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
Structure for Methylparaben (DB14212)
- 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
Pharmacology
- Indication
Not Available
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Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- 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 outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- 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 regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Product Ingredients
Ingredient UNII CAS InChI Key Methylparaben sodium CR6K9C2NHK 5026-62-0 PESXGULMKCKJCC-UHFFFAOYSA-M - Over the Counter Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image isLeaf Long Lasting Waterproof Eyeliner Black Liquid 0.3 g/100g Topical C3 Co., Ltd. 2017-08-08 Not applicable US 
isLeaf Long Lasting Waterproof Eyeliner Brown Gel 0.3 g/100g Topical C3 Co., Ltd. 2017-08-08 Not applicable US isLeaf Tattoo Eyebrow Brown Gel 0.3 g/100g Topical C3 Co., Ltd. 2017-08-08 Not applicable US - Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image CLISMA LAX Methylparaben (0.05 g/100mL) + Sodium benzoate (0.1 g/100mL) + Sodium phosphate, dibasic (3.18 g/100mL) + Sodium phosphate, monobasic (13.91 g/100mL) Solution Rectal Alfasigma s.p.a. 2014-07-08 Not applicable Italy 
CLISMA LAX Methylparaben (0.05 g/100mL) + Sodium benzoate (0.1 g/100mL) + Sodium phosphate, dibasic (3.18 g/100mL) + Sodium phosphate, monobasic (13.91 g/100mL) Solution Rectal Alfasigma s.p.a. 2014-07-08 Not applicable Italy CLISMA LAX Methylparaben (0.05 g/100mL) + Sodium benzoate (0.1 g/100mL) + Sodium phosphate, dibasic (3.18 g/100mL) + Sodium phosphate, monobasic (13.91 g/100mL) Solution Rectal Alfasigma s.p.a. 2014-07-08 Not applicable Italy CLISMA LAX Methylparaben (0.05 g/100mL) + Sodium benzoate (0.1 g/100mL) + Sodium phosphate, dibasic (3.18 g/100mL) + Sodium phosphate, monobasic (13.91 g/100mL) Solution Rectal Alfasigma s.p.a. 2014-07-08 Not applicable Italy Double Eyelid Methylparaben (1 mg/5mL) + Glycerin (1 mg/5mL) + Hydroxyethyl ethylcellulose (1 mg/5mL) + Levocarnitine (1 mg/5mL) Cream Cutaneous Shantou Youjia E-Commerce Co., Ltd. 2024-02-01 2024-12-31 US - Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image isLeaf Long Lasting Waterproof Eyeliner Black Methylparaben (0.3 g/100g) Liquid Topical C3 Co., Ltd. 2017-08-08 Not applicable US isLeaf Long Lasting Waterproof Eyeliner Brown Methylparaben (0.3 g/100g) Gel Topical C3 Co., Ltd. 2017-08-08 Not applicable US isLeaf Tattoo Eyebrow Brown Methylparaben (0.3 g/100g) Gel Topical C3 Co., Ltd. 2017-08-08 Not applicable US
Categories
- Drug Categories
- Acids, Carbocyclic
- Benzene Derivatives
- Benzoates
- Cell-mediated Immunity
- Compounds used in a research, industrial, or household setting
- Hydroxy Acids
- Hydroxybenzoates
- Increased Histamine Release
- Pharmaceutic Aids
- Pharmaceutical Preparations
- Phenols
- Preservatives, Pharmaceutical
- Standardized Chemical Allergen
- 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
- External Links
- Human Metabolome Database
- HMDB0032572
- KEGG Drug
- D01400
- ChemSpider
- 7176
- BindingDB
- 50209100
- 29903
- ChEBI
- 31835
- ChEMBL
- CHEMBL325372
- ZINC
- ZINC000000001712
- PDBe Ligand
- MPB
- Wikipedia
- Methylparaben
- PDB Entries
- 2vk0 / 3mth / 7cia / 7dqu
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Solution Rectal Cream Cutaneous Liquid Topical 0.3 g/100g Gel Topical 0.3 g/100g Elixir Oral Kit Cutaneous - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 3.69 mg/mL ALOGPS logP 2.17 ALOGPS logP 1.67 Chemaxon logS -1.6 ALOGPS pKa (Strongest Acidic) 8.5 Chemaxon pKa (Strongest Basic) -6.1 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 46.53 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 40.06 m3·mol-1 Chemaxon Polarizability 15.15 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 134.1978102 predictedDarkChem Lite v0.1.0 [M-H]- 134.0553102 predictedDarkChem Lite v0.1.0 [M-H]- 133.9228102 predictedDarkChem Lite v0.1.0 [M-H]- 129.80933 predictedDeepCCS 1.0 (2019) [M+H]+ 134.7512102 predictedDarkChem Lite v0.1.0 [M+H]+ 134.6093102 predictedDarkChem Lite v0.1.0 [M+H]+ 134.5389102 predictedDarkChem Lite v0.1.0 [M+H]+ 133.63667 predictedDeepCCS 1.0 (2019) [M+Na]+ 134.1728102 predictedDarkChem Lite v0.1.0 [M+Na]+ 134.4354102 predictedDarkChem Lite v0.1.0 [M+Na]+ 134.0548102 predictedDarkChem Lite v0.1.0 [M+Na]+ 142.9171 predictedDeepCCS 1.0 (2019)
Drug created at July 04, 2018 19:37 / Updated at February 21, 2021 18:54