Record Information
Version1.0
Creation date2010-04-08 22:09:10 UTC
Update date2018-05-28 22:48:19 UTC
Primary IDFDB010509
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMethylparaben
DescriptionAntimicrobial agent, preservative, flavouring agent. Constituent of cloudberry, yellow passion fruit, white wine, botrytised wine and Bourbon vanilla. Methylparaben is found in saffron, alcoholic beverages, and fruits.
CAS Number99-76-3
Structure
Thumb
Synonyms
SynonymSource
4-Hydroxybenzoic acid methyl esterChEBI
e 218ChEBI
e218ChEBI
FEMA no. 2710ChEBI
INS no. 218ChEBI
INS number 218ChEBI
MaseptolChEBI
MetabenChEBI
MethabenChEBI
Methyl butexChEBI
Methyl chemoseptChEBI
Methyl p-hydroxybenzoateChEBI
Methyl parabenChEBI
Methyl parahydroxybenzoateChEBI
MetoxydeChEBI
MoldexChEBI
NipaginChEBI
p-CarbomethoxyphenolChEBI
p-Hydroxybenzoic acid methyl esterChEBI
p-MethoxycarbonylphenolChEBI
p-OxybenzoesauremethylesterChEBI
ParidolChEBI
PreservalChEBI
SeptosChEBI
SolbrolChEBI
Tegosept mChEBI
4-Hydroxybenzoate methyl esterGenerator
Methyl p-hydroxybenzoic acidGenerator
Methyl parahydroxybenzoic acidGenerator
p-Hydroxybenzoate methyl esterGenerator
4-(Methoxycarbonyl)phenolHMDB
Benzoic acid, 4-hydroxy-, methyl esterHMDB
Benzoic acid, p-hydroxy-, methyl esterHMDB
Methyl 4-hydroxybenzoateHMDB
Methyl ester OF p-hydroxybenzoic acidHMDB
Methyl p-oxybenzoateHMDB
Methyl paraseptHMDB
Methyl-p-hydroxybenzoateHMDB
Nipagin mHMDB
p-Hydroxybenzoic acid, methyl esterHMDB
p-Hydroxybenzoic methyl esterHMDB
Methyl-4-hydroxybenzoateMeSH
Methylparaben, sodium saltMeSH
4-hydroxybenzoic acid methyl esterbiospider
E218db_source
E219 (Na salt)db_source
FEMA 2710db_source
Methyl ester of p-hydroxybenzoic acidbiospider
Methyl P-hydroxybenzoic acidGenerator
Methylparabendb_source
Nipagin Mdb_source
P-carbomethoxyphenolbiospider
P-Hydroxybenzoate methyl esterGenerator
P-hydroxybenzoic acid methyl esterbiospider
P-hydroxybenzoic acid, methyl esterbiospider
P-hydroxybenzoic methyl esterbiospider
P-methoxycarbonylphenolbiospider
P-OxybenzoesauremethylesterChEBI
Tegosept Mdb_source
Predicted Properties
PropertyValueSource
Water Solubility3.69 g/LALOGPS
logP2.17ALOGPS
logP1.67ChemAxon
logS-1.6ALOGPS
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 Count2ChemAxon
Refractivity40.06 m³·mol⁻¹ChemAxon
Polarizability15.15 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H8O3
IUPAC namemethyl 4-hydroxybenzoate
InChI IdentifierInChI=1S/C8H8O3/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5,9H,1H3
InChI KeyLXCFILQKKLGQFO-UHFFFAOYSA-N
Isomeric SMILESCOC(=O)C1=CC=C(O)C=C1
Average Molecular Weight152.1473
Monoisotopic Molecular Weight152.047344122
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
  • Methyl ester
  • 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
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 63.15%; H 5.30%; O 31.55%DFC
Melting PointMp 131° (127-129°)DFC
Boiling PointBp 270-280° dec.DFC
Experimental Water Solubility2.5 mg/mL at 25 oCYALKOWSKY,SH & HE,Y (2003)
Experimental logP1.96HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-4900000000-5aa5692082b66b714b5dView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-5900000000-f3eccc0d6c2c948bd57bView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-4900000000-c5ef5603a5b5d1102f5aView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-4900000000-5aa5692082b66b714b5dView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-5900000000-f3eccc0d6c2c948bd57bView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-4900000000-c5ef5603a5b5d1102f5aView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-5900000000-3ed4794b0abcfd130f36View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-4920000000-b5bddbd000212b52d3e3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-e340d9e85783b175426eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uk9-0900000000-9f98d629ade444f4fbb1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dl-9500000000-32f5caf98f5ad60ffa16View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-781a1ddebbdbcc9b39adView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-41cbbcb3f2de007616e9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-7900000000-f51bfe0dca5a352b0e11View in MoNA
MSMass Spectrum (Electron Ionization)splash10-00di-7900000000-42b2fb742e91f0c75f63View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID7176
ChEMBL IDCHEMBL325372
KEGG Compound IDNot Available
Pubchem Compound ID7456
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32572
CRC / DFC (Dictionary of Food Compounds) IDFBS67-S:FBS68-T
EAFUS ID2368
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00030771
HET IDMPB
Flavornet IDNot Available
GoodScent IDrw1032731
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
odorless
  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— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.