Acrolein (CED0000025)

Record Information
Version1.0
Creation Date2009-03-06 18:57:58 UTC
Update Date2026-03-31 17:59:10 UTC
Accession NumberCHEM000033
Identification
Common NameAcrolein
ClassSmall Molecule
Description
Acrolein (C3H4O) is an organic compound with an average molecular weight of 56.06 g/mol. It is a liquid at room temperature and is exogenous in origin. Acrolein belongs to the carbonyl compounds, a subclass of organooxygen compounds within the organic compounds. It serves as a biological toxin, metabolite, and human xenobiotic metabolite (PMC5716917), and is utilized industrially as a biocide, herbicide, and as a flavouring and nutrient (PMC5716917). The compound is found in 49 recorded sources, including drinking water, pesticides, building and construction materials such as floors, ceilings, and ladders, food contact materials, and household cleaning and consumer products including bleaching agents and cigarettes. Exposure occurs via touch, oral, and inhalation routes, with literature support for inhalation (PMC10148603). Acrolein has been detected in the liver and kidney tissues. It targets various proteins, including the inhibitor of nuclear factor kappa-B kinase subunits alpha (CHUK) and beta (IKBKB) and NF-kappa-B essential modulator (IKBKG), which suppresses interleukin 8 (IL-8) production. It inhibits thioredoxin (TXN), thioredoxin reductase 1 (TXNRD1), and thioredoxin reductase 2 (TXNRD2), disrupting cellular thiol redox balance. Additionally, it inhibits aldehyde dehydrogenases and modifies apolipoprotein A-I (APOA1), interfering with reverse cholesterol transport. It also activates the transient receptor potential cation channel subfamily A member 1 (TRPA1), causing acute pain. Health effects associated with acrolein include inflammation (PMC10507411, PMC13402955, PMC6115949, PMC8374713), pain (PMC8374713), necrosis (PMC5089748), and pulmonary edema (PMC6748696). It is linked to asthma (PMC13116249), Chronic Obstructive Pulmonary Disease (PMC6748696), dilated cardiomyopathy (PMC5777598, PMC8724461), atherosclerosis (PMC8724461), diabetic retinopathy (PMC9312548), infertility (PMC12944685), increased blood pressure (PMC9498982), and general disease (PMC2785109).
Contaminant Type
  • Aldehyde
  • Food Toxin
  • Human Neurotoxin
  • Industrial Precursor/Intermediate
  • Industrial/Workplace Toxin
  • Lachrymator
  • Metabolite
  • Organic Compound
  • Pesticide
  • Pollutant
  • Synthetic Compound
Chemical Structure
Synonyms
ValueSource
AcrylaldehydeChEBI
Acrylic aldehydeChEBI
PropenalChEBI
2-Propen-1-oneHMDB
2-PropenalHMDB, MeSH
2-PropenaldehydeHMDB
AcquiniteHMDB
AcraldehydeHMDB, MeSH
AcroleinaHMDB
Aldehyde, acrylicHMDB, MeSH
Aldehyde, allylHMDB, MeSH
Aldehyde, ethyleneHMDB, MeSH
Allyl aldehydeHMDB, MeSH
AqualinHMDB, MeSH
AqualineHMDB
BiocideHMDB
CH2=chchoHMDB
CroleanHMDB
Ethylene aldehydeHMDB, MeSH
MagnacideHMDB
Magnacide HHMDB
Magnacide H and bHMDB
PapiteHMDB
Prop-2-en-1-alHMDB
Prop-2-enalHMDB
PropenaldehydeHMDB
Propylene aldehydeHMDB
SlimicideHMDB
trans-Acrolein formylethyleneHMDB
2 PropenalMeSH, HMDB
Chemical FormulaC3H4O
Average Molecular Mass56.063 g/mol
Monoisotopic Mass56.026 g/mol
CAS Registry Number107-02-8
IUPAC Nameprop-2-enal
Traditional Nameacrolein
SMILESC=CC=O
InChI IdentifierInChI=1S/C3H4O/c1-2-3-4/h2-3H,1H2
InChI KeyHGINCPLSRVDWNT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as enals. These are an alpha,beta-unsaturated aldehyde of general formula RC=C-CH=O in which the aldehydic C=O function is conjugated to a C=C triple bond at the alpha,beta position.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentEnals
Alternative Parents
Substituents
  • Enal
  • Organic oxide
  • Hydrocarbon derivative
  • Short-chain aldehyde
  • Aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid LocationsNot Available
Tissue Locations
  • Kidney
  • Liver
Applications
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateLiquid
AppearanceGreenish-yellow when impure
Experimental Properties
PropertyValue
Melting Point-87.7°C
Boiling Point52°C
Solubility212 mg/mL at 25°C
Predicted Properties
PropertyValueSource
Water Solubility107 g/LALOGPS
logP0.18ALOGPS
logP0.37ChemAxon
logS0.28ALOGPS
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity16.37 m³·mol⁻¹ChemAxon
Polarizability5.58 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-0a4i-9000000000-f6aba25388da7855f3ebNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-004i-9000000000-a667e77a9d666459b411Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0a4i-9000000000-f6aba25388da7855f3ebNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-004i-9000000000-a667e77a9d666459b411Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0a6r-9000000000-4a086c1c9c7836b7b307Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9000000000-cf50f66835baacbc5db4Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9000000000-abefe6f7a672744326c1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a6r-9000000000-32a4911454ef635f19edNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9000000000-4740fe3b45257adba96aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9000000000-e578c9fb2097eb472d12Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9000000000-c28d7e42ec75bd010f50Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9000000000-af8a08e40e7604e1b105Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9000000000-a0d6dd919aed0acdb715Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-9000000000-f12145ad941c7b169c50Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9000000000-23a60e5f52ca732e0f56Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9000000000-23a60e5f52ca732e0f56Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9000000000-23a60e5f52ca732e0f56Not AvailableView Spectrum
MSMS Spectrumsplash10-056r-9000000000-34c0891db414206d2b40Not AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, H2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, H2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityAcrolein rapidly and irreversibly binds to lysine moieties and sulfhydryl groups found on many cellular molecules forming thiol ethers. By this mechanism acrolein can bind to messenger compounds to produce direct cytotoxic effects or secondary effects from interrupted cell signaling pathways. Perturbation of inflammatory responses in bronchial epithelial cells was demonstrated by direct action of acrolein on the inhibitor of nuclear factor kappa-B (IκB) kinase, which inhibits activation of nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB) transcription factor and suppresses interleukin 8 (IL-8) production. Rapid binding of acrolein to neural receptors in the corneal and nasal mucosa results in rapid depolarization of the associated neurons to produce ocular and nasal irritation. Acrolein also binds rapidly to glutathione, which may be inhibitory to the enzyme glutathione peroxidase and result in a lower level of cellular protection against oxygen radical toxicity. Further, the adduction of glutathione generates GS-propionaldehyde, which produces oxygen and possibly hydroxy radicals via cytosolic aldehyde dehydrogenase. Acrolein inhibits thioredoxin and thioredoxin reductase, which disrupts the cellular thiol redox balance necessary for cell survival. It interferes with normal reverse cholesterol transport by high density lipoprotein (HDL) by modifying specific sites in apolipoprotein A-I. Acrolein also inhibits aldehyde dehydrogenases and activates the transient receptor potential cation channel. (5, 1, 2, 3) High levels of acrolein (>7 mg/m3) cause injury to lungs after short term exposures.
Carcinogenicity (IARC Classification)3, not classifiable as to its carcinogenicity to humans. (8)
Minimum Risk LevelAcute Inhalation: 0.003 ppm (7) Intermediate Inhalation: 0.00004 ppm (7) Intermediate Oral: 2 mg/kg/day (7)
SymptomsIngestion of acrolein causes stomach irritation, vomiting, stomach ulcers and bleeding. Breathing acrolein may cause eye watering, burning of the nose and throat and a decreased breathing rate. (5)
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
130.0ppmNot AvailableRatLC50Inhalation (30 minutes)experimentalT21
562.0mg/kgNot AvailableRabbitLD50DermalexperimentalT22
46.0mg/kgNot AvailableRatLD50OralexperimentalT22
30.0mg/kgNot AvailableRatLD50SubcutaneousexperimentalT22
Health Effects
Health EffectRelationshipDirectionReference
blood pressureassociated_withincreasePMC9498982
inflammationassociated_withNot AvailablePMC10507411 , PMC13402955 , PMC6115949 , PMC8374713
pulmonary edemaassociated_withNot AvailablePMC6748696
infertilityassociated_withNot AvailablePMC12944685
asthmaassociated_withNot AvailablePMC13116249
painassociated_withNot AvailablePMC8374713
necrosisassociated_withNot AvailablePMC5089748
atherosclerosisassociated_withNot AvailablePMC8724461 , PMC8724461
diabetic retinopathyassociated_withNot AvailablePMC9312548
diseaseassociated_withNot AvailablePMC2785109
Chronic Obstructive Pulmonary Diseaseassociated_withNot AvailablePMC6748696
dilated cardiomyopathyassociated_withNot AvailablePMC5777598 , PMC8724461
hemorrhagic cystitisassociated_withNot AvailablePMC6367514 , PMC6367514
Exposure Sources
Source IDSourceSectorReference
7PesticidesAgriculture & land managementNot Available
10InsecticidesAgriculture & land managementNot Available
115Drinking waterDrinking water & water supplyNot Available
233BrushesPersonal care & cosmeticsNot Available
494Food contact materialsFood, food processing & cookwareNot Available
495CeilingsBuilding & ConstructionNot Available
497FloorsBuilding & ConstructionNot Available
498LaddersBuilding & ConstructionNot Available
504Adjustable ResistorsElectrical & Electronic EquipmentNot Available
506AntennasElectrical & Electronic EquipmentNot Available
507Auxiliary DevicesElectrical & Electronic EquipmentNot Available
508CoilsElectrical & Electronic EquipmentNot Available
509Colour Television SystemsElectrical & Electronic EquipmentNot Available
510Communication Cables Or ConductorsElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
513Cores Yokes Or ArmaturesElectrical & Electronic EquipmentNot Available
514Discharge LampsElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
520Emergency Protective DevicesElectrical & Electronic EquipmentNot Available
521Fixed Capacitors And Their ManufactureElectrical & Electronic EquipmentNot Available
523Gas Filled Discharge Tubes With Solid CathodeElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
525Line Transmission SystemsElectrical & Electronic EquipmentNot Available
526LoudspeakersElectrical & Electronic EquipmentNot Available
527MagnetsElectrical & Electronic EquipmentNot Available
529Power CablesElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
531RelaysElectrical & Electronic EquipmentNot Available
535Superconducting Magnets And Superconducting CoilsElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
538Thin Magnetic FilmsElectrical & Electronic EquipmentNot Available
539Video GamesElectrical & Electronic EquipmentNot Available
543Cellar ToolsFood, food processing & cookwareNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
550Preparation Of WortFood, food processing & cookwareNot Available
552Processing MeatsFood, food processing & cookwareNot Available
554Ash TraysHousehold cleaning & consumer productsNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
562Pipe AccessoriesHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
564Soap DispensersHousehold cleaning & consumer productsNot Available
566Tobacco PipesHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
578Making CigarsIndustrial manufacturing & chemical processingNot Available
579Manufacture Of Iron Or SteelIndustrial manufacturing & chemical processingNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
581Paper Making MachinesIndustrial manufacturing & chemical processingNot Available
583Anchoring EquipmentMarine, shipping & aquacultureNot Available
584BuoysMarine, shipping & aquacultureNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
604Pest AttractantsAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
619Manicure PedicurePersonal care & cosmeticsNot Available
624Merry Go RoundsRecreation & sports surfacesNot Available
630ToysRecreation & sports surfacesNot Available
631Anthraquinone DyesTextiles, leather & furnishingsNot Available
632ApparelTextiles, leather & furnishingsNot Available
633Azo DyesTextiles, leather & furnishingsNot Available
638Decorating TextilesTextiles, leather & furnishingsNot Available
640Embroidering And TuftingTextiles, leather & furnishingsNot Available
641Foam DyeingTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
643HeadwearTextiles, leather & furnishingsNot Available
647Multicolour DyeingTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
652RopesTextiles, leather & furnishingsNot Available
655Slide FastenersTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
658Touch FastenersTextiles, leather & furnishingsNot Available
659Transfer PrintingTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
7 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Succinate-semialdehyde dehydrogenase, mitochondrial structureClick to view 3D structureSuccinate-semialdehyde dehydrogenase, mitochondrialP51649HumansPredicted (SEA)103.228
Transient receptor potential cation channel subfamily A member 1 structureClick to view 3D structureTransient receptor potential cation channel subfamily A member 1O75762HumansPredicted (SEA)7282.41
All-trans-retinol dehydrogenase [NAD(+)] ADH1B structureClick to view 3D structureAll-trans-retinol dehydrogenase [NAD(+)] ADH1BP00325HumansPredicted (SEA)30.3612
Click to view 3D structureProline racemaseQ9L4Q3Clostridium sticklandiiPredicted (SEA)90.3051
All-trans-retinol dehydrogenase [NAD(+)] ADH7 structureClick to view 3D structureAll-trans-retinol dehydrogenase [NAD(+)] ADH7P40394HumansPredicted (SEA)143.632
Alcohol dehydrogenase 1A structureClick to view 3D structureAlcohol dehydrogenase 1AP07327HumansPredicted (SEA)182.245
Click to view 3D structureMitochondrial 2-oxodicarboxylate carrierQ9BQT8HumansPredicted (SEA)0.934191
Click to view 3D structurePeroxisomal N(1)-acetyl-spermine/spermidine oxidaseQ8C0L6Mus musculusPredicted (SEA)10.5875
All-trans-retinol dehydrogenase [NAD(+)] ADH4 structureClick to view 3D structureAll-trans-retinol dehydrogenase [NAD(+)] ADH4P08319HumansPredicted (SEA)248.261
Click to view 3D structure3-oxoacyl-[acyl-carrier-protein] synthase 2P9WQD7Mycobacterium tuberculosisPredicted (SEA)165.118
Click to view 3D structureSeed linoleate 9S-lipoxygenaseP24095Glycine maxPredicted (SEA)32.0739
Alcohol dehydrogenase 1C structureClick to view 3D structureAlcohol dehydrogenase 1CP00326HumansPredicted (SEA)206.3
Click to view 3D structure1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplasticQ9XFS9Arabidopsis thalianaPredicted (SEA)37.2119
Click to view 3D structure1-deoxy-D-xylulose 5-phosphate reductoisomeraseQ55663Synechocystis sp. (strain PCC 6803 / Kazusa)Predicted (SEA)37.2119
Click to view 3D structureDihydropyrimidine dehydrogenase [NADP(+)]Q12882HumansPredicted (SEA)657.359
CXXC-type zinc finger protein 5 structureClick to view 3D structureCXXC-type zinc finger protein 5Q7LFL8HumansPredicted (SEA)3569.7
Click to view 3D structureTransient receptor potential cation channel subfamily A member 1Q6RI86Rattus norvegicusPredicted (SEA)7765.23
Epidermal growth factor receptor structureClick to view 3D structureEpidermal growth factor receptorP00533HumansPredicted (SEA)7783.29
Click to view 3D structureSphingosine-1-phosphate lyase 1Q8CHN6Rattus norvegicusPredicted (SEA)583.869
Click to view 3D structureCatechol O-methyltransferaseQ99028Sus scrofaPredicted (SEA)589.319
Click to view 3D structureEstrogen receptorP49884Bos taurusPredicted (SEA)507.888
Click to view 3D structurePhosphoheptose isomeraseQ93UJ2Burkholderia pseudomallei (strain K96243)Predicted (SEA)117.241
Click to view 3D structureFatty acid synthaseP12276Gallus gallusPredicted (SEA)86.8019
Tyrosine-protein kinase JAK3 structureClick to view 3D structureTyrosine-protein kinase JAK3P52333HumansPredicted (SEA)7783.68
Click to view 3D structureTransient receptor potential cation channel subfamily A member 1Q8BLA8Mus musculusPredicted (SEA)7735.57
Aldehyde dehydrogenase 1A1 structureClick to view 3D structureAldehyde dehydrogenase 1A1P00352HumansKnownAcrolein inhibits aldehyde dehydrogenases. (A85)
Transient receptor potential cation channel subfamily A member 1 structureClick to view 3D structureTransient receptor potential cation channel subfamily A member 1O75762HumansKnownAcrolein activates the transient receptor potential cation channel, causing acute pain. (A87)
Aldehyde dehydrogenase X, mitochondrial structureClick to view 3D structureAldehyde dehydrogenase X, mitochondrialP30837HumansKnownAcrolein inhibits aldehyde dehydrogenases. (A85)
Retinaldehyde dehydrogenase 3 structureClick to view 3D structureRetinaldehyde dehydrogenase 3P47895HumansKnownAcrolein inhibits aldehyde dehydrogenases. (A85)
Click to view 3D structureAldehyde dehydrogenase family 3 member B1P43353HumansKnownAcrolein inhibits aldehyde dehydrogenases. (A85)
Click to view 3D structureAldehyde dehydrogenase family 3 member B2P48448HumansKnownAcrolein inhibits aldehyde dehydrogenases. (A85)
Aldehyde dehydrogenase, dimeric NADP-preferring structureClick to view 3D structureAldehyde dehydrogenase, dimeric NADP-preferringP30838HumansKnownAcrolein inhibits aldehyde dehydrogenases. (A85)
Aldehyde dehydrogenase, mitochondrial structureClick to view 3D structureAldehyde dehydrogenase, mitochondrialP05091HumansKnownNot Available
Alpha-synuclein structureClick to view 3D structureAlpha-synucleinP37840HumansKnownNot Available
Amyloid-beta precursor protein structureClick to view 3D structureAmyloid-beta precursor proteinP05067HumansKnownNot Available
Apolipoprotein A-I structureClick to view 3D structureApolipoprotein A-IP02647HumansKnownAcrolein interferes with normal reverse cholesterol transport by high density lipoprotein (HDL) by modifying specific sites in apolipoprotein A-I. (A86)
Cytosolic 10-formyltetrahydrofolate dehydrogenase structureClick to view 3D structureCytosolic 10-formyltetrahydrofolate dehydrogenaseO75891HumansKnownAcrolein inhibits aldehyde dehydrogenases. (A85)
Aldehyde dehydrogenase family 3 member A2 structureClick to view 3D structureAldehyde dehydrogenase family 3 member A2P51648HumansKnownAcrolein inhibits aldehyde dehydrogenases. (A85)
Glutathione S-transferase P structureClick to view 3D structureGlutathione S-transferase PP09211HumansKnownNot Available
Glyceraldehyde-3-phosphate dehydrogenase structureClick to view 3D structureGlyceraldehyde-3-phosphate dehydrogenaseP04406HumansKnownNot Available
Inhibitor of nuclear factor kappa-B kinase subunit alpha structureClick to view 3D structureInhibitor of nuclear factor kappa-B kinase subunit alphaO15111HumansKnownPerturbation of inflammatory responses in bronchial epithelial cells was demonstrated by direct action of acrolein on the inhibitor of nuclear factor kappa-B (IκB) kinase, which inhibits activation of nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB) transcription factor and suppresses interleukin 8 (IL-8) production. (A83)
Inhibitor of nuclear factor kappa-B kinase subunit beta structureClick to view 3D structureInhibitor of nuclear factor kappa-B kinase subunit betaO14920HumansKnownPerturbation of inflammatory responses in bronchial epithelial cells was demonstrated by direct action of acrolein on the inhibitor of nuclear factor kappa-B (IκB) kinase, which inhibits activation of nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB) transcription factor and suppresses interleukin 8 (IL-8) production. (A83)
Matrix metalloproteinase-14 structureClick to view 3D structureMatrix metalloproteinase-14P50281HumansKnownNot Available
NF-kappa-B essential modulator structureClick to view 3D structureNF-kappa-B essential modulatorQ9Y6K9HumansKnownPerturbation of inflammatory responses in bronchial epithelial cells was demonstrated by direct action of acrolein on the inhibitor of nuclear factor kappa-B (IκB) kinase, which inhibits activation of nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB) transcription factor and suppresses interleukin 8 (IL-8) production. (A83)
Retinal dehydrogenase 2 structureClick to view 3D structureRetinal dehydrogenase 2O94788HumansKnownAcrolein inhibits aldehyde dehydrogenases. (A85)
Succinate-semialdehyde dehydrogenase, mitochondrial structureClick to view 3D structureSuccinate-semialdehyde dehydrogenase, mitochondrialP51649HumansKnownAcrolein inhibits aldehyde dehydrogenases. (A85)
Thioredoxin structureClick to view 3D structureThioredoxinP10599HumansKnownAcrolein inhibits thioredoxin, which disrupts the cellular thiol redox balance necessary for cell survival. (A84)
Thioredoxin reductase 1, cytoplasmic structureClick to view 3D structureThioredoxin reductase 1, cytoplasmicQ16881HumansKnownAcrolein inhibits thioredoxin reductase, which disrupts the cellular thiol redox balance necessary for cell survival. (A84)
Click to view 3D structureThioredoxin reductase 2, mitochondrialQ9NNW7HumansKnownAcrolein inhibits thioredoxin reductase, which disrupts the cellular thiol redox balance necessary for cell survival. (A84)
Transcription factor Jun structureClick to view 3D structureTranscription factor JunP05412HumansKnownNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0041822
FooDB IDFDB008307
Phenol Explorer IDNot Available
KNApSAcK IDC00052796
BiGG IDNot Available
BioCyc IDACROLEIN
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkAcrolein
Chemspider ID7559
ChEBI ID15368
PubChem Compound ID7847
Kegg Compound IDC01471
YMDB IDYMDB00812
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSLink
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11888018
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16725382
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=18023956
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=18234483
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=18686065
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=18823586
7. Duranton F, Cohen G, De Smet R, Rodriguez M, Jankowski J, Vanholder R, Argiles A: Normal and pathologic concentrations of uremic toxins. J Am Soc Nephrol. 2012 Jul;23(7):1258-70. doi: 10.1681/ASN.2011121175. Epub 2012 May 24.