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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:50:34 UTC
Update Date2021-09-07 17:05:32 UTC
HMDB IDHMDB0032573
Secondary Accession Numbers
  • HMDB32573
Metabolite Identification
Common NameEthylparaben
DescriptionEthylparaben, also known as e-214 or aseptin a, belongs to the class of organic compounds known as p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group. It is used as an antifungal preservative. Sodium ethyl para-hydroxybenzoate, the sodium salt of ethylparaben, has the same uses and is given the E number E215. Ethylparaben is a drug. Its formula is HO-C6H4-CO-O-CH2CH3. Ethylparaben is a mild and phenolic tasting compound. ethylparaben has been detected, but not quantified, in alcoholic beverages. This could make ethylparaben a potential biomarker for the consumption of these foods. Ethylparaben (ethyl para-hydroxybenzoate) is the ethyl ester of p-hydroxybenzoic acid. Ethylparaben is a potentially toxic compound. As a food additive, it has E number E214.
Structure
Data?1563862277
Synonyms
ValueSource
4-Hydroxybenzoic acid ethyl esterChEBI
e-214ChEBI
e214ChEBI
Ethyl p-hydroxybenzoateChEBI
Ethyl parabenChEBI
Ethyl parahydroxybenzoateChEBI
p-Hydroxybenzoic acid ethyl esterChEBI
p-OxybenzoesaeureaethylesterChEBI
4-Hydroxybenzoate ethyl esterGenerator
Ethyl p-hydroxybenzoic acidGenerator
Ethyl parahydroxybenzoic acidGenerator
p-Hydroxybenzoate ethyl esterGenerator
4-(Ethoxycarbonyl)phenolHMDB
4-CarbethoxyphenolHMDB
Aseptin aHMDB
EaseptolHMDB
Ethyl 4-hydroxybenzoateHMDB
Ethyl butexHMDB
Ethyl chemoseptHMDB
Ethyl p-oxybenzoateHMDB
Ethyl para-hydroxybenzoateHMDB
Ethyl paraseptHMDB
Ethyl-4-hydroxybenzoateHMDB
Ethyl-p-hydroxybenzoateHMDB
Ethylparaben, inn, usanHMDB
KeloformHMDB
Mekkings eHMDB
MycoctenHMDB
Napagin aHMDB
Nipagin aHMDB
Nipazin aHMDB
p-CarbethoxyphenolHMDB
p-Hydroxybenzoic ethyl esterHMDB
Para-hydroxybenzoic acid ethyl esterHMDB
Sobrol aHMDB
Solbrol aHMDB
Tegosept eHMDB
EthylparabenKEGG
Chemical FormulaC9H10O3
Average Molecular Weight166.1739
Monoisotopic Molecular Weight166.062994186
IUPAC Nameethyl 4-hydroxybenzoate
Traditional Nameethylparaben
CAS Registry Number120-47-8
SMILES
CCOC(=O)C1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C9H10O3/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6,10H,2H2,1H3
InChI KeyNUVBSKCKDOMJSU-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct Parentp-Hydroxybenzoic acid alkyl esters
Alternative Parents
Substituents
  • P-hydroxybenzoic acid alkyl ester
  • Benzoyl
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point116 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.88 mg/mL at 25 °CNot Available
LogP2.47Not Available
Predicted Properties
PropertyValueSource
Water Solubility2.49 g/LALOGPS
logP2.76ALOGPS
logP2.03ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)8.5ChemAxon
pKa (Strongest Basic)-6.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity44.81 m³·mol⁻¹ChemAxon
Polarizability17.23 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra

GC-MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-2900000000-489a671c1deb7c34c07b2017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00y0-3900000000-c1ca8c4a3e26621c89592017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-6900000000-6a0e4e400b0c9ced0ae92017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-2900000000-489a671c1deb7c34c07b2018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00y0-3900000000-c1ca8c4a3e26621c89592018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-6900000000-6a0e4e400b0c9ced0ae92018-05-18View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-3900000000-7c9963244828bfd6dc092016-09-22View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0006-2910000000-520330358fe2a32ba5952017-10-06View Spectrum
MSMass Spectrum (Electron Ionization)splash10-00di-4900000000-890e881678f1ceddd23e2014-09-20View Spectrum

LC-MS/MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-014i-0900000000-026024910ee96b0887cf2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-014i-0900000000-9a9b6e693b1424978dce2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000i-0900000000-2e5dbef1d0fad386068f2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000i-0900000000-59447059cdee325cfc8a2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014r-0900000000-3eb9e5cfcd05f833bb112017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-014i-0900000000-026024910ee96b0887cf2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-014i-0900000000-9a9b6e693b1424978dce2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000i-0900000000-2e5dbef1d0fad386068f2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-000i-0900000000-59447059cdee325cfc8a2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0072-7900000000-2570ac4f0cac9ddf3e642017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-00dj-9800000000-568849783aecc83f7c2e2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-5e9f881d152f5b3fa0be2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-caa573c6bab6939082d22017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0072-7900000000-2570ac4f0cac9ddf3e642017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-00dj-9800000000-568849783aecc83f7c2e2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-5e9f881d152f5b3fa0be2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-caa573c6bab6939082d22017-09-14View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-5edabab1a6ee50991a472015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00xr-1900000000-608dc4a8887a0295554f2015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dl-9400000000-ba68420db383fea306c52015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-1900000000-3e62aae4552f1c87f2a92015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-3900000000-8afb30175a5535ef38ed2015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-9400000000-48796a631e1530fccfe22015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-2900000000-102b012c50b9490d65e52021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-8900000000-9ba0afb0767b0bbefce02021-09-08View Spectrum

NMR

Spectrum TypeDescriptionDeposition DateView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)2014-09-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)2014-09-23View Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB13628
Phenol Explorer Compound IDNot Available
FooDB IDFDB010510
KNApSAcK IDC00033837
Chemspider ID13846749
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkEthylparaben
METLIN IDNot Available
PubChem Compound8434
PDB IDNot Available
ChEBI ID31575
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .