Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2017-08-01 02:14:20 UTC
Update Date2022-03-07 03:18:00 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 effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+152.46231661259
DarkChem[M-H]-149.55131661259
DeepCCS[M+H]+153.27330932474
DeepCCS[M-H]-150.91530932474
DeepCCS[M-2H]-184.79730932474
DeepCCS[M+Na]+160.54230932474
AllCCS[M+H]+149.432859911
AllCCS[M+H-H2O]+145.532859911
AllCCS[M+NH4]+152.932859911
AllCCS[M+Na]+154.032859911
AllCCS[M-H]-151.632859911
AllCCS[M+Na-2H]-152.032859911
AllCCS[M+HCOO]-152.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Diethyl phthalic acidCCOC(=O)C1=CC=CC=C1C(=O)OCC2416.1Standard polar33892256
Diethyl phthalic acidCCOC(=O)C1=CC=CC=C1C(=O)OCC1661.6Standard non polar33892256
Diethyl phthalic acidCCOC(=O)C1=CC=CC=C1C(=O)OCC1630.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Diethyl phthalic acid EI-B (Non-derivatized)splash10-002b-1900000000-503cf95871c5904aff712017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Diethyl phthalic acid CI-B (Non-derivatized)splash10-004i-0930000000-7086cd5850c044d82e6a2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Diethyl phthalic acid EI-B (Non-derivatized)splash10-0002-1900000000-4412971f705146d2fd1f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Diethyl phthalic acid EI-B (Non-derivatized)splash10-004j-0910000000-3da30560fd9393855d422017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Diethyl phthalic acid CI-B (Non-derivatized)splash10-004i-0900000000-417398cedfbfc7e8f2c42017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Diethyl phthalic acid EI-B (Non-derivatized)splash10-0002-1900000000-40ef56b72df55d26c8ce2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Diethyl phthalic acid EI-B (Non-derivatized)splash10-002b-1900000000-503cf95871c5904aff712018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Diethyl phthalic acid CI-B (Non-derivatized)splash10-004i-0930000000-7086cd5850c044d82e6a2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Diethyl phthalic acid EI-B (Non-derivatized)splash10-0002-1900000000-4412971f705146d2fd1f2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Diethyl phthalic acid EI-B (Non-derivatized)splash10-004j-0910000000-3da30560fd9393855d422018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Diethyl phthalic acid CI-B (Non-derivatized)splash10-004i-0900000000-417398cedfbfc7e8f2c42018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Diethyl phthalic acid EI-B (Non-derivatized)splash10-0002-1900000000-40ef56b72df55d26c8ce2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Diethyl phthalic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-4900000000-95f8663192d5c11641bb2017-09-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Diethyl phthalic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Diethyl phthalic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0002-2900000000-c0f3a0df2bad7bb63a1a2014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , negative-QTOFsplash10-00di-7950000000-17006e6795e6cbb4bcf72017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , negative-QTOFsplash10-00di-9810000000-2c960e7f0228478b05762017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , negative-QTOFsplash10-00di-9600000000-4bf131a7544bb092312a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , negative-QTOFsplash10-00di-9400000000-2a69601f610fdcd4f4772017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , negative-QTOFsplash10-00di-9200000000-19d7f94c7af5b78aca582017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , negative-QTOFsplash10-0100-9100000000-744178d47d141e29f10c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , negative-QTOFsplash10-004i-9000000000-c4fa127cbd14a64144de2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , negative-QTOFsplash10-004i-9000000000-136161f75c32091bf1802017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , positive-QTOFsplash10-004j-0900000000-8845fcd110c6da94d5542017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , positive-QTOFsplash10-0002-0900000000-70f0da44ec73bc26362c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , positive-QTOFsplash10-0002-0900000000-a7761aec74b20d2eb58d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , positive-QTOFsplash10-0002-0900000000-f41b5fc7349bff1654072017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , positive-QTOFsplash10-006t-1900000000-fea3964d97a7809c1bcf2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , positive-QTOFsplash10-00xs-4900000000-ac8b2ce4bcb6a6724cf32017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , positive-QTOFsplash10-014i-9200000000-4d7079f620d5ad4e4a282017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , positive-QTOFsplash10-014i-9000000000-06f59bdd387a43c568862017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , positive-QTOFsplash10-014i-9000000000-23fb179d6576972a10d32017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid LC-ESI-QFT , positive-QTOFsplash10-0002-0900000000-adbdc25fa7d0fdb4f8682017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethyl phthalic acid 45V, Negative-QTOFsplash10-00di-0900000000-3a6c7d7f9113fed591742021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl phthalic acid 10V, Positive-QTOFsplash10-00di-0590000000-19c4c903328f99b0457d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl phthalic acid 20V, Positive-QTOFsplash10-00ba-0930000000-1634c3a90c28e33287ee2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl phthalic acid 40V, Positive-QTOFsplash10-0a6r-3900000000-e4a1aeacabe307c975722016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl phthalic acid 10V, Negative-QTOFsplash10-00di-0390000000-6eb1e81609a1c2b23bf82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl phthalic acid 20V, Negative-QTOFsplash10-00di-2960000000-3743338637ef15aafeea2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethyl phthalic acid 40V, Negative-QTOFsplash10-0092-4900000000-9ae1ef130a13535ace142016-08-03Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothAutism details
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothPervasive Developmental Disorder Not Otherwise Specified details
UrineDetected but not QuantifiedNot QuantifiedAdult (>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
FooDB 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
MarkerDB IDNot Available
Good Scents 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 ]