and Sterol O-acyltransferase 2 (SOAT2), which are involved in cholesterol absorption from the intestine and cholesterol ester accumulation in atherogenesis. Additionally, Beauvericin is genotoxic and causes DNA damage. This effect occurs through oxidative stress, increased intracellular calcium levels that influence endonuclease activity, or by directly forming DNA adducts.
Contaminant Type
  • Amide
  • Amine
  • Fungal Toxin
  • Mycotoxin
  • Natural Compound
  • Organic Compound
  • PFAS
  • Protein
Chemical Structure
Synonyms
ValueSource
(3S,6R,9S,12R,15S,18R)-3,9,15-Tribenzyl-6,12,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexoneChEBI
Chemical FormulaC45H57N3O9
Average Molecular Mass783.949 g/mol
Monoisotopic Mass783.409 g/mol
CAS Registry Number26048-05-5
IUPAC Name(3S,6R,9S,12R,15S,18R)-3,9,15-tribenzyl-4,10,16-trimethyl-6,12,18-tris(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
Traditional Namebeauvericin
SMILESCC(C)[C@H]1OC(=O)[C@H](CC2=CC=CC=C2)N(C)C(=O)[C@H](OC(=O)[C@H](CC2=CC=CC=C2)N(C)C(=O)[C@H](OC(=O)[C@H](CC2=CC=CC=C2)N(C)C1=O)C(C)C)C(C)C
InChI IdentifierInChI=1S/C45H57N3O9/c1-28(2)37-40(49)46(7)35(26-32-21-15-11-16-22-32)44(53)56-39(30(5)6)42(51)48(9)36(27-33-23-17-12-18-24-33)45(54)57-38(29(3)4)41(50)47(8)34(43(52)55-37)25-31-19-13-10-14-20-31/h10-24,28-30,34-39H,25-27H2,1-9H3/t34-,35-,36-,37+,38+,39+/m0/s1
InChI KeyGYSCAQFHASJXRS-FFCOJMSVSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassPeptidomimetics
Sub ClassDepsipeptides
Direct ParentCyclic depsipeptides
Alternative Parents
Substituents
  • Cyclic depsipeptide
  • Macrolide lactam
  • Alpha-amino acid ester
  • Macrolactam
  • Macrolide
  • Alpha-amino acid or derivatives
  • Tricarboxylic acid or derivatives
  • Monocyclic benzene moiety
  • Benzenoid
  • Tertiary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid ester
  • Lactam
  • Lactone
  • Carboxylic acid derivative
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic Effects
  • colorless colour ?
Physical Properties
StateLiquid
AppearanceClear solution.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
Solubility>10 mg/mL
Predicted Properties
PropertyValueSource
Water Solubility0.00088 g/LALOGPS
logP5.25ALOGPS
logP7.27ChemAxon
logS-6ALOGPS
pKa (Strongest Acidic)18.8ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area139.83 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity213.47 m³·mol⁻¹ChemAxon
Polarizability83.04 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001l-4013002900-c6c232d3f69c9a9a1c08Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-7593320000-4ce9355a4c694e81cc4fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-5192020000-dd85d65bcace294f3c00Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-9020030000-258575fb2966c013816dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-052f-1390162100-3faf3bba6a97dde28f8aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-5491302000-04a3f48a727cfed379bbNot AvailableView Spectrum
Toxicity Profile
Toxicity Values
Toxicity ValueOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalToxicity RatingReference
1741.0 Log mg/kg [980:3100]RatLD50oralpredictedNot AvailableNot Available
Toxicity / Toxin ClassNot Available
Mechanism of ToxicityBeauvericin is cytotoxic and increases ion permeability in cell membranes by forming complexes with essential cations (Ca2+, Na+, K+) and by forming cation-selective channels in lipid membranes. This may affect ionic homeostasis, increasing the intracellular calcium concentration, and lead to apoptosis. Beauvericin is also genotoxic and causes DNA damage, either by directly forming DNA adducts, through increased intracellular calcium levels influencing endonuclease activity, or through oxidative stress. Beauvericin induces lipid peroxidation and production of reactive oxygen species, producing cytotoxic effects and immunosuppressive activity. In addition, beauvericin is a potent inhibitor of the acyl-CoA:cholesterol acyltransferase (ACAT), which plays an important role in cholesterol ester accumulation in atherogenesis and in cholesterol absorption from the intestine. In isolated terminal ilea and heart muscles of guinea pig, beauvericin decreases the contractility, shortening the action potential duration and depolarizing the membrane resting potential. Beauvericin is also known to inhibit certain cytochrome P-450 enzymes. (1, 2, 3, 4, 5)
Carcinogenicity (IARC Classification)Not listed by IARC.
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Health Effects
Health EffectRelationshipDirectionDescriptionReference
cancerNot AvailableNot AvailableCancer is a group of diseases involving abnormal cell growth with the potential to invade or spread to other parts of the body. Possible signs and symptoms include a lump, abnormal bleeding, prolonged cough, unexplained weight loss, and a change in bowel movements. There are over 100 types of cancers affect humans. The risk of developing certain cancers can be reduced by not smoking, maintaining a healthy weight, not drinking too much alcohol, eating plenty of vegetables, fruits and whole grains, vaccination against certain infectious diseases, not eating too much processed and red meat and avoiding too much sunlight exposure. Cancer is often treated with some combination of radiation therapy, surgery, chemotherapy and targeted therapy. The majority of cancers, some 90–95% of cases, are due to genetic mutations from environmental and lifestyle factors. The remaining 5–10% are due to inherited genetics.PMC6256083
breast cancerHas Therapeutic Effect OnNot AvailableA breast cancer that has material basis in abnormally proliferating cells derives from epithelial cells. (DO)PMC6256083
Prostate cancerHas Therapeutic Effect OnNot AvailableA male reproductive organ cancer that is located in the prostate. (DO)PMC6256083
Toxic encephalopathyAssociated With?Not AvailableNot AvailablePMC6256083
colitisHas Therapeutic Effect OnNot AvailableA disorder characterized by inflammation of the colon. (NCI CTCAE)PMC6256083
Cell DeathAssociated With?Not AvailableNot AvailablePMC5127141 , PMC6256083
Oxidative StressAssociated With?Not AvailableNot AvailablePMC13211741 , PMC6256083
Oxidative StressAssociated With?increaseNot AvailablePMC6256083
DNA DamageAssociated With?Not AvailableNot AvailablePMC7693699
MycosesHas Therapeutic Effect OnNot AvailableNot AvailablePMC6256083 , PMC6256083
MycosesNot AvailableNot AvailableNot AvailablePMC11051850
ApoptosisAssociated With?Not AvailableNot AvailablePMC6256083
lung non-small cell carcinomaHas Therapeutic Effect OnNot AvailableNot AvailablePMC6256083
Refractory drug responseNot AvailableNot AvailableNot AvailablePMC6256083
Immunosuppression TherapyAssociated With?Not AvailableNot AvailablePMC11898414
Exposure Sources
Source IDSourceSectorReference
CEDs000007Pesticides?Pesticides are synthetic chemicals designed to prevent, destroy, or control pests that threaten crops and agricultural productivity.Agriculture & land managementNot Available
CEDs000010Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.Agriculture & land managementPubChem
CEDs000050Groundwater?Groundwater serves as a vital resource for drinking water and agricultural irrigation but is increasingly susceptible to contamination from synthetic chemicals.Aquatic systems & sedimentsPMC8717562
CEDs000115Drinking water?Drinking water can be a medium for synthetic chemical contamination, often originating from various industrial processes and agricultural practices.Drinking water & water supplyNot Available
CEDs000120Wires and cables?Wires and cables are integral components in the transmission of electrical power and signals.Electrical & Electronic EquipmentNot Available
CEDs000121Printed circuit boards?Printed circuit boards (PCBs) are essential components in the manufacturing of electronic devices, serving as the backbone for electrical connections and circuit pathways.Electrical & Electronic EquipmentNot Available
CEDs000125Batteries?Batteries are devices that store and release electrical energy through electrochemical reactions.Electrical & Electronic EquipmentNot Available
CEDs000130Semiconductors?Semiconductors are materials that possess electrical conductivity between that of conductors and insulators, making them essential for various electronic applications, including transistors, diodes, and integrated circuits.Electrical & Electronic EquipmentNot Available
CEDs000138Lubricants?Lubricants are synthetic or petroleum-derived substances used to reduce friction between surfaces in machinery and equipment, enhancing operational efficiency and longevity.Energy, oil & gasNot Available
CEDs000147Food packaging?Food packaging often utilizes synthetic chemicals, such as plastics and coatings, to enhance durability, moisture resistance, and shelf life.Food, food processing & cookwareNot Available
CEDs000174Lubricants?Lubricants are synthetic or petroleum-based substances used to reduce friction and wear between moving parts in machinery and equipment.Industrial manufacturing & chemical processingNot Available
CEDs000234Medical devices?Medical devices often incorporate synthetic chemicals in their manufacturing processes, which can contribute to contamination in healthcare settings.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000451Carpets and Rugs?Carpets and rugs are commonly manufactured using synthetic fibers such as nylon, polyester, and polypropylene, which can be derived from petrochemical sources.Textiles, leather & furnishingsNot Available
CEDs000454Synthetic textiles?Synthetic textiles are materials derived from man-made fibers, such as polyester, nylon, and acrylic, which are produced through chemical processes involving petrochemicals.Textiles, leather & furnishingsNot Available
CEDs000490Personal care & cosmeticsNot Available
CEDs000492Cell phones?Cell phones contain a variety of synthetic chemicals and materials, including plastics, metals, and glass, which can contribute to environmental contamination.Electrical & Electronic EquipmentNot Available
CEDs000493Capacitors?Capacitors are electronic components that store and release electrical energy, often using dielectric materials that can include synthetic chemicals.Electrical & Electronic EquipmentNot Available
CEDs000517Electric Switches?Electric switches, integral components in numerous devices, can be a source of synthetic chemical contamination due to the materials and manufacturing processes involved in their production.Electrical & Electronic EquipmentPubChem
CEDs000544Fermentation Processes For Beer?Fermentation processes for beer involve the conversion of sugars into alcohol and carbon dioxide by yeast.Food, food processing & cookwarePubChem
CEDs000545Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.Food, food processing & cookwarePubChem
CEDs000547Preparation Of Malt?Malt preparation involves the germination and drying of cereal grains, primarily barley, to produce malt for brewing and food products.Food, food processing & cookwarePubChem
CEDs000556Cigar Cigarettes?Cigar cigarettes are a source of synthetic chemical contamination due to the combustion of various tobacco blends and additives.Household cleaning & consumer productsPubChem
CEDs000569Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.Household cleaning & consumer productsPubChem
CEDs000600Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.Agriculture & land managementPubChem
CEDs000603Nematocides?Nematocides are synthetic chemicals specifically designed to control nematodes, which are microscopic roundworms that can cause significant damage to crops and plants.Agriculture & land managementPubChem
CEDs000606Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.Agriculture & land managementPubChem
CEDs000611Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.Personal care & cosmeticsPubChem
CEDs000678Nitrogenous Fertilisers?Nitrogenous fertilizers are synthetic chemical compounds primarily used to enhance plant growth by supplying essential nitrogen, a crucial nutrient for photosynthesis and protein synthesis.Agriculture & land managementPubChem
CEDs000679Phosphatic Fertilisers?Phosphatic fertilizers are synthetic chemical products primarily composed of phosphorus, which is essential for plant growth.Agriculture & land managementPubChem
CEDs000696Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.Industrial manufacturing & chemical processingPubChem
CEDs00748Animal FeedAgriculture & land managementPMC9406214 , PMC3920247
CEDs00749CornAgriculture & land managementPMC8226812 , PMC6356366
CEDs00750Poultry FeedsAgriculture & land managementPMC6071188
CEDs00751FeedAgriculture & land managementPMC11946512 , PMC11946512
CEDs00752Feed IngredientsAgriculture & land managementPMC4773798 , PMC6256083
CEDs00755MaizeAgriculture & land managementPMC8402322 , PMC10610745
CEDs00756BarleyAgriculture & land managementPMC11934074 , PMC12737364
CEDs00757Corn GritsAgriculture & land managementPMC6256083
CEDs00763Fish FeedAgriculture & land managementPMC11946512 , PMC11946512
CEDs00769SilageAgriculture & land managementPMC9027405
CEDs00775FeedsAgriculture & land managementPMC9866187 , PMC12298212
CEDs00815Maize KernelsAgriculture & land managementPMC9659149 , PMC9659149
CEDs00817Feed SamplesAgriculture & land managementPMC11125880
CEDs00848Corn KernelAgriculture & land managementPMC6356366
CEDs00849Poultry FeedAgriculture & land managementPMC11125880
CEDs00895Finished FeedAgriculture & land managementPMC10610745
CEDs00901Corn KernelsAgriculture & land managementPMC6356366 , PMC6356366
CEDs00954Pig FeedAgriculture & land managementPMC11125880
CEDs00977Compound FeedsAgriculture & land managementPMC4773798 , PMC6256083
CEDs00984Maize SilageAgriculture & land managementPMC10467123 , PMC9027405
CEDs01036Shrimp FeedAgriculture & land managementPMC11946512
CEDs01070Swine FeedsAgriculture & land managementPMC6256083
CEDs01143DietFood, food processing & cookwarePMC6256083
CEDs01144FoodFood, food processing & cookwarePMC9406214 , PMC10706277
CEDs01148MilkFood, food processing & cookwarePMC12786409
CEDs01151FruitsFood, food processing & cookwarePMC10535299
CEDs01153Breast MilkFood, food processing & cookwarePMC7248376
CEDs01154Human MilkFood, food processing & cookwarePMC9779431
CEDs01157FoodsFood, food processing & cookwarePMC8228748
CEDs01160CerealsFood, food processing & cookwarePMC6274039 , PMC10706277
CEDs01161Cereal GrainsFood, food processing & cookwarePMC10706277 , PMC7828551
CEDs01170EggsFood, food processing & cookwarePMC10535299
CEDs01171MeatFood, food processing & cookwarePMC10535299
CEDs01179Cereal Based ProductsFood, food processing & cookwarePMC6256083
CEDs01183WheatFood, food processing & cookwarePMC11769259 , PMC12737364
CEDs01187RiceFood, food processing & cookwarePMC11769259 , PMC9914209
CEDs01188FlourFood, food processing & cookwarePMC6356366
CEDs01200VegetablesFood, food processing & cookwarePMC10535299
CEDs01201DietsFood, food processing & cookwarePMC9318294
CEDs01202Olive OilFood, food processing & cookwarePMC8619327
CEDs01211Food MatrixFood, food processing & cookwarePMC7693699
CEDs01230Wheat SamplesFood, food processing & cookwarePMC7693699 , PMC12737364
CEDs01248Wheat FlourFood, food processing & cookwarePMC12298212 , PMC4108760
CEDs01284Cereal-based ProductsFood, food processing & cookwarePMC7074356
CEDs01285Corn FlourFood, food processing & cookwarePMC12298212 , PMC12298212
CEDs01298Food MatricesFood, food processing & cookwarePMC11898414
CEDs01303Rice BranFood, food processing & cookwarePMC11769259
CEDs01313JuiceFood, food processing & cookwarePMC12567597
CEDs01334Cereal ProductsFood, food processing & cookwarePMC6256083 , PMC10535299
CEDs01338Raw MilkFood, food processing & cookwarePMC10610745 , PMC10610745
CEDs01343Cereal-based FoodsFood, food processing & cookwarePMC6256083
CEDs01345Milk SamplesFood, food processing & cookwarePMC10054876
CEDs01368Cereal CropsFood, food processing & cookwarePMC13211741
CEDs01399Food CropsFood, food processing & cookwarePMC5308251
CEDs01416Dried FruitsFood, food processing & cookwarePMC10535299
CEDs01430Breakfast CerealsFood, food processing & cookwarePMC6256083
CEDs01441Infant FormulasFood, food processing & cookwarePMC6256083
CEDs01459CerealFood, food processing & cookwarePMC6356366 , PMC6256083
CEDs01464Cow MilkFood, food processing & cookwarePMC10054876
CEDs01466Raw Milk SamplesFood, food processing & cookwarePMC10610745 , PMC10054876
CEDs01511FloursFood, food processing & cookwarePMC6356366 , PMC12298212
CEDs01545Cereal SamplesFood, food processing & cookwarePMC6356366
CEDs01547Ready-to-eat FoodsFood, food processing & cookwarePMC10535299
CEDs01558Wheat GrainFood, food processing & cookwarePMC5848157
CEDs01569Infant FoodsFood, food processing & cookwarePMC11898784
CEDs01577Paddy RiceFood, food processing & cookwarePMC11769259 , PMC11769259
CEDs01579Dairy FeedsFood, food processing & cookwarePMC6071188
CEDs01594Baby FoodFood, food processing & cookwarePMC13211741
CEDs01647Wheat KernelsFood, food processing & cookwarePMC6356366 , PMC6256083
CEDs01688Dairy Feed SamplesFood, food processing & cookwarePMC6071188
CEDs01717Cereal-based FoodFood, food processing & cookwarePMC5127141
CEDs01727Wheat-based ProductsFood, food processing & cookwarePMC6256083 , PMC6256083
CEDs01729Flour SamplesFood, food processing & cookwarePMC7693699
CEDs01754Winter WheatFood, food processing & cookwarePMC6950336
CEDs02255WaterAquatic systems & sedimentsPMC11051850
CEDs03009Waste WaterWastewater, sanitation & biosolidsPMC8878170 , PMC8878170
CEDs03021Wastewater Treatment PlantWastewater, sanitation & biosolidsPMC6256083
Pathways
0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureMu-type opioid receptorP33535Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.265
Applicability Domain
0.311
Statistical Significance
0.0667
Supporting Reference Compounds
229
E-value
519.566
ATP-dependent translocase ABCB1 structureClick to view 3D structureATP-dependent translocase ABCB1P08183HumansPredicted (SEA)
Prediction Confidence Score
0.26
Applicability Domain
0.356
Statistical Significance
0.069
Supporting Reference Compounds
139
E-value
537.315
Replicase polyprotein 1ab structureClick to view 3D structureReplicase polyprotein 1abP0DTD1SARS-CoV-2Predicted (SEA)
Prediction Confidence Score
0.26
Applicability Domain
0.34
Statistical Significance
0.0446
Supporting Reference Compounds
215
E-value
346.896
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansPredicted (SEA)
Prediction Confidence Score
0.259
Applicability Domain
0.298 Low confidence
Statistical Significance
0.2362
Supporting Reference Compounds
1103
E-value
1838.72
Proteasome subunit beta type-5 structureClick to view 3D structureProteasome subunit beta type-5P28074HumansPredicted (SEA)
Prediction Confidence Score
0.258
Applicability Domain
0.292 Low confidence
Statistical Significance
0.0397
Supporting Reference Compounds
72
E-value
309.295
Purine nucleoside phosphorylase structureClick to view 3D structurePurine nucleoside phosphorylaseQ2HXR2Toxoplasma gondiiPredicted (SEA)
Prediction Confidence Score
0.258
Applicability Domain
0.258 Low confidence
Statistical Significance
8.70e-04
Supporting Reference Compounds
1
E-value
6.77288
Glycogen synthase kinase-3 beta structureClick to view 3D structureGlycogen synthase kinase-3 betaP49841HumansPredicted (SEA)
Prediction Confidence Score
0.258
Applicability Domain
0.34
Statistical Significance
0.3404
Supporting Reference Compounds
1157
E-value
2650.38
Vitronectin structureClick to view 3D structureVitronectinP04004HumansKnownNot Available
Albumin structureClick to view 3D structureAlbuminP02768HumansKnownNot Available
Caspase-9 structureClick to view 3D structureCaspase-9P55211HumansKnownNot Available
Click to view 3D structureAureobasidin-resistance proteinQ9Y745Neosartorya fumigata (Aspergillus fumigatus)Predicted (SEA)
Prediction Confidence Score
0.356
Applicability Domain
0.356
Statistical Significance
3.90e-04
Supporting Reference Compounds
1
E-value
3.03612
Click to view 3D structureSigma non-opioid intracellular receptor 1Q60492Cavia porcellusPredicted (SEA)
Prediction Confidence Score
0.3
Applicability Domain
0.306
Statistical Significance
0.0356
Supporting Reference Compounds
229
E-value
277.377
Glutamate receptor ionotropic, NMDA 2B structureClick to view 3D structureGlutamate receptor ionotropic, NMDA 2BQ13224HumansPredicted (SEA)
Prediction Confidence Score
0.298
Applicability Domain
0.298 Low confidence
Statistical Significance
0.0044
Supporting Reference Compounds
54
E-value
34.5651
Click to view 3D structureSigma intracellular receptor 2Q5U3Y7Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.298
Applicability Domain
0.298 Low confidence
Statistical Significance
0.0208
Supporting Reference Compounds
110
E-value
162.082
Mu-type opioid receptor structureClick to view 3D structureMu-type opioid receptorP35372HumansPredicted (SEA)
Prediction Confidence Score
0.293
Applicability Domain
0.311
Statistical Significance
0.08
Supporting Reference Compounds
527
E-value
622.794
5-hydroxytryptamine receptor 1A structureClick to view 3D structure5-hydroxytryptamine receptor 1AP08908HumansPredicted (SEA)
Prediction Confidence Score
0.292
Applicability Domain
0.298 Low confidence
Statistical Significance
0.0857
Supporting Reference Compounds
953
E-value
667.324
5-hydroxytryptamine receptor 2B structureClick to view 3D structure5-hydroxytryptamine receptor 2BP41595HumansPredicted (SEA)
Prediction Confidence Score
0.292
Applicability Domain
0.298 Low confidence
Statistical Significance
0.0648
Supporting Reference Compounds
686
E-value
504.852
Alpha-1A adrenergic receptor structureClick to view 3D structureAlpha-1A adrenergic receptorP35348HumansPredicted (SEA)
Prediction Confidence Score
0.29
Applicability Domain
0.298 Low confidence
Statistical Significance
0.0457
Supporting Reference Compounds
376
E-value
355.615
Sigma non-opioid intracellular receptor 1 structureClick to view 3D structureSigma non-opioid intracellular receptor 1Q99720HumansPredicted (SEA)
Prediction Confidence Score
0.288
Applicability Domain
0.298 Low confidence
Statistical Significance
0.0797
Supporting Reference Compounds
562
E-value
620.692
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)
Prediction Confidence Score
0.287
Applicability Domain
0.298 Low confidence
Statistical Significance
0.0942
Supporting Reference Compounds
823
E-value
733.028
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)
Prediction Confidence Score
0.287
Applicability Domain
0.298 Low confidence
Statistical Significance
0.1101
Supporting Reference Compounds
955
E-value
857.198
5-hydroxytryptamine receptor 6 structureClick to view 3D structure5-hydroxytryptamine receptor 6P50406HumansPredicted (SEA)
Prediction Confidence Score
0.287
Applicability Domain
0.298 Low confidence
Statistical Significance
0.061
Supporting Reference Compounds
536
E-value
474.647
Alpha-2A adrenergic receptor structureClick to view 3D structureAlpha-2A adrenergic receptorP08913HumansPredicted (SEA)
Prediction Confidence Score
0.287
Applicability Domain
0.298 Low confidence
Statistical Significance
0.0578
Supporting Reference Compounds
487
E-value
449.735
5-hydroxytryptamine receptor 7 structureClick to view 3D structure5-hydroxytryptamine receptor 7P34969HumansPredicted (SEA)
Prediction Confidence Score
0.285
Applicability Domain
0.298 Low confidence
Statistical Significance
0.0677
Supporting Reference Compounds
565
E-value
526.884
Click to view 3D structureSodium-dependent dopamine transporterP23977Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.284
Applicability Domain
0.298 Low confidence
Statistical Significance
0.0277
Supporting Reference Compounds
203
E-value
215.564
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)
Prediction Confidence Score
0.273
Applicability Domain
0.298 Low confidence
Statistical Significance
0.3177
Supporting Reference Compounds
1498
E-value
2473.19
Click to view 3D structureSynaptic vesicular amine transporterQ01827Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.268
Applicability Domain
0.292 Low confidence
Statistical Significance
0.0041
Supporting Reference Compounds
18
E-value
31.7625
Click to view 3D structureSodium-dependent serotonin transporterP31652Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.267
Applicability Domain
0.292 Low confidence
Statistical Significance
0.0635
Supporting Reference Compounds
297
E-value
494.498
Sterol O-acyltransferase 1 structureClick to view 3D structureSterol O-acyltransferase 1P35610HumansKnownBeauvericin is a potent inhibitor of the acyl-CoA:cholesterol acyltransferase (ACAT), which plays an important role in cholesterol ester accumulation in atherogenesis and in cholesterol absorption from the intestine. (A3019)
Sterol O-acyltransferase 2 structureClick to view 3D structureSterol O-acyltransferase 2O75908HumansKnownBeauvericin is a potent inhibitor of the acyl-CoA:cholesterol acyltransferase (ACAT), which plays an important role in cholesterol ester accumulation in atherogenesis and in cholesterol absorption from the intestine. (A3019)
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDC00027924
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkBeauvericin
Chemspider IDNot Available
ChEBI ID3000
PubChem Compound ID3007984
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
  1. Klaric MS, Darabos D, Rozgaj R, Kasuba V, Pepeljnjak S: Beauvericin and ochratoxin A genotoxicity evaluated using the alkaline comet assay: single and combined genotoxic action. Arch Toxicol. 2010 Aug;84(8):641-50. doi: 10.1007/s00204-010-0535-7. Epub 2010 Mar 30. [PubMed: 20352195]
  2. Ferrer E, Juan-Garcia A, Font G, Ruiz MJ: Reactive oxygen species induced by beauvericin, patulin and zearalenone in CHO-K1 cells. Toxicol In Vitro. 2009 Dec;23(8):1504-9. doi: 10.1016/j.tiv.2009.07.009. Epub 2009 Jul 23. [PubMed: 19596061]
  3. Kouri K, Lemmens M, Lemmens-Gruber R: Beauvericin-induced channels in ventricular myocytes and liposomes. Biochim Biophys Acta. 2003 Jan 31;1609(2):203-10. [PubMed: 12543382]
  4. Mei L, Zhang L, Dai R: An inhibition study of beauvericin on human and rat cytochrome P450 enzymes and its pharmacokinetics in rats. J Enzyme Inhib Med Chem. 2009 Jun;24(3):753-62. doi: 10.1080/14756360802362041. [PubMed: 18956271]
  5. Jestoi M: Emerging fusarium-mycotoxins fusaproliferin, beauvericin, enniatins, and moniliformin: a review. Crit Rev Food Sci Nutr. 2008 Jan;48(1):21-49. doi: 10.1080/10408390601062021. [PubMed: 18274964]
  6. Peraica M, Domijan AM: Contamination of food with mycotoxins and human health. Arh Hig Rada Toksikol. 2001 Mar;52(1):23-35. [PubMed: 11370295]
  7. Wikipedia. Beauvericin. Last Updated 12 January 2010. - http://en.wikipedia.org/wiki/Beauvericin