Record Information
Version1.0
Creation date2010-04-08 22:09:10 UTC
Update date2015-07-20 22:33:01 UTC
Primary IDFDB010511
Secondary Accession NumbersNot Available
Chemical Information
FooDB NamePropylparaben
DescriptionPropylparaben, also known as nipazol or bayer D 206, 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. Propylparaben is a sweet, burnt, and hawthorn tasting compound. Based on a literature review a significant number of articles have been published on Propylparaben.
CAS Number94-13-3
Structure
Thumb
Synonyms
SynonymSource
4-Hydroxybenzoic acid propyl esterChEBI
4-Hydroxybenzoic acid, propyl esterChEBI
N-Propyl 4-hydroxybenzoateChEBI
N-Propyl p-hydroxybenzoateChEBI
N-Propyl parabenChEBI
p-Hydroxybenzoic acid propyl esterChEBI
p-Hydroxybenzoic propyl esterChEBI
p-Hydroxypropyl benzoateChEBI
p-OxybenzoesaeurepropylesterChEBI
Propyl p-hydroxybenzoateChEBI
Propyl parabenChEBI
Propyl parahydroxybenzoateChEBI
4-Hydroxybenzoate propyl esterGenerator
4-Hydroxybenzoate, propyl esterGenerator
N-Propyl 4-hydroxybenzoic acidGenerator
N-Propyl p-hydroxybenzoic acidGenerator
p-Hydroxybenzoate propyl esterGenerator
p-Hydroxypropyl benzoic acidGenerator
Propyl p-hydroxybenzoic acidGenerator
Propyl parahydroxybenzoic acidGenerator
3(Or 4)-hydroxybenzoic acid propyl esterMeSH
NipazolMeSH
Propyl 4-hydroxybenzoateMeSH
Propylparaben, monosodium saltMeSH
Bayer D 206MeSH
PEPHMeSH
4-Hydroxybenzoic acid propylesterHMDB
Aseptoform PHMDB
Benzoic acid, 4-hydroxy-, propyl esterHMDB
Benzoic acid, P-hydroxy-, propyl esterHMDB
Betacide PHMDB
Betacine PHMDB
Chemacide PKHMDB
Chemocide PKHMDB
Chemoside PKHMDB
Lexgard PHMDB
N-Propyl-P-hydroxybenzoateHMDB
N-PropylparabenHMDB
Nipagin PHMDB
NipasolHMDB
P-Hydroxybenzoic acid N-propyl esterHMDB
P-Hydroxybenzoic acid, propyl esterHMDB
PropaginHMDB
Propyl aseptoformHMDB
Propyl butexHMDB
Propyl chemoseptHMDB
Propyl chemseptHMDB
Propyl paraseptHMDB
Propyl-4-hydroxybenzoateHMDB
Propyl-parabenHMDB
Propylparaben, usanHMDB
PropylparaseptHMDB
Protaben PHMDB
Solbrol PHMDB
Tegosept PHMDB
4-hydroxybenzoic acid propyl esterbiospider
Aseptoform pbiospider
Benzoic acid, p-hydroxy-, propyl esterbiospider
Betacide pbiospider
Betacine pbiospider
E216db_source
E217 (Na salt)db_source
FEMA 2951db_source
Lexgard pbiospider
n-Propyl 4-hydroxybenzoatebiospider
N-propyl p-hydroxybenzoatebiospider
N-Propyl P-hydroxybenzoic acidGenerator
N-propyl-p-hydroxybenzoatebiospider
N-propylparabenbiospider
Nipagin pbiospider
P-Hydroxybenzoate propyl esterGenerator
P-hydroxybenzoic acid n-propyl esterbiospider
P-hydroxybenzoic acid propyl esterbiospider
P-hydroxybenzoic acid, propyl esterbiospider
P-hydroxybenzoic propyl esterbiospider
P-hydroxypropyl benzoatebiospider
P-Hydroxypropyl benzoic acidGenerator
P-OxybenzoesaeurepropylesterChEBI
Propyl P-hydroxybenzoic acidGenerator
Propylparabenbiospider
Propylparaben, USANdb_source
Protaben pbiospider
Tegosept pbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.96 g/LALOGPS
logP3.28ALOGPS
logP2.55ChemAxon
logS-2.3ALOGPS
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 Count4ChemAxon
Refractivity49.34 m³·mol⁻¹ChemAxon
Polarizability19.35 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H12O3
IUPAC namepropyl 4-hydroxybenzoate
InChI IdentifierInChI=1S/C10H12O3/c1-2-7-13-10(12)8-3-5-9(11)6-4-8/h3-6,11H,2,7H2,1H3
InChI KeyQELSKZZBTMNZEB-UHFFFAOYSA-N
Isomeric SMILESCCCOC(=O)C1=CC=C(O)C=C1
Average Molecular Weight180.2005
Monoisotopic Molecular Weight180.07864425
Classification
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

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 66.65%; H 6.71%; O 26.64%DFC
Melting PointMp 96-97°DFC
Boiling PointNot Available
Experimental Water Solubility0.5 mg/mL at 25 oCYALKOWSKY,SH & HE,Y (2003)
Experimental logP3.04HANSCH,C ET AL. (1995)
Experimental pKa7.91
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-00dr-4900000000-1b9740067a9969c2e70dSpectrum
GC-MSPropylparaben, non-derivatized, GC-MS Spectrumsplash10-00dr-2900000000-5ad831b2650fc930116cSpectrum
GC-MSPropylparaben, non-derivatized, GC-MS Spectrumsplash10-00dr-2900000000-5ad831b2650fc930116cSpectrum
Predicted GC-MSPropylparaben, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-4900000000-ea56320d2db779d7b4baSpectrum
Predicted GC-MSPropylparaben, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-3910000000-6627fe49566ac19f2646Spectrum
Predicted GC-MSPropylparaben, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-004i-0900000000-a528bf6bd610eaa4d56dSpectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-004i-0900000000-a528bf6bd610eaa4d56dSpectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0079-0900000000-f8b4d22e11212406a669Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-c2e531f56db73c6d33e8Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-00di-0900000000-3687d6281f4f012f14a8Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-00di-0900000000-cc364f1a508151d37b72Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-04f2ce573f4ba08b5bc8Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-32ccfdbd83a4d2db7d8bSpectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-004i-9000000000-57094c48887cb16375a4Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-000i-2900000000-f3c11565fcd12f9e860bSpectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-004r-0900000000-f3bacac2e75bf5f75e20Spectrum
MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-000l-4900000000-a177f5dd4882f3644ebcSpectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-002b-9400000000-9bab2a6dfc09b743ab7eSpectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-33c4bb8f3aa111e3c3aaSpectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-004i-2900000000-cae53eb5d810f1eb49c7Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0006-9200000000-0217e404cbb1450be5b2Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0079-0900000000-75d92497c0382dfbecd5Spectrum
MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-052f-9200000000-9b90e1d540d5b83dcbc2Spectrum
MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-052f-9200000000-fd8218d9ad65ba82afcaSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-2900000000-4ca188f06fa4b53e3248Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006x-9600000000-5d01c0904ab22d191c71Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9300000000-13a8f8a6fa20b2a61dd8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-1900000000-c039bed96e2f85d3b72cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000l-3900000000-476bdcb3573067826dc1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9400000000-7a7313c9b1e989f7c4dcSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
ChemSpider ID6907
ChEMBL IDCHEMBL194014
KEGG Compound IDNot Available
Pubchem Compound ID7175
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32574
CRC / DFC (Dictionary of Food Compounds) IDFBS67-S:FBS70-O
EAFUS ID3222
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1034161
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
smoky
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
burnt
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
hawthorn
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference