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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2017-08-01 02:14:20 UTC
Update Date2019-07-23 08:40:14 UTC
HMDB IDHMDB0094660
Secondary Accession Numbers
  • HMDB94660
Metabolite Identification
Common NameDiethyl phthalic acid
DescriptionDiethyl phthalic acid, also known as diethyl phthalate, 1,2-diethyl phthalic acid or 1,2-benzenedicarboxylic acid diethyl ester, is classified as a member of the benzoic acid esters. Benzoic acid esters are ester derivatives of benzoic acid. Diethyl phthalic acid is considered to be practically insoluble (in water) and basic. This substance is commonly used to make plastics more flexible. Products in which it is found include toothbrushes, automobile parts, tools, toys, and food packaging. Diethyl phthalic acid can be released fairly easily from these products, as it is not part of the chain of chemicals (polymers) that makes up the plastic. Diethyl phthalic acid is also used in cosmetics, insecticides, and aspirin. Phthalate esters can cause reproductive and developmental toxicity. (L1900, A2883) It is a non-carcinogenic (not listed by IARC) potentially toxic compound. (ChemoSummarizer)
Structure
Data?1563871214
Synonyms
ValueSource
1,2-Benzenedicarboxylic acid diethyl esterChEBI
1,2-Diethyl phthalateChEBI
DEPChEBI
Diethyl 1,2-benzenedicarboxylateChEBI
Diethyl benzene-1,2-dicarboxylateChEBI
Diethyl O-phthalateChEBI
Ethyl phthalateChEBI
O-Benzenedicarboxylic acid diethyl esterChEBI
O-Bis(ethoxycarbonyl)benzeneChEBI
Phthalic acid diethyl esterChEBI
PhthalsaeurediaethylesterChEBI
1,2-Benzenedicarboxylate diethyl esterGenerator
1,2-Diethyl phthalic acidGenerator
Diethyl 1,2-benzenedicarboxylic acidGenerator
Diethyl benzene-1,2-dicarboxylic acidGenerator
Diethyl O-phthalic acidGenerator
Ethyl phthalic acidGenerator
O-Benzenedicarboxylate diethyl esterGenerator
Phthalate diethyl esterGenerator
Diethyl phthalateGenerator
Diethyl phthalic acidGenerator
Chemical FormulaC12H14O4
Average Molecular Weight222.2372
Monoisotopic Molecular Weight222.089208936
IUPAC Name1,2-diethyl benzene-1,2-dicarboxylate
Traditional Namediethyl phthalate
CAS Registry NumberNot Available
SMILES
CCOC(=O)C1=CC=CC=C1C(=O)OCC
InChI Identifier
InChI=1S/C12H14O4/c1-3-15-11(13)9-7-5-6-8-10(9)12(14)16-4-2/h5-8H,3-4H2,1-2H3
InChI KeyFLKPEMZONWLCSK-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzoic acid esters
Alternative Parents
Substituents
  • Benzoate ester
  • Benzoyl
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Biological location:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.6ALOGPS
logP2.69ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity59.61 m³·mol⁻¹ChemAxon
Polarizability23.16 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-002b-1900000000-503cf95871c5904aff71Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-004i-0930000000-7086cd5850c044d82e6aSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-1900000000-4412971f705146d2fd1fSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004j-0910000000-3da30560fd9393855d42Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-004i-0900000000-417398cedfbfc7e8f2c4Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-1900000000-40ef56b72df55d26c8ceSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-002b-1900000000-503cf95871c5904aff71Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-004i-0930000000-7086cd5850c044d82e6aSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-1900000000-4412971f705146d2fd1fSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004j-0910000000-3da30560fd9393855d42Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-004i-0900000000-417398cedfbfc7e8f2c4Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-1900000000-40ef56b72df55d26c8ceSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-4900000000-95f8663192d5c11641bbSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-00di-7950000000-17006e6795e6cbb4bcf7Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-00di-9810000000-2c960e7f0228478b0576Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-00di-9600000000-4bf131a7544bb092312aSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-00di-9400000000-2a69601f610fdcd4f477Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-00di-9200000000-19d7f94c7af5b78aca58Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0100-9100000000-744178d47d141e29f10cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-004i-9000000000-c4fa127cbd14a64144deSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-004i-9000000000-136161f75c32091bf180Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-004j-0900000000-8845fcd110c6da94d554Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0002-0900000000-70f0da44ec73bc26362cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0002-0900000000-a7761aec74b20d2eb58dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0002-0900000000-f41b5fc7349bff165407Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-006t-1900000000-fea3964d97a7809c1bcfSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00xs-4900000000-ac8b2ce4bcb6a6724cf3Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-014i-9200000000-4d7079f620d5ad4e4a28Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-014i-9000000000-06f59bdd387a43c56886Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-014i-9000000000-23fb179d6576972a10d3Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0002-0900000000-adbdc25fa7d0fdb4f868Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0590000000-19c4c903328f99b0457dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00ba-0930000000-1634c3a90c28e33287eeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-3900000000-e4a1aeacabe307c97572Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0390000000-6eb1e81609a1c2b23bf8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-2960000000-3743338637ef15aafeeaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0092-4900000000-9ae1ef130a13535ace14Spectrum
MSMass Spectrum (Electron Ionization)splash10-0002-2900000000-c0f3a0df2bad7bb63a1aSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Children (1-13 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Children (1-13 years old)BothAutism details
FecesDetected but not Quantified Children (1-13 years old)BothPervasive Developmental Disorder Not Otherwise Specified details
UrineDetected but not Quantified Adult (>18 years old)BothBladder cancer details
Associated Disorders and Diseases
Disease References
Autism
  1. De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]
Pervasive developmental disorder not otherwise specified
  1. De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00042472
Chemspider IDNot Available
KEGG Compound IDC14175
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkDiethyl_phthalate
METLIN IDNot Available
PubChem Compound6781
PDB IDNot Available
ChEBI ID34698
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Guo Y, Wang L, Kannan K: Phthalates and parabens in personal care products from China: concentrations and human exposure. Arch Environ Contam Toxicol. 2014 Jan;66(1):113-9. doi: 10.1007/s00244-013-9937-x. Epub 2013 Jul 24. [PubMed:23880707 ]