Ethoxyacetic acid (CHEM017318)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 04:14:28 UTC
Update Date2016-11-09 01:15:34 UTC
Accession NumberCHEM017318
Identification
Common NameEthoxyacetic acid
ClassSmall Molecule
DescriptionEthoxyacetic acid, also known as ethoxyacetate or O-ethylglycolic acid, belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH. Ethoxyacetic acid is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa).
Contaminant Sources
  • FooDB Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
EthoxyacetateGenerator
Ethoxy-acetic acid anionChEMBL, HMDB
Ethoxy-acetate anionGenerator, HMDB
2-Ethoxy-acetic acidHMDB
2-Ethoxyacetic acidHMDB, MeSH
Ethoxy acetic acidHMDB
Ethoxy-acetic acidHMDB
ETHOXYACETIC ACID (egmee (110-80-5))HMDB
Glycolic acid ethyl etherHMDB
O-Ethylglycolic acidHMDB
2-EthoxyacetateGenerator
Ethoxyacetic acidMeSH
Chemical FormulaC4H8O3
Average Molecular Mass104.105 g/mol
Monoisotopic Mass104.047 g/mol
CAS Registry Number627-03-2
IUPAC Name2-ethoxyacetic acid
Traditional Nameacetic acid, ethoxy-
SMILESCCOCC(O)=O
InChI IdentifierInChI=1S/C4H8O3/c1-2-7-3-4(5)6/h2-3H2,1H3,(H,5,6)
InChI KeyYZGQDNOIGFBYKF-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acids
Direct ParentCarboxylic acids
Alternative Parents
Substituents
  • Monocarboxylic acid or derivatives
  • Ether
  • Dialkyl ether
  • Carboxylic acid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility355 g/LALOGPS
logP0.15ALOGPS
logP-0.041ChemAxon
logS0.53ALOGPS
pKa (Strongest Acidic)4.04ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity23.85 m³·mol⁻¹ChemAxon
Polarizability10.25 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-9000000000-92872b4e520060508754Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-010c-9300000000-590b292eba7fec8d82d1Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-5900000000-41467243aa13913e4a42Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4r-9300000000-c75cab857ddd6b64a51bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06r7-9000000000-ffb6617f0e45a0c67ec9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-3900000000-be73965a5770f42e1972Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-9700000000-5d24dedab397a6df4260Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a6r-9000000000-fccfe5446c2df2575b9fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-054o-9000000000-5a4a10b608956b80e697Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052f-9000000000-55343aa28f070f9388dfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-221d2656b8264c3f27ccSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-9100000000-2780e0dc92b7d38132e3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9000000000-a1e9e61d1039fba09e92Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056r-9000000000-6025cc00e653152792b2Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
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)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0031212
FooDB IDFDB003235
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID11798
ChEBI ID741468
PubChem Compound ID12301
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Qian L, Zhao A, Zhang Y, Chen T, Zeisel SH, Jia W, Cai W: Metabolomic Approaches to Explore Chemical Diversity of Human Breast-Milk, Formula Milk and Bovine Milk. Int J Mol Sci. 2016 Dec 17;17(12). pii: ijms17122128. doi: 10.3390/ijms17122128.
2. de Jong E, Louisse J, Verwei M, Blaauboer BJ, van de Sandt JJ, Woutersen RA, Rietjens IM, Piersma AH: Relative developmental toxicity of glycol ether alkoxy acid metabolites in the embryonic stem cell test as compared with the in vivo potency of their parent compounds. Toxicol Sci. 2009 Jul;110(1):117-24. doi: 10.1093/toxsci/kfp083. Epub 2009 Apr 28.
3. Montgomery-Brown J, Li Y, Ding WH, Mong GM, Campbell JA, Reinhard M: NP1EC degradation pathways under oxic and microxic conditions. Environ Sci Technol. 2008 Sep 1;42(17):6409-14.
4. Johnson W Jr: Final report on the safety assessment of ethoxyethanol and ethoxyethanol acetate. Int J Toxicol. 2002;21 Suppl 1:9-62.
5. Xu Y, Luo F, Pal A, Gin KY, Reinhard M: Occurrence of emerging organic contaminants in a tropical urban catchment in Singapore. Chemosphere. 2011 May;83(7):963-9. doi: 10.1016/j.chemosphere.2011.02.029. Epub 2011 Mar 9.
6. Verwei M, van Burgsteden JA, Krul CA, van de Sandt JJ, Freidig AP: Prediction of in vivo embryotoxic effect levels with a combination of in vitro studies and PBPK modelling. Toxicol Lett. 2006 Aug 1;165(1):79-87. Epub 2006 Mar 3.
7. Laitinen J, Pulkkinen J: Biomonitoring of 2-(2-alkoxyethoxy)ethanols by analysing urinary 2-(2-alkoxyethoxy)acetic acids. Toxicol Lett. 2005 Mar 28;156(1):117-26.
8. Starek-Swiechowicz B, Miranowicz-Dzierzawska K, Szymczak W, Budziszewska B, Starek A: Hematological effects of exposure to mixtures of selected ethylene glycol alkyl ethers in rats. Pharmacol Rep. 2012;64(1):166-78.
9. Germini A, Rossi S, Zanetti A, Corradini R, Fogher C, Marchelli R: Development of a peptide nucleic acid array platform for the detection of genetically modified organisms in food. J Agric Food Chem. 2005 May 18;53(10):3958-62.
10. Choi HS, Park JH, Song JS, Cho YB: Determination of urinary metabolites of alkyl cellosolves by solid phase extraction and GC/FID. J Occup Health. 2004 Jul;46(4):260-5.
11. Louisse J, Bai Y, Verwei M, van de Sandt JJ, Blaauboer BJ, Rietjens IM: Decrease of intracellular pH as possible mechanism of embryotoxicity of glycol ether alkoxyacetic acid metabolites. Toxicol Appl Pharmacol. 2010 Jun 1;245(2):236-43. doi: 10.1016/j.taap.2010.03.005. Epub 2010 Mar 11.
12. Li N, Chu I, Poon R, Wade MG: Gas chromatography analysis of urinary alkoxyacetic acids as biomarkers of exposure to aliphatic alkyl ethers. J Anal Toxicol. 2006 May;30(4):252-7.
13. Hermsen SA, van den Brandhof EJ, van der Ven LT, Piersma AH: Relative embryotoxicity of two classes of chemicals in a modified zebrafish embryotoxicity test and comparison with their in vivo potencies. Toxicol In Vitro. 2011 Apr;25(3):745-53. doi: 10.1016/j.tiv.2011.01.005. Epub 2011 Jan 14.
14. Wang RS, Suda M, Gao X, Wang B, Nakajima T, Honma T: Health effects of exposure to ethylene glycol monoethyl ether in female workers. Ind Health. 2004 Oct;42(4):447-51.
15. Wang RS, Ohtani K, Suda M, Nakajima T: Inhibitory effect of ethylene glycol monoethyl ether on rat sperm motion. Ind Health. 2006 Oct;44(4):665-8.
16. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.