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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:36 UTC
Update Date2023-02-21 17:16:09 UTC
HMDB IDHMDB0002097
Secondary Accession Numbers
  • HMDB02097
Metabolite Identification
Common Name4-Ethylbenzoic acid
Description4-Ethylbenzoic acid, also known as 4-ethylbenzoate, belongs to the class of organic compounds known as benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group. Based on a literature review a significant number of articles have been published on 4-Ethylbenzoic acid.
Structure
Data?1676999769
Synonyms
ValueSource
4-EthylbenzoateGenerator
4-Ethyl-benzoic acidChEMBL, HMDB
4-Ethyl-benzoateGenerator, HMDB
4-Ethyl benzoateHMDB
4-Ethyl benzoic acidHMDB
P-EthylbenzoateHMDB
P-Ethylbenzoic acidHMDB
Chemical FormulaC9H10O2
Average Molecular Weight150.1745
Monoisotopic Molecular Weight150.068079564
IUPAC Name4-ethylbenzoic acid
Traditional Name4-ethylbenzoic acid
CAS Registry Number619-64-7
SMILES
CCC1=CC=C(C=C1)C(O)=O
InChI Identifier
InChI=1S/C9H10O2/c1-2-7-3-5-8(6-4-7)9(10)11/h3-6H,2H2,1H3,(H,10,11)
InChI KeyZQVKTHRQIXSMGY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzoic acids
Alternative Parents
Substituents
  • Benzoic acid
  • Benzoyl
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point112 - 113 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP2.89DA,YZ ET AL. (1992)
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.73 g/LALOGPS
logP2.77ALOGPS
logP2.59ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)4.25ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity42.96 m³·mol⁻¹ChemAxon
Polarizability16.13 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+133.8231661259
DarkChem[M-H]-132.17231661259
DeepCCS[M+H]+130.52730932474
DeepCCS[M-H]-126.73830932474
DeepCCS[M-2H]-163.87730932474
DeepCCS[M+Na]+139.17130932474
AllCCS[M+H]+131.332859911
AllCCS[M+H-H2O]+126.732859911
AllCCS[M+NH4]+135.632859911
AllCCS[M+Na]+136.832859911
AllCCS[M-H]-131.632859911
AllCCS[M+Na-2H]-132.932859911
AllCCS[M+HCOO]-134.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-Ethylbenzoic acidCCC1=CC=C(C=C1)C(O)=O2457.7Standard polar33892256
4-Ethylbenzoic acidCCC1=CC=C(C=C1)C(O)=O1331.6Standard non polar33892256
4-Ethylbenzoic acidCCC1=CC=C(C=C1)C(O)=O1420.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-Ethylbenzoic acid,1TMS,isomer #1CCC1=CC=C(C(=O)O[Si](C)(C)C)C=C11461.9Semi standard non polar33892256
4-Ethylbenzoic acid,1TBDMS,isomer #1CCC1=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C11701.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-Ethylbenzoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zgr-2900000000-a6c55e1ff10726219d6e2017-07-27Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Ethylbenzoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-0ab9-9740000000-d397b1930a58886911242017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Ethylbenzoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Ethylbenzoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Ethylbenzoic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-004i-9100000000-c6002febf8d9e20b18e12012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Ethylbenzoic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-004i-9000000000-8f5e73bfed9d475970872012-07-25HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Ethylbenzoic acid 10V, Positive-QTOFsplash10-0ue9-0900000000-fa183983005e4e1920fd2017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Ethylbenzoic acid 20V, Positive-QTOFsplash10-053r-0900000000-135cd925e7b64a553a292017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Ethylbenzoic acid 40V, Positive-QTOFsplash10-0pdr-9500000000-e353b3cd68834e853c182017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Ethylbenzoic acid 10V, Negative-QTOFsplash10-0002-0900000000-18bbac24af46cbcefcc62017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Ethylbenzoic acid 20V, Negative-QTOFsplash10-0a4j-0900000000-75e5b0e20161a23bce872017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Ethylbenzoic acid 40V, Negative-QTOFsplash10-0a4i-5900000000-c901579890e312559f092017-06-28Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Ethylbenzoic acid 10V, Positive-QTOFsplash10-0zgi-0900000000-181611de43da75055acf2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Ethylbenzoic acid 20V, Positive-QTOFsplash10-0a59-0900000000-7af2cad09c9d372b795e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Ethylbenzoic acid 40V, Positive-QTOFsplash10-004i-9100000000-d4dcd23ea69646db30932021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Ethylbenzoic acid 10V, Negative-QTOFsplash10-0002-0900000000-e0b12c10ffeec106d7592021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Ethylbenzoic acid 20V, Negative-QTOFsplash10-0a4i-2900000000-f85a65689c98992c18332021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Ethylbenzoic acid 40V, Negative-QTOFsplash10-004i-9000000000-d574bdc3a98de61f467a2021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.974 +/- 0.18 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified1.172 +/- 0.249 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified1.429 +/- 0.248 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified4.284 +/- 2.471 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified1.13 +/- 0.157 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified1.221 +/- 0.085 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.925 +/- 0.179 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified4.676 +/- 3.528 uMAdult (>18 years old)Male
Normal
details
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 1061 details
UrineDetected and Quantified0.123 +/- 0.018 umol/mmol creatinineAdult (>18 years old)Male
Normal
details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 1061 details
UrineDetected and Quantified0.094 +/- 0.031 umol/mmol creatinineAdult (>18 years old)Male
Normal
details
UrineDetected and Quantified0.446 +/- 0.12 umol/mmol creatinineAdult (>18 years old)Male
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022844
KNApSAcK IDNot Available
Chemspider ID11589
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6486
PubChem Compound12086
PDB IDNot Available
ChEBI ID262555
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Thelestam M, Curvall M, Enzell CR: Effect of tobacco smoke compounds on the plasma membrane of cultured human lung fibroblasts. Toxicology. 1980;15(3):203-17. [PubMed:7466833 ]
  2. Ramos JL, Wasserfallen A, Rose K, Timmis KN: Redesigning metabolic routes: manipulation of TOL plasmid pathway for catabolism of alkylbenzoates. Science. 1987 Jan 30;235(4788):593-6. [PubMed:3468623 ]