NAV

Methylparaben

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Methylparaben
DrugBank Accession Number
DB14212
Background

Methylparaben is used in allergenic testing.

Type
Small Molecule
Groups
Approved
Structure
3D
Similar Structures
Weight
Average: 152.1473
Monoisotopic: 152.047344122
Chemical Formula
C8H8O3
Synonyms
  • Methyl 4-hydroxybenzoate
  • methyl p-hydroxybenzoate
  • Methyl paraben
  • Methylparaben
  • p-Hydroxybenzoic acid methyl ester
  • p-Methoxycarbonylphenol
  • p-Oxybenzoesauremethylester
External IDs
  • BRN 0509801
  • Caswell No. 573PP
  • CCRIS 3946
  • E218
  • EC 202-785-7
  • FEMA No. 2710
  • INS No. 218
Poor quality drug data slowing you down?
Unlock 38% more drug discovery time and eliminate decision-making doubts with this one-stop guide to quality drug data.
Download eBook
Poor quality drug data slowing you down?
Download eBook

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
No interactions found.

Products

Drug product information from 10+ global regions
Our datasets provide approved product information including:
dosage, form, labeller, route of administration, and marketing period.
Access now
Access drug product information from over 10 global regions.
Access now
Product Ingredients
IngredientUNIICASInChI Key
Methylparaben sodiumCR6K9C2NHK5026-62-0PESXGULMKCKJCC-UHFFFAOYSA-M
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
isLeaf Long Lasting Waterproof Eyeliner BlackLiquid0.3 g/100gTopicalC3 Co., Ltd.2017-08-08Not applicableUS flag
isLeaf Long Lasting Waterproof Eyeliner BrownGel0.3 g/100gTopicalC3 Co., Ltd.2017-08-08Not applicableUS flag
isLeaf Tattoo Eyebrow BrownGel0.3 g/100gTopicalC3 Co., Ltd.2017-08-08Not applicableUS flag
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
CLISMA LAXMethylparaben (0.05 g/100mL) + Sodium benzoate (0.1 g/100mL) + Sodium phosphate, dibasic (3.18 g/100mL) + Sodium phosphate, monobasic (13.91 g/100mL)SolutionRectalAlfasigma s.p.a.2014-07-08Not applicableItaly flag
CLISMA LAXMethylparaben (0.05 g/100mL) + Sodium benzoate (0.1 g/100mL) + Sodium phosphate, dibasic (3.18 g/100mL) + Sodium phosphate, monobasic (13.91 g/100mL)SolutionRectalAlfasigma s.p.a.2014-07-08Not applicableItaly flag
CLISMA LAXMethylparaben (0.05 g/100mL) + Sodium benzoate (0.1 g/100mL) + Sodium phosphate, dibasic (3.18 g/100mL) + Sodium phosphate, monobasic (13.91 g/100mL)SolutionRectalAlfasigma s.p.a.2014-07-08Not applicableItaly flag
CLISMA LAXMethylparaben (0.05 g/100mL) + Sodium benzoate (0.1 g/100mL) + Sodium phosphate, dibasic (3.18 g/100mL) + Sodium phosphate, monobasic (13.91 g/100mL)SolutionRectalAlfasigma s.p.a.2014-07-08Not applicableItaly flag
T.R.U.E. Test Thin-Layer Rapid Use Patch TestMethylparaben (162 ug/48h) + 2,2'-Dibenzothiazyl disulfide (20 ug/48h) + 2-mercaptobenzothiazole (61 ug/48h) + 4-(Isopropylamino)diphenylamine (10 ug/48h) + Bacitracin (486 ug/48h) + Balsam of Peru (648 ug/48h) + Benzocaine (378 ug/48h) + Benzylparaben (162 ug/48h) + Bisphenol A diglycidyl ether (32 ug/48h) + Bromothalonil (4 ug/48h) + Bronopol (203 ug/48h) + Budesonide (0.8 ug/48h) + Butylparaben (162 ug/48h) + Chlorquinaldol (77 ug/48h) + Cinchocaine hydrochloride (66 ug/48h) + Cinnamaldehyde (41 ug/48h) + Cinnamyl alcohol (63 ug/48h) + Clioquinol (77 ug/48h) + Cobalt chloride hexahydrate (4 ug/48h) + Diazolidinylurea (446 ug/48h) + Potassium dichromate (15.7 ug/48h) + Dipentamethylenethiuram disulfide (5.5 ug/48h) + Diphenylguanidine (68 ug/48h) + Disperse Blue 106 (41 ug/48h) + Disulfiram (5.5 ug/48h) + Ditiocarb zinc (68 ug/48h) + Ethyl hydroxybenzoate (162 ug/48h) + Ethylenediamine (18 ug/48h) + Eugenol (41 ug/48h) + Evernia prunastri (81 ug/48h) + Formaldehyde (146 ug/48h) + Geraniol (81 ug/48h) + Hydrocortisone butyrate (16 ug/48h) + Hydroxycitronellal (63 ug/48h) + Imidurea (486 ug/48h) + Isoeugenol (17 ug/48h) + Lanolin alcohols (810 ug/48h) + Methylchloroisothiazolinone (3 ug/48h) + Morpholinylmercaptobenzothiazole (20 ug/48h) + N,N'-diphenyl-1,4-phenylenediamine (25 ug/48h) + N-Cyclohexyl-N'-phenyl-1,4-phenylenediamine (25 ug/48h) + Neomycin sulfate (486 ug/48h) + Nickel sulfate hexahydrate (36 ug/48h) + Parthenolide (2 ug/48h) + Propylparaben (162 ug/48h) + Quaternium-15 (81 ug/48h) + Rosin (972 ug/48h) + Sodium aurotiosulfate (23 ug/48h) + Tetracaine hydrochloride (66 ug/48h) + Tetramethylthiuram monosulfide (5.5 ug/48h) + Thimerosal (6 ug/48h) + Thiohexam (20 ug/48h) + Thiram (5.5 ug/48h) + Tixocortol pivalate (2 ug/48h) + Zinc dibutyldithiocarbamate (68 ug/48h) + alpha-Amyl cinnamaldehyde (17 ug/48h) + p-Phenylenediamine (65 ug/48h) + p-tert-Butylphenol-formaldehyde resin (low molecular weight) (36 ug/48h)KitCutaneousSmartPractice Denmark ApS2012-03-01Not applicableUS flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
isLeaf Long Lasting Waterproof Eyeliner BlackMethylparaben (0.3 g/100g)LiquidTopicalC3 Co., Ltd.2017-08-08Not applicableUS flag
isLeaf Long Lasting Waterproof Eyeliner BrownMethylparaben (0.3 g/100g)GelTopicalC3 Co., Ltd.2017-08-08Not applicableUS flag
isLeaf Tattoo Eyebrow BrownMethylparaben (0.3 g/100g)GelTopicalC3 Co., Ltd.2017-08-08Not applicableUS flag

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound 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.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
p-Hydroxybenzoic acid alkyl esters
Alternative Parents
Benzoyl derivatives / 1-hydroxy-2-unsubstituted benzenoids / Methyl esters / Monocarboxylic acids and derivatives / Organooxygen compounds / Organic oxides / Hydrocarbon derivatives
Substituents
1-hydroxy-2-unsubstituted benzenoid / Aromatic homomonocyclic compound / Benzoyl / Carboxylic acid derivative / Carboxylic acid ester / Hydrocarbon derivative / Methyl ester / Monocarboxylic acid or derivatives / Organic oxide / Organic oxygen compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
paraben, 4-hydroxybenzoate ester (CHEBI:31835)
Affected organisms
Not Available

Chemical Identifiers

UNII
A2I8C7HI9T
CAS number
99-76-3
InChI Key
LXCFILQKKLGQFO-UHFFFAOYSA-N
InChI
InChI=1S/C8H8O3/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5,9H,1H3
IUPAC Name
methyl 4-hydroxybenzoate
SMILES
COC(=O)C1=CC=C(O)C=C1

References

General References
Not Available
Human Metabolome Database
HMDB0032572
KEGG Drug
D01400
ChemSpider
7176
BindingDB
50209100
RxNav
29903
ChEBI
31835
ChEMBL
CHEMBL325372
ZINC
ZINC000000001712
PDBe Ligand
MPB
Wikipedia
Methylparaben
PDB Entries
2vk0 / 3mth / 7cia / 7dqu

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
SolutionRectal
LiquidTopical0.3 g/100g
GelTopical0.3 g/100g
ElixirOral
KitCutaneous
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility3.69 mg/mLALOGPS
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 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity40.06 m3·mol-1Chemaxon
Polarizability15.15 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-00di-5900000000-3ed4794b0abcfd130f36
GC-MS Spectrum - EI-BGC-MSsplash10-00di-4900000000-5aa5692082b66b714b5d
GC-MS Spectrum - EI-BGC-MSsplash10-00di-5900000000-f3eccc0d6c2c948bd57b
GC-MS Spectrum - EI-BGC-MSsplash10-00di-4900000000-c5ef5603a5b5d1102f5a
Mass Spectrum (Electron Ionization)MSsplash10-00di-7900000000-42b2fb742e91f0c75f63
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-006x-9800000000-db333eb15a9aef7de013
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-3900000000-b0758bc88715f3a6219c
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-006x-9600000000-4727fe70a5fd96c777ed
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0fkc-3900000000-b921078ecdfd10adc2f5
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-052de551c1cfb2809921
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9400000000-5dbb613a380508ea9c58
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-134.1978102
predicted
DarkChem Lite v0.1.0
[M-H]-134.0553102
predicted
DarkChem Lite v0.1.0
[M-H]-133.9228102
predicted
DarkChem Lite v0.1.0
[M-H]-129.80933
predicted
DeepCCS 1.0 (2019)
[M+H]+134.7512102
predicted
DarkChem Lite v0.1.0
[M+H]+134.6093102
predicted
DarkChem Lite v0.1.0
[M+H]+134.5389102
predicted
DarkChem Lite v0.1.0
[M+H]+133.63667
predicted
DeepCCS 1.0 (2019)
[M+Na]+134.1728102
predicted
DarkChem Lite v0.1.0
[M+Na]+134.4354102
predicted
DarkChem Lite v0.1.0
[M+Na]+134.0548102
predicted
DarkChem Lite v0.1.0
[M+Na]+142.9171
predicted
DeepCCS 1.0 (2019)

Drug created at July 04, 2018 19:37 / Updated at February 21, 2021 18:54