ETHYL ACETOACETATE (CED0006285)

Record Information
Version1.0
Creation Date2016-05-19 02:03:34 UTC
Update Date2026-08-23 04:32:01 UTC
Accession NumberCHEM005548
Identification
Common NameETHYL ACETOACETATE
ClassSmall Molecule
Description
Ethyl acetoacetate is an organic compound with the chemical formula C6H10O3 and an average molecular weight of 130.14 g/mol. ETHYL ACETOACETATE belongs to the beta-keto acids and derivatives, a subclass of keto acids and derivatives within the organic compounds. In industrial applications, the compound is utilized as a fragrance, as well as a flavouring and nutrient. The compound is associated with 43 recorded sources. Within the category of electrical and electronic equipment, it is found in amplifiers, antennas, coils, communication cables or conductors, and conductors or conductive bodies characterised by the conductive materials, among 19 other sources. It is present in food, food processing and cookware, specifically in food preservation, the preparation of malt, the preparation of vinegar, the preparation of wine or sparkling wine, and fermentation processes for beer, along with two additional sources. In household cleaning and consumer products, ethyl acetoacetate is found in soap detergents, bleaching agents, cigar cigarettes, other smoking requisites, and perfumes within detergents and soaps, as well as two more sources. Further sources include household items such as watch chains, drinking water and water supply, and building and construction materials including ceilings, ladders, and tents or canopies. The recorded exposure route for this compound is oral.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
1-Ethoxybutane-1,3-dioneChEBI
3-Ketobutyric acid ethyl esterChEBI
3-Oxobutanoic acid ethyl esterChEBI
3-Oxobutyric acid ethyl esterChEBI
Acetoacetic acid ethyl esterChEBI
Active acetyl acetateChEBI
Diacetic etherChEBI
Ethyl 3-oxidanylidenebutanoateChEBI
Ethyl 3-oxobutanoateChEBI
Ethyl 3-oxobutyrateChEBI
Ethyl acetyl acetateChEBI
Ethyl acetylacetateChEBI
Ethyl acetylacetonateChEBI
Ethyl beta-ketobutyrateChEBI
3-Ketobutyrate ethyl esterGenerator
3-Oxobutanoate ethyl esterGenerator
3-Oxobutyrate ethyl esterGenerator
Acetoacetate ethyl esterGenerator
Active acetyl acetic acidGenerator
Ethyl 3-oxidanylidenebutanoic acidGenerator
Ethyl 3-oxobutanoic acidGenerator
Ethyl 3-oxobutyric acidGenerator
Ethyl acetyl acetic acidGenerator
Ethyl acetylacetic acidGenerator
Ethyl acetylacetonic acidGenerator
Ethyl b-ketobutyrateGenerator
Ethyl b-ketobutyric acidGenerator
Ethyl beta-ketobutyric acidGenerator
Ethyl β-ketobutyrateGenerator
Ethyl β-ketobutyric acidGenerator
Ethyl acetoacetic acidGenerator
EAAHMDB
Ethyl 3-hydroxy-2-butenoateHMDB
FEMA 2415HMDB
Ethyl acetoacetate, 1,3-(14)C-labeledMeSH, HMDB
Ethyl acetoacetate, 2,4-(14)C-labeledMeSH, HMDB
Ethyl acetoacetate, 2-(14)C-labeledMeSH, HMDB
Ethyl acetoacetate, 1,2-(14)C-labeledMeSH, HMDB
Ethyl acetoacetate, 3-(14)C-labeledMeSH, HMDB
Ethyl acetoacetate, 14c4-labeledMeSH, HMDB
Ethyl acetoacetateKEGG
Chemical FormulaC6H10O3
Average Molecular Mass130.142 g/mol
Monoisotopic Mass130.063 g/mol
CAS Registry Number141-97-9
IUPAC Nameethyl 3-oxobutanoate
Traditional Nameethyl acetoacetate
SMILESCCOC(=O)CC(C)=O
InChI IdentifierInChI=1S/C6H10O3/c1-3-9-6(8)4-5(2)7/h3-4H2,1-2H3
InChI KeyXYIBRDXRRQCHLP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C3 carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassBeta-keto acids and derivatives
Direct ParentBeta-keto acids and derivatives
Alternative Parents
Substituents
  • Fatty acid ester
  • Beta-keto acid
  • Fatty acyl
  • 1,3-dicarbonyl compound
  • Ketone
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility58.6 g/LALOGPS
logP0.19ALOGPS
logP0.5ChemAxon
logS-0.35ALOGPS
pKa (Strongest Acidic)9.93ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity32.06 m³·mol⁻¹ChemAxon
Polarizability13.2 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-0006-9000000000-c1d7540b51e68aae277fNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0006-9000000000-f40d68840be65d2cc6bdNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-000f-9000000000-aad3ec5cf145a6891816Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-000i-9200000000-d0f54fdbaded925d3619Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0006-9000000000-4a1188d69a9a3efd5ef8Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0006-9000000000-c1d7540b51e68aae277fNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0006-9000000000-f40d68840be65d2cc6bdNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-000f-9000000000-aad3ec5cf145a6891816Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-000i-9200000000-d0f54fdbaded925d3619Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0006-9000000000-4a1188d69a9a3efd5ef8Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0006-9000000000-c1d7540b51e68aae277fNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0006-9000000000-f40d68840be65d2cc6bdNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-000f-9000000000-aad3ec5cf145a6891816Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-000i-9200000000-d0f54fdbaded925d3619Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0006-9000000000-4a1188d69a9a3efd5ef8Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0006-9000000000-c1d7540b51e68aae277fNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0006-9000000000-f40d68840be65d2cc6bdNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-000f-9000000000-aad3ec5cf145a6891816Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-000i-9200000000-d0f54fdbaded925d3619Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0006-9000000000-4a1188d69a9a3efd5ef8Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-004r-9100000000-39e60e7c126db56d47deNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01q9-4900000000-29f09f28b24891a22618Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-029i-9300000000-af778dca9727536ec993Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00kf-9000000000-3918640dd15245bebce9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0059-9800000000-0a07fb5054503628c784Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0569-9100000000-c332a02de02bb728d9dbNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a59-9000000000-3e3615c76305bc07ac7cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000f-9100000000-a875fcd5d0d364ce51f0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9000000000-4344d7a5332bce981fb1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9000000000-7e90a42673f1ccc12684Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-9200000000-e413c1504f20f3f3a9ebNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-052f-9100000000-444b1da62777f402c237Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9000000000-78efa999cb1cca26f4caNot AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
3823.0Log mg/kg[2100:6800]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
115Drinking waterDrinking water & water supplyNot Available
233BrushesPersonal care & cosmeticsNot Available
490Personal care & cosmeticsNot Available
495CeilingsBuilding & ConstructionNot Available
498LaddersBuilding & ConstructionNot Available
503Tents Or CanopiesBuilding & ConstructionNot Available
505AmplifiersElectrical & Electronic EquipmentNot Available
506AntennasElectrical & Electronic EquipmentNot Available
508CoilsElectrical & Electronic EquipmentNot Available
510Communication Cables Or ConductorsElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
512ContactsElectrical & Electronic EquipmentNot Available
513Cores Yokes Or ArmaturesElectrical & Electronic EquipmentNot Available
514Discharge LampsElectrical & Electronic EquipmentNot Available
516Electric Hearing AidsElectrical & 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
527MagnetsElectrical & Electronic EquipmentNot Available
528MicrophonesElectrical & Electronic EquipmentNot Available
529Power CablesElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
531RelaysElectrical & Electronic EquipmentNot Available
536Superconductive Or Hyperconductive Conductors Cables Or Transmission LinesElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
538Thin Magnetic FilmsElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
547Preparation Of MaltFood, food processing & cookwareNot Available
548Preparation Of VinegarFood, food processing & cookwareNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
551Processing FishFood, food processing & cookwareNot Available
552Processing MeatsFood, food processing & cookwareNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
567Tobacco Product CasesHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
577Watch ChainsHousehold itemsNot 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
589Life BuoysMarine, shipping & aquacultureNot Available
592Marine Propulsion Or SteeringMarine, 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
607Rodenticides(1)Agriculture & land managementNot Available
608RodenticidesAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
612Body Washing Or Cleaning ImplementsPersonal 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
625Racing SportsRecreation & sports surfacesNot Available
630ToysRecreation & sports surfacesNot Available
632ApparelTextiles, leather & furnishingsNot Available
633Azo DyesTextiles, leather & furnishingsNot Available
634BucklesTextiles, leather & furnishingsNot Available
635ButtonsTextiles, leather & furnishingsNot Available
638Decorating TextilesTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
643HeadwearTextiles, leather & furnishingsNot Available
645Inorganic FibresTextiles, 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
659Transfer PrintingTextiles, leather & furnishingsNot Available
661UmbrellasTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Peptidyl-prolyl cis-trans isomerase NIMA-interacting 4 structureClick to view 3D structurePeptidyl-prolyl cis-trans isomerase NIMA-interacting 4Q9Y237HumansPredicted (SEA)0.856341
Pyruvate carboxylase structureClick to view 3D structurePyruvate carboxylaseA0A0H3JRU9Staphylococcus aureus (strain Mu50 / ATCC 700699)Predicted (SEA)3.81461
Click to view 3D structure1-deoxy-D-xylulose-5-phosphate synthaseB7UJP3Escherichia coli O127:H6 (strain E2348/69 / EPEC)Predicted (SEA)0.700643
Click to view 3D structureHistidine biosynthesis bifunctional protein HisBP06987Escherichia coli O26:H11 str. CFSAN001629Predicted (SEA)2.49118
Click to view 3D structureDNA damage-inducible transcript 3 proteinP35639Mus musculusPredicted (SEA)455.651
X-box-binding protein 1 structureClick to view 3D structureX-box-binding protein 1P17861HumansPredicted (SEA)455.807
Click to view 3D structureLiver carboxylesteraseQ29550Sus scrofaPredicted (SEA)21.5642
Lysine-specific demethylase 2A structureClick to view 3D structureLysine-specific demethylase 2AQ9Y2K7HumansPredicted (SEA)87.0354
Click to view 3D structureHeat shock factor protein 1P38532Mus musculusPredicted (SEA)833.843
Carbonic anhydrase 14 structureClick to view 3D structureCarbonic anhydrase 14Q9ULX7HumansPredicted (SEA)699.709
Muscarinic acetylcholine receptor M1 structureClick to view 3D structureMuscarinic acetylcholine receptor M1P11229HumansPredicted (SEA)1674.23
Histone lysine demethylase PHF8 structureClick to view 3D structureHistone lysine demethylase PHF8Q9UPP1HumansPredicted (SEA)5.52729
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)1470.96
Muscarinic acetylcholine receptor M5 structureClick to view 3D structureMuscarinic acetylcholine receptor M5P08912HumansPredicted (SEA)1433.44
Muscarinic acetylcholine receptor M3 structureClick to view 3D structureMuscarinic acetylcholine receptor M3P20309HumansPredicted (SEA)1670.02
Click to view 3D structureMetallo-beta-lactamase VIM-2D1MEN9Pseudomonas aeruginosaPredicted (SEA)0.155698
Click to view 3D structureProtein RecAP9WHJ3Mycobacterium tuberculosisPredicted (SEA)1666.21
Acetylcholinesterase structureClick to view 3D structureAcetylcholinesteraseP22303HumansPredicted (SEA)2400.64
Click to view 3D structureStreptokinase AP10520Streptococcus pyogenes serotype M1Predicted (SEA)2247.66
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)1790.84
Cytochrome P450 2C9 structureClick to view 3D structureCytochrome P450 2C9P11712HumansPredicted (SEA)6062.04
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)2572.99
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)2207.1
Muscarinic acetylcholine receptor M4 structureClick to view 3D structureMuscarinic acetylcholine receptor M4P08173HumansPredicted (SEA)2151.13
Estrogen receptor beta structureClick to view 3D structureEstrogen receptor betaQ92731HumansPredicted (SEA)1235.16
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0031216
FooDB IDFDB003241
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDETHYL-ACETOACETATE
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkEthyl_acetoacetate
Chemspider ID13865426
ChEBI ID4893
PubChem Compound ID8868
Kegg Compound IDC03500
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15084322
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=1521830
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=16233006
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23142514
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24010347
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=25558982
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=26521683
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=29341217
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=30890485
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=31193366
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=32562527
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=33876098
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=33920266
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=7370749
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=9301121
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=9615478
17. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.