Ethoxyquin (CHEM003830)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (8)XML
Record Information
Version1.0
Creation Date2014-09-11 05:20:18 UTC
Update Date2026-03-31 17:50:06 UTC
Accession NumberCHEM003830
Identification
Common NameEthoxyquin
ClassSmall Molecule
DescriptionEthoxyquin is an antioxidant used in animal feeds and for the preservation of colour in the production of chili powder, paprika and ground chilli. Ethoxyquin is formerly used as an agricultural pesticide/herbicide, now superseded. Also used as a post-harvest dip for apples and pears to prevent scald.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • HPV EPA Chemicals
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Amine
  • Ether
  • Food Toxin
  • Herbicide
  • Industrial/Workplace Toxin
  • Metabolite
  • Organic Compound
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1,2-Dihydro-2,2,4-trimethyl-6-ethoxyquinolineChEBI
1,2-Dihydro-2,2,4-trimethyl-6-quinolyl ethyl etherChEBI
1,2-Dihydro-6-ethoxy-2,2,4-trimethylquinolineChEBI
2,2,4-Trimethyl-6-ethoxy-1,2-dihydroquinolineChEBI
6-Ethoxy-1,2-dihydro-2,2,4-trimethylquinolineChEBI
e 324ChEBI
e324ChEBI
EthoxyquineChEBI
Ethyl 2,2,4-trimethyl-1,2-dihydro-6-quinolinyl etherChEBI
Ethyl 2,2,4-trimethyl-1,2-dihydro-6-quinolyl etherChEBI
SantoquinMeSH
6-ETMDQMeSH
6-Ethoxy-2,2,4-trimethyl-1,2-dihydroquinolineMeSH
(-)-LobelineHMDB
2,2, 4-Trimethyl-6-ethoxy-1,2-dihydroquinolineHMDB
6-(Ethyloxy)-2,2,4-trimethyl-1,2-dihydroquinolineHMDB
6-Ethoxy-1, 2-dihydro-2,2,4-trimethylquinolineHMDB
6-Ethoxy-1,2-dihydro-2,2,4-trimethyl-quinolineHMDB
6-Ethoxy-1,2-dihydro-2,2,4-trimethylquinoline, 9ci, 8ciHMDB
6-Ethoxy-2,2,4-trimethyl-1, 2-dihydroquinolineHMDB
Alterungsschutzmittel ecHMDB
Antage awHMDB
Antioxidant ecHMDB
AntoxHMDB
Aries antoxHMDB
Dawe'S nutrigardHMDB
EMQHMDB
EQHMDB
EthoxychinHMDB
LobelineHMDB
NiflexHMDB
Niflex DHMDB
Nix-scaldHMDB
Nocrac awHMDB
Nocrack awHMDB
Permanax 103HMDB
PolyflexHMDB
Quinol edHMDB
SantoflexHMDB
Santoflex aHMDB
Santoflex awHMDB
SantoquineHMDB
SantoquineqHMDB
Stop-scaldHMDB
Chemical FormulaC14H19NO
Average Molecular Mass217.307 g/mol
Monoisotopic Mass217.147 g/mol
CAS Registry Number91-53-2
IUPAC Name6-ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline
Traditional Nameethoxyquin
SMILESCCOC1=CC2=C(NC(C)(C)C=C2C)C=C1
InChI IdentifierInChI=1S/C14H19NO/c1-5-16-11-6-7-13-12(8-11)10(2)9-14(3,4)15-13/h6-9,15H,5H2,1-4H3
InChI KeyDECIPOUIJURFOJ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hydroquinolones. Hydroquinolones are compounds containing a hydrogenated quinoline bearing a ketone group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassQuinolones and derivatives
Direct ParentHydroquinolones
Alternative Parents
Substituents
  • Dihydroquinolone
  • Dihydroquinoline
  • Alkyl aryl ether
  • Secondary aliphatic/aromatic amine
  • Benzenoid
  • Azacycle
  • Secondary amine
  • Ether
  • Amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateLiquid
AppearanceNot Available
Experimental Properties
PropertyValue
Melting Point0°C (32°F)
Boiling Point124°C (255.2°F)
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.25 g/LALOGPS
logP4.01ALOGPS
logP3ChemAxon
logS-2.9ALOGPS
pKa (Strongest Basic)5.15ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area21.26 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity69.68 m³·mol⁻¹ChemAxon
Polarizability25.93 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-00dj-2690000000-2b783a3c0e06c9476b86Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-00dj-2690000000-2b783a3c0e06c9476b86Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fki-0920000000-e7b66012b60323079c3cSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-014i-0090000000-a10faf6f2ad9a301d328Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-014i-0090000000-4e661aa96345ca11a4dcSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-014i-0970000000-95e3dd12809eada73bd0Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0hmw-0910000000-30509ee0b909df1db28bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-01wb-0900000000-ac750e6f3eb663d9dda4Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-01wb-0900000000-6ac6089762818c098d38Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-02aj-2900000000-8cf867953c6d56b1df7bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0159-4900000000-29f53200e56ee7740ec2Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0159-8900000000-c30df52c0104a240a165Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-014i-0960000000-ea4a09ea32cff102e76cSpectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-01vt-0910000000-8cc1fa05bcdbd09e32e9Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-014i-0190000000-fa3625e950af550b6d23Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-014i-0090000000-3601351bc5c6b7736789Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-014i-0090000000-494356038cb566f97b41Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-01wb-0900000000-7bd39873f18f852a5744Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-01wb-0900000000-04e5d011d9ab9b152605Spectrum
LC-MS/MSLC-MS/MS Spectrum - 120V, Positivesplash10-02aj-2900000000-2060e3cd29f3dcc87384Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-014i-0090000000-76c8d5edb3bd28e19becSpectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-014i-0980000000-bb83ab7a0c4f542d856dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0190000000-8be63631af40c6c4279aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-1970000000-42c681d6c7c9f7b238feSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05fr-1900000000-dec276bdd56140e41f8bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0190000000-421634377cab228d8503Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014r-0980000000-26cd4b9aa32fdb765488Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-0900000000-fade67d3785d3b8dac3bSpectrum
MSMass Spectrum (Electron Ionization)splash10-0uk9-1980000000-25958a756414a6631547Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0039531
FooDB IDFDB019147
Phenol Explorer IDNot Available
KNApSAcK IDC00052159
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkEthoxyquin
Chemspider ID3177
ChEBI ID77323
PubChem Compound ID3293
Kegg Compound IDC07475
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSLink
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=16199076
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=20093172
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=20334189
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=21902931
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23063794
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23955554
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=24127661
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=24161146
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=27350330
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=32760978
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=34607038
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=4927196
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=674008
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=6769055
15. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.