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Details

Stereochemistry ACHIRAL
Molecular Formula C8H7O3.Na
Molecular Weight 174.1291
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHYLPARABEN SODIUM

SMILES

[Na+].COC(=O)C1=CC=C([O-])C=C1

InChI

InChIKey=PESXGULMKCKJCC-UHFFFAOYSA-M
InChI=1S/C8H8O3.Na/c1-11-8(10)6-2-4-7(9)5-3-6;/h2-5,9H,1H3;/q;+1/p-1

HIDE SMILES / InChI

Description
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.

Originator

University of Budapest
2
Sources: Condensation of Dimethyl-a-resorcylyl Chlorides with Phenol Ethers. Journal fuer Praktische Chemie (Leipzig), 1913, 87:403-9

Approval Year

1974
168
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
Inhibitor
8297
Inhibitor
8297
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
Approved
8429
Olanzapine

Approved Use

Olanzapine 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 Date

1996
PubMed

PubMed

TitleDatePubMed
Alkaloids of Thalictrum angustifolium.
2002
Larvicidal effects of mineral turpentine, low aromatic white spirits, aqueous extracts of Cassia alata, and aqueous extracts, ethanolic extracts and essential oil of betel leaf (Piper betle) on Chrysomya megacephala.
2002 Dec
[Analysis of preservatives in cosmetics by gas chromatography].
2002 May
[Studies for analyzing phenoxyethanol and parabens in commercial lotions].
2003
Allergy and toxic reactions to local anesthetics.
2003 Apr
Metabolic profiling of root exudates of Arabidopsis thaliana.
2003 Apr 23
Simultaneous determination of methylparaben, propylparaben, hydrocortisone acetate and its degradation products in a topical cream by RP-HPLC.
2003 Aug 8
Vasoactive properties of lignocaine administered by iontophoresis in human skin.
2003 Jan
Determination of methylparaben in o/w emulsions by solid-phase extraction and high-performance liquid chromatography.
2003 Jan-Feb
Oestrogenic activity of benzylparaben.
2003 Jan-Feb
In vivo and in vitro estrogen bioactivities of alkyl parabens.
2003 Jul
Determination of methylparaben, propylparaben, triamcinolone acetonide and its degradation product in a topical cream by RP-HPLC.
2003 Jun
Effects of methyl p-hydroxybenzoate (methyl paraben) on Ca2+ concentration and histamine release in rat peritoneal mast cells.
2003 May
Diffusion of preservatives from topical dosage forms: a comparative study.
2003 May-Jun
Antiprotozoal activities of symmetrical bishydroxamic acids.
2003 Oct 1
Reversed-phase porous silica rods, an alternative approach to high-performance liquid chromatographic separation using the sequential injection chromatography technique.
2003 Oct 10
Determination of bifonazole in creams containing methyl- and propyl p-hydroxybenzoate by derivative spectrophotometric method.
2003 Sep 15
Burkholderia cepacia infections associated with intrinsically contaminated ultrasound gel: the role of microbial degradation of parabens.
2004 Apr
Allergic contact dermatitis to condoms: description of a clinical case and analytical review of current literature.
2004 Aug
Separation of preservatives in cosmetic products by micellar electrokinetic chromatography.
2004 Dec
Simultaneous determination of metformin in combination with rosiglitazone by reversed-phase liquid chromatography.
2004 Feb
Effect of heat on the percutaneous absorption and skin retention of three model penetrants.
2004 Feb
Release of simulated anthrax particles from disposable respirators.
2004 Jan
Simultaneous high-performance liquid chromatographic determination of pioglitazone and metformin in pharmaceutical-dosage form.
2004 Jan
Determination of combined p-hydroxy benzoic acid preservatives in a liquid pharmaceutical formulation by HPLC.
2004 Jan 27
Concentrations of parabens in human breast tumours.
2004 Jan-Feb
Single crystal EPR studies of an organic NLO material: methyl-p-hydroxy benzoate.
2004 Jul
HPLC determination of estradiol, its degradation product, and preservatives in new topical formulation Estrogel HBF.
2004 Jul
Phenolic compounds and flavonoids as plant growth regulators from fruit and leaf of Vitex rotundifolia.
2004 Jul-Aug
Allergic contact sensitivity in elderly patients.
2004 Jun
Solvent effects on infrared spectra of methyl 4-hydroxybenzoate in pure organic solvents and in ethanol/CCl4 binary solvents.
2004 Jun
Measurement of anti-HIV activity of marketed vaginal products and excipients using a PBMC-based in vitro assay.
2004 Mar
Comparison of equations describing band broadening in high-performance liquid chromatography.
2004 Mar 19
Simultaneous HPLC determination of ketoprofen and its degradation products in the presence of preservatives in pharmaceuticals.
2004 Nov 15
Characterization of three glycosyltransferases involved in the biosynthesis of the phenolic glycolipid antigens from the Mycobacterium tuberculosis complex.
2004 Oct 8
Morphometric analysis of mice uteri treated with the preservatives methyl, ethyl, propyl, and butylparaben.
2004 Sep
Prevalence and relevance of contact dermatitis allergens: a meta-analysis of 15 years of published T.R.U.E. test data.
2004 Sep
High performance liquid chromatographic determination of oxeladin citrate and oxybutynin hydrochloride and their degradation products.
2005 Aug
[Synthesis of 2,3,4-trihydroxyacetophenone hydrazones and study on their spectral properties].
2005 Feb
Estrogenic activity of cosmetic components in reporter cell lines: parabens, UV screens, and musks.
2005 Feb 27
Thermodynamics of solubility, sublimation and solvation processes of parabens.
2005 Jan
Partition of antimicrobial additives in an intravenous emulsion and their effect on emulsion physical stability.
2005 Jan 20
Oestrogenic activity of p-hydroxybenzoic acid (common metabolite of paraben esters) and methylparaben in human breast cancer cell lines.
2005 Jul-Aug
Propyl paraben induces potassium efflux in Escherichia coli.
2005 Jun
Decrease in skin permeation and antibacterial effect of parabens by a polymeric additive, poly(2-methacryloyloxyethyl phosphorylcholine-co-butylmetacrylate).
2005 Mar
Inter- and intralaboratory variation of in vitro diffusion cell measurements: an international multicenter study using quasi-standardized methods and materials.
2005 Mar
Stability assessment of pharmaceuticals by isothermal calorimetry: two component systems.
2005 Mar 23
Effect of homocysteine-lowering nutrients on blood lipids: results from four randomised, placebo-controlled studies in healthy humans.
2005 May
Simultaneous determination of preservatives (benzoic acid, sorbic acid, methylparaben and propylparaben) in foodstuffs using high-performance liquid chromatography.
2005 May 6
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
Patents

Patents

04006123
3
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2
04293484
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04293486
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04293489
2
04297277
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04373953
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04607053
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04713474
2
04753962
2
05225425
2
05240938
3
JP2000204017A
2
JP2000204039A
2
JP2000256583A
2
JP2000327591A
2
JP2001026542A
2
JP2002533379A
53
JP2003002810A
2
JP2003012420A
2
JP2003342146A
2
JP2003512415A
2
JP2004231895A
2
JP2004520358A
16
JP2005535711A
5
JP2007031394A
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JP2007161641A
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JP2007169242A
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JP2008295837A
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JP2011006454A
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JP2011162519A
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JP2011524901A
14
JP3844491B2
8
JP5302239B2
2
JPH01275501A
2
JPH01287018A
2
JPH02200611A
2
JPH0273014A
2
JPH03184539A
2
JPH04120011A
2
JPH05194257A
2
JPH06122618A
2
JPH0710752A
8
JPH07238086A
2
JPH07278251A
2
JPH08310928A
2
JPH0838196A
2
JPH09176029A
2
JPH09249534A
2
JPH11508482A
2
JPS57183780A
2
JPS5929614A
2
JPS608202A
2

Sample Use Guides

In Vivo Use Guide
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
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.
Name Type Language
METHYLPARABEN SODIUM
II   USAN  
USAN  
Official Name English
SODIUM METHYL PARAHYDROXYBENZOATE
EP  
Systematic Name English
METHYLPARABEN SODIUM [II]
Common Name English
SODIUM METHYLPARABEN
INCI  
INCI  
Official Name English
SODIUM METHYL PARAHYDROXYBENZOATE [EP MONOGRAPH]
Common Name English
SODIUM METHYL PARABEN
Common Name English
METHYLPARABEN SODIUM [USAN]
Common Name English
SOLBROL M SODIUM SALT
Brand Name English
SODIUM METHYL P-HYDROXYBENZOATE ( E 219)
Common Name English
SODIUM METHYL HYDROXYBENZOATE [MART.]
Common Name English
PARIDOL MNA
Brand Name English
NS 3500S
Brand Name English
SODIUM METHYL HYDROXYBENZOATE
MART.  
Systematic Name English
NIPAGIN M SODIUM
Brand Name English
PARATEXIN MS
Brand Name English
SODIUM METHYLPARABEN [INCI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C92608
Created by admin on Sat Dec 16 04:48:05 GMT 2023 , Edited by admin on Sat Dec 16 04:48:05 GMT 2023
EPA PESTICIDE CODE 61207
Created by admin on Sat Dec 16 04:48:05 GMT 2023 , Edited by admin on Sat Dec 16 04:48:05 GMT 2023
Code System Code Type Description
USAN
Y-26
Created by admin on Sat Dec 16 04:48:05 GMT 2023 , Edited by admin on Sat Dec 16 04:48:05 GMT 2023
PRIMARY
NCI_THESAURUS
C77479
Created by admin on Sat Dec 16 04:48:05 GMT 2023 , Edited by admin on Sat Dec 16 04:48:05 GMT 2023
PRIMARY
DAILYMED
CR6K9C2NHK
Created by admin on Sat Dec 16 04:48:05 GMT 2023 , Edited by admin on Sat Dec 16 04:48:05 GMT 2023
PRIMARY
DRUG BANK
DBSALT002761
Created by admin on Sat Dec 16 04:48:05 GMT 2023 , Edited by admin on Sat Dec 16 04:48:05 GMT 2023
PRIMARY
EPA CompTox
DTXSID1042156
Created by admin on Sat Dec 16 04:48:05 GMT 2023 , Edited by admin on Sat Dec 16 04:48:05 GMT 2023
PRIMARY
EVMPD
SUB12300MIG
Created by admin on Sat Dec 16 04:48:05 GMT 2023 , Edited by admin on Sat Dec 16 04:48:05 GMT 2023
PRIMARY
RXCUI
1310557
Created by admin on Sat Dec 16 04:48:05 GMT 2023 , Edited by admin on Sat Dec 16 04:48:05 GMT 2023
PRIMARY RxNorm
ChEMBL
CHEMBL325372
Created by admin on Sat Dec 16 04:48:05 GMT 2023 , Edited by admin on Sat Dec 16 04:48:05 GMT 2023
PRIMARY
FDA UNII
CR6K9C2NHK
Created by admin on Sat Dec 16 04:48:05 GMT 2023 , Edited by admin on Sat Dec 16 04:48:05 GMT 2023
PRIMARY
CAS
5026-62-0
Created by admin on Sat Dec 16 04:48:05 GMT 2023 , Edited by admin on Sat Dec 16 04:48:05 GMT 2023
PRIMARY
PUBCHEM
23663626
Created by admin on Sat Dec 16 04:48:05 GMT 2023 , Edited by admin on Sat Dec 16 04:48:05 GMT 2023
PRIMARY
ECHA (EC/EINECS)
225-714-1
Created by admin on Sat Dec 16 04:48:05 GMT 2023 , Edited by admin on Sat Dec 16 04:48:05 GMT 2023
PRIMARY
SMS_ID
100000079320
Created by admin on Sat Dec 16 04:48:05 GMT 2023 , Edited by admin on Sat Dec 16 04:48:05 GMT 2023
PRIMARY
WIKIPEDIA
SODIUM METHYLPARABEN
Created by admin on Sat Dec 16 04:48:05 GMT 2023 , Edited by admin on Sat Dec 16 04:48:05 GMT 2023
PRIMARY
PARENT (SALT/SOLVATE)
Structure of METHYLPARABEN
SUBSTANCE RECORD
Structure of METHYLPARABEN SODIUM
NIH
NCATS
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ACCESSIBILITY
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