Details
Stereochemistry | ACHIRAL |
Molecular Formula | C8H8O3 |
Molecular Weight | 152.1473 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC(=O)C1=CC=C(O)C=C1
InChI
InChIKey=LXCFILQKKLGQFO-UHFFFAOYSA-N
InChI=1S/C8H8O3/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5,9H,1H3
DescriptionCurator's Comment: description was created based on several sources, including
https://www.fda.gov/Food/IngredientsPackagingLabeling/GRAS/SCOGS/ucm260472.htm
Curator's Comment: description was created based on several sources, including
https://www.fda.gov/Food/IngredientsPackagingLabeling/GRAS/SCOGS/ucm260472.htm
Methylparaben (E number E218) is preservative in the food, cosmetic, and pharmaceutical industries. It is completely absorbed through the skin or after ingestion and and it is hydrolyzed to para-hydroxybenzoic acid, and metabolites are rapidly excreted in the urine. Methylparaben is on the FDA generally regarded as safe list.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: GO:0015825 Sources: https://www.ncbi.nlm.nih.gov/pubmed/4633553 |
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Target ID: GO:0061621 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8987716 |
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Target ID: GO:0032774 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6189812 |
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Target ID: GO:0071897 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6189812 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Inactive ingredient | Olanzapine Approved UseOlanzapine is used to treat the symptoms of psychotic conditions such as schizophrenia and bipolar disorder (manic depression) in adults and children who are at least 13 years old. Launch Date1996 |
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PubMed
Title | Date | PubMed |
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Alkaloids of Thalictrum angustifolium. | 2002 |
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[Studies for analyzing phenoxyethanol and parabens in commercial lotions]. | 2003 |
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Crystallization of two forms of a cyclodextrin inclusion complex containing a common organic guest. | 2003 Aug 21 |
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Solvent effects in permeation assessed in vivo by skin surface biopsy. | 2003 Dec 18 |
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In vivo and in vitro estrogen bioactivities of alkyl parabens. | 2003 Jul |
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Antiprotozoal activities of symmetrical bishydroxamic acids. | 2003 Oct 1 |
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Reversed-phase porous silica rods, an alternative approach to high-performance liquid chromatographic separation using the sequential injection chromatography technique. | 2003 Oct 10 |
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The physical stability of thermally-stressed phospholipid-based emulsions containing methyl, propyl and heptyl parabens as model drugs. | 2003 Oct 20 |
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[Evaluation of interaction between drugs and ordered phospholipid membrane by immobilized artificial membrane chromatography]. | 2003 Sep |
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Determination of bifonazole in creams containing methyl- and propyl p-hydroxybenzoate by derivative spectrophotometric method. | 2003 Sep 15 |
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Burkholderia cepacia infections associated with intrinsically contaminated ultrasound gel: the role of microbial degradation of parabens. | 2004 Apr |
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Allergic contact dermatitis to condoms: description of a clinical case and analytical review of current literature. | 2004 Aug |
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Separation of preservatives in cosmetic products by micellar electrokinetic chromatography. | 2004 Dec |
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Simultaneous determination of metformin in combination with rosiglitazone by reversed-phase liquid chromatography. | 2004 Feb |
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Effect of heat on the percutaneous absorption and skin retention of three model penetrants. | 2004 Feb |
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Release of simulated anthrax particles from disposable respirators. | 2004 Jan |
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Simultaneous high-performance liquid chromatographic determination of pioglitazone and metformin in pharmaceutical-dosage form. | 2004 Jan |
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Determination of combined p-hydroxy benzoic acid preservatives in a liquid pharmaceutical formulation by HPLC. | 2004 Jan 27 |
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Concentrations of parabens in human breast tumours. | 2004 Jan-Feb |
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Single crystal EPR studies of an organic NLO material: methyl-p-hydroxy benzoate. | 2004 Jul |
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HPLC determination of estradiol, its degradation product, and preservatives in new topical formulation Estrogel HBF. | 2004 Jul |
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Phenolic compounds and flavonoids as plant growth regulators from fruit and leaf of Vitex rotundifolia. | 2004 Jul-Aug |
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Preventing sexual transmission of HIV: anti-HIV bioregulatory and homeostatic components of commercial sexual lubricants. | 2004 Jul-Dec |
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Allergic contact sensitivity in elderly patients. | 2004 Jun |
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Solvent effects on infrared spectra of methyl 4-hydroxybenzoate in pure organic solvents and in ethanol/CCl4 binary solvents. | 2004 Jun |
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Measurement of anti-HIV activity of marketed vaginal products and excipients using a PBMC-based in vitro assay. | 2004 Mar |
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Comparison of equations describing band broadening in high-performance liquid chromatography. | 2004 Mar 19 |
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Simultaneous HPLC determination of ketoprofen and its degradation products in the presence of preservatives in pharmaceuticals. | 2004 Nov 15 |
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Characterization of three glycosyltransferases involved in the biosynthesis of the phenolic glycolipid antigens from the Mycobacterium tuberculosis complex. | 2004 Oct 8 |
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Morphometric analysis of mice uteri treated with the preservatives methyl, ethyl, propyl, and butylparaben. | 2004 Sep |
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Prevalence and relevance of contact dermatitis allergens: a meta-analysis of 15 years of published T.R.U.E. test data. | 2004 Sep |
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High performance liquid chromatographic determination of oxeladin citrate and oxybutynin hydrochloride and their degradation products. | 2005 Aug |
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[Synthesis of 2,3,4-trihydroxyacetophenone hydrazones and study on their spectral properties]. | 2005 Feb |
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Estrogenic activity of cosmetic components in reporter cell lines: parabens, UV screens, and musks. | 2005 Feb 27 |
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Thermodynamics of solubility, sublimation and solvation processes of parabens. | 2005 Jan |
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Partition of antimicrobial additives in an intravenous emulsion and their effect on emulsion physical stability. | 2005 Jan 20 |
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Safety assessment of esters of p-hydroxybenzoic acid (parabens). | 2005 Jul |
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A novel gradient HPLC method for simultaneous determination of ranitidine, methylparaben and propylparaben in oral liquid pharmaceutical formulation. | 2005 Jul 15 |
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Oestrogenic activity of p-hydroxybenzoic acid (common metabolite of paraben esters) and methylparaben in human breast cancer cell lines. | 2005 Jul-Aug |
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Parabens: a review of epidemiology, structure, allergenicity, and hormonal properties. | 2005 Jun |
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Propyl paraben induces potassium efflux in Escherichia coli. | 2005 Jun |
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Decrease in skin permeation and antibacterial effect of parabens by a polymeric additive, poly(2-methacryloyloxyethyl phosphorylcholine-co-butylmetacrylate). | 2005 Mar |
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Inter- and intralaboratory variation of in vitro diffusion cell measurements: an international multicenter study using quasi-standardized methods and materials. | 2005 Mar |
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The use of colloidal microgels as a (trans)dermal drug delivery system. | 2005 Mar 23 |
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Stability assessment of pharmaceuticals by isothermal calorimetry: two component systems. | 2005 Mar 23 |
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Development and validation of a stability indicating HPLC method for determination of lisinopril, lisinopril degradation product and parabens in the lisinopril extemporaneous formulation. | 2005 Mar 9 |
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Effect of homocysteine-lowering nutrients on blood lipids: results from four randomised, placebo-controlled studies in healthy humans. | 2005 May |
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Simultaneous determination of preservatives (benzoic acid, sorbic acid, methylparaben and propylparaben) in foodstuffs using high-performance liquid chromatography. | 2005 May 6 |
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Novel solid-phase extraction protocol for 11-nor-9-carboxy-delta9-tetrahydrocannabinol from urine samples employing a polymeric mixed-mode cation-exchange resin, Strata-X-C, suitable for gas chromatography-mass spectrometry or liquid chromatography-mass spectrometry analysis. | 2005 May 6 |
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The effect of unsaturated fatty acids in benzyl alcohol on the percutaneous permeation of three model penetrants. | 2005 Sep 14 |
Patents
Sample Use Guides
Methylparaben is used as a preservative in the food, cosmetic, and pharmaceutical industries. It is administered orally with food or applied topically with cosmetic products.
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24542410
The fungistatic activity of methyl parahydroxybenzoate was determined against Candida albicans, Trichophyton rubrum, T. mentagrophytes, Microsporum audouini, Geotrichum asteroides, and Cryptococcus neoformans. Methylparaben was effective at concentrations of 150 to 350 mg/ml.
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Classification Tree | Code System | Code | ||
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CFR |
21 CFR 172.515
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CODEX ALIMENTARIUS (GSFA) |
INS-218
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JECFA EVALUATION |
INS-218
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NDF-RT |
N0000185508
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DSLD |
1906 (Number of products:2)
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NCI_THESAURUS |
C92608
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EPA PESTICIDE CODE |
61201
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CFR |
21 CFR 184.1490
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C76720
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N0000171131
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PRIMARY | Allergens [Chemical/Ingredient] | ||
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31835
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N0000184306
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29903
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99-76-3
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METHYLPARABEN
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1766
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C015358
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1432005
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7456
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N0000175629
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CHEMBL325372
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METHYLPARABEN
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PRIMARY | Description: Colourless crystals or a white, crystalline powder; odourless or almost odourless. Solubility: Very slightly soluble in water; soluble in boiling water; freely soluble in ethanol (~750 g/l) TS and ether R. Category: Antimicrobial preservative. Storage: Methyl hydroxybenzoate should be kept in a well-closed container.Additional information: Methyl hydroxybenzoate is normally used in combination with other hydroxybenzoates. Requirements: Methyl hydroxybenzoate contains not less than 99.0% and not more than the equivalent of 101.0% of C8H8O3, calculated with reference to the dried substance. | ||
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A2I8C7HI9T
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406127
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A2I8C7HI9T
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202-785-7
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)
SALT/SOLVATE (PARENT)