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Record Information
Version3.6
Creation Date2006-05-22 14:17:36 UTC
Update Date2016-02-11 01:05:17 UTC
HMDB IDHMDB02097
Secondary Accession NumbersNone
Metabolite Identification
Common Name4-Ethylbenzoic acid
Description4-Ethylbenzoic acid is a man-made organic chemical relatively resistant to physical, chemical, or biological degradation, and constitutes an environmental burden. (PMID 3468623 ). It is also one of the compounds derived from tobacco and tobacco smoke. (PMID 7466833 ).
Structure
Thumb
Synonyms
ValueSource
4-Ethyl-benzoic acidChEMBL
4-Ethyl-benzoateGenerator
4-EthylbenzoateGenerator
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 KeyInChIKey=ZQVKTHRQIXSMGY-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound 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
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
StatusDetected and Quantified
Origin
  • Toxin/Pollutant
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Membrane (predicted from logP)
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point112 - 113 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP2.89DA,YZ ET AL. (1992)
Predicted Properties
PropertyValueSource
Water Solubility0.73 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity42.96 m3·mol-1ChemAxon
Polarizability16.13 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-004i-9100000000-c6002febf8d9e20b18e1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-004i-9000000000-8f5e73bfed9d47597087View in MoNA
1D NMR1H NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biofluid Locations
  • Blood
  • Urine
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
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 ApplicableNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 1061
  • Not Applicable
details
UrineDetected and Quantified0.123 +/- 0.018 umol/mmol creatinineAdult (>18 years old)Male
Normal
details
UrineExpected but not QuantifiedNot ApplicableNot AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 1061
  • Not Applicable
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
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite ID1061
FoodDB IDFDB022844
KNApSAcK IDNot Available
Chemspider ID11589
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB02097
Metagene LinkHMDB02097
METLIN ID6486
PubChem Compound12086
PDB IDNot Available
ChEBI ID262555
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. [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. [3468623 ]