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Details

Stereochemistry ACHIRAL
Molecular Formula C9H9O3.Na
Molecular Weight 188.1557
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYLPARABEN SODIUM

SMILES

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

InChI

InChIKey=QYNMSPKSYXPZHG-UHFFFAOYSA-M
InChI=1S/C9H10O3.Na/c1-2-12-9(11)7-3-5-8(10)6-4-7;/h3-6,10H,2H2,1H3;/q;+1/p-1

HIDE SMILES / InChI

Description
Curator's Comment: http://www.fda.gov/Cosmetics/ProductsIngredients/Ingredients/ucm128042.htm http://www.connectchemicals.com/en/products-finder/ethyl-paraben-ep-120-47-8-153/?from=application-skin-care/function-preservative http://www.mattilsynet.no/kosmetikk/stoffer_i_kosmetikk/parabener/eus_vitenskapskomite_paa_kosmetikkomraadet_om_parabener_mars_2011.8143/binary/EUs%20vitenskapskomite%20på%20kosmetikkområdet%20om%20parabener%20mars%202011 http://ec.europa.eu/health/ph_risk/committees/04_sccp/docs/sccp_o_019.pdf

Ethylparaben is produced naturally and found in several fruits and insects, where it acts as an antimicrobial agent. Ethylparaben is mainly used as antiseptics in cosmetics, food and medicine (E number E214). It is also can be used as feed preservatives and antiseptic for bacteria. Ethylparaben is readily absorbed from the gastrointestinal tract or through the skin. It is hydrolyzed to p-hydroxybenzoic acid and rapidly excreted in urine without accumulating in the body. Under the Federal Food, Drug, and Cosmetic Act (FD&C Act), cosmetic products and ingredients, other than color additives, do not need FDA approval before they go on the market. Broad concentration ranges reported in each product category in 1981 were < 0.1% and > 0.1% to 1%. Studies show the in vivo estrogenicity of MP and EP at human exposure levels, and indicate that populations exposed to large amounts of MP and EP may have a high burden of estrogenicity-related diseases.

CNS Activity

Curator's Comment: Known to be CNS penetrant in dog. Human data not available. After ethyl paraben is intravenously infused into the dog, unhydrolyzed ethyl paraben is found only in the brain.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Separation of preservatives in cosmetic products by micellar electrokinetic chromatography.
2004 Dec
Morphometric analysis of mice uteri treated with the preservatives methyl, ethyl, propyl, and butylparaben.
2004 Sep
[Studies for analyzing the prohibited ingredients such as acetohexamide in cosmetics].
2005
Sequential injection chromatographic determination of ambroxol hydrochloride and doxycycline in pharmaceutical preparations.
2005 Dec 15
Decrease in skin permeation and antibacterial effect of parabens by a polymeric additive, poly(2-methacryloyloxyethyl phosphorylcholine-co-butylmetacrylate).
2005 Mar
Parabens as urinary biomarkers of exposure in humans.
2006 Dec
Simultaneous analysis of antioxidants and preservatives in cosmetics by supercritical fluid extraction combined with liquid chromatography-mass spectrometry.
2006 Jul 7
The influence of physicochemical properties of preservative compounds on their distribution into various phases of oil in water submicron emulsion.
2006 May-Jun
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
[Chemical constituents in root of Zanthoxylum nitidum].
2006 Oct
[Simultaneous determination of 7 kinds of preservatives and saccharin in foods with HPLC, and identification with LC/MS/MS].
2007 Dec
Influence of crystal structure on the tableting properties of n-alkyl 4-hydroxybenzoate esters (parabens).
2007 Dec
Simultaneous determination of seven phthalates and four parabens in cosmetic products using HPLC-DAD and GC-MS methods.
2007 Jan
Simultaneous determination of antioxidants, preservatives and sweetener additives in food and cosmetics by flow injection analysis coupled to a monolithic column.
2007 Jul 2
Pharmacokinetic study of salvianolic acid A in rat after intravenous administration of Danshen injection.
2007 Jun
Comparison of objective and sensory skin irritations of several cosmetic preservatives.
2007 Mar
Validated liquid chromatographic method for quantitative determination of allicin in garlic powder and tablets.
2007 Nov
Final amended report on the safety assessment of Methylparaben, Ethylparaben, Propylparaben, Isopropylparaben, Butylparaben, Isobutylparaben, and Benzylparaben as used in cosmetic products.
2008
The effect of McInnes solution on enamel and the effect of Tooth mousse on bleached enamel: An in vitro study.
2008 Apr
Higher levels of ethyl paraben and butyl paraben in rat amniotic fluid than in maternal plasma after subcutaneous administration.
2008 Dec
The effect of signal suppression and mobile phase composition on the simultaneous analysis of multiple classes of acidic/neutral pharmaceuticals and personal care products in surface water by solid-phase extraction and ultra performance liquid chromatography-negative electrospray tandem mass spectrometry.
2008 Feb 15
Skin protection creams in medical settings: successful or evil?
2008 Jul 25
Association of nicotinamide with parabens: effect on solubility, partition and transdermal permeation.
2008 Jun
Effect of pharmaceuticals on thermoreversible gelation of PEO-PPO-PEO copolymers.
2008 Jun 1
[Application of single drop microextraction in the determination of phthalate esters and parabens in drugs by gas chromatography-mass spectrometry].
2008 May
Metabolic bioactivation and toxicity of ethyl 4-hydroxybenzoate in human SK-MEL-28 melanoma cells.
2008 May
Do parabens have the ability to interfere with steroidogenesis?
2008 Nov
Ethyl-paraben and nicotinamide mixtures: apparent solubility, thermal behavior and X-ray structure of the 1:1 co-crystal.
2008 Nov
Simultaneous determination of 21 preservatives in cosmetics by ultra performance liquid chromatography.
2008 Oct
Characterization and distribution of phenolics in carrot cell walls.
2008 Sep 24
Comparison of artificial sebum with human and hamster sebum samples.
2009 Feb 9
Parabens in male infertility-is there a mitochondrial connection?
2009 Jan
4-Hydroxy-benzohydrazide.
2009 Jul 4
Combined online spectroscopic, calorimetric, and chemometric analysis: reaction enthalpy determinations in single and parallel reactions.
2009 Jun 2
Modeling the phase behavior in mixtures of pharmaceuticals with liquid or supercritical solvents.
2009 May 7
[Determination of six p-hydroxybenzoates in fruits and jams using solid-phase extraction-high performance liquid chromatography].
2009 Nov
Relating solubility data of parabens in liquid PEG 400 to the behaviour of PEG 4000-parabens solid dispersions.
2009 Oct
Metabolism of parabens (4-hydroxybenzoic acid esters) by hepatic esterases and UDP-glucuronosyltransferases in man.
2010
Hedge mustard (Sisymbrium officinale): chemical diversity of volatiles and their antimicrobial activity.
2010 Aug
[Chemical constituents of rhizoma imperatae and their anti-complementary activity].
2010 Dec
[Chemical constituents from aerial parts of Fallopia convolvulus].
2010 Dec
Determination of parabens in cosmetic products using multi-walled carbon nanotubes as solid phase extraction sorbent and corona-charged aerosol detection system.
2010 Jan 1
A New Validated HPLC Method for the Simultaneous Determination of 2-phenoxyethanol, Methylparaben, Ethylparaben and Propylparaben in a Pharmaceutical Gel.
2010 Jul
Potential estrogenic effect(s) of parabens at the prepubertal stage of a postnatal female rat model.
2010 Jun
Occurrence and sources of selected phenolic endocrine disruptors in Ria de Aveiro, Portugal.
2010 May
Removal of parabens from aqueous solution using β-cyclodextrin cross-linked polymer.
2010 Sep 20
Effects of parabens on adipocyte differentiation.
2013 Jan
Comparative study on transcriptional activity of 17 parabens mediated by estrogen receptor α and β and androgen receptor.
2013 Jul
Inverse antagonist activities of parabens on human oestrogen-related receptor γ (ERRγ): in vitro and in silico studies.
2013 Jul 1
Polyacetylenes and anti-hepatitis B virus active constituents from Artemisia capillaris.
2014 Jun
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Ethyl paraben was mixed with the standard CE-2 powdered Wistar rats diet.
103 mg/kg/day for the 0.1% ethyl paraben
Route of Administration: Oral
The antimicrobial activities of ethylparaben on R. solanacearum, S. typhimurium, E. coli, F. oxysporum, A. niger, F. solani and F. moniliforme were investigated. In the test, the antibacterial activities were assayed using 20 U/mL streptomycin sulfate as a control. The antifungal activities were assayed using 100 mg/mL hygromycin as control. The 50 mg/mL crude antimicrobial extract dissolved with DMSO was poured into the wells and one well was used as a control. For antifungal activity, the plates were incubated at 28 °C for 2 days. For antibacterial activity, the plates were incubated at 30 °C for 24 h. Ethylparaben was found to inhibit these seven different types of microbes to different extents.
Name Type Language
ETHYLPARABEN SODIUM
NF  
Common Name English
SODIUM ETHYLPARABEN
INCI  
INCI  
Preferred Name English
ETHYL HYDROXYBENZOATE SODIUM
Systematic Name English
SODIUM ETHYLPARABEN [INCI]
Common Name English
SODIUM ETHYL P-HYDROXYBENZOATE
Common Name English
E215
Code English
SODIUM ETHYL PARAHYDROXYBENZOATE
Systematic Name English
BENZOIC ACID, 4-HYDROXY-, ETHYL ESTER, SODIUM SALT
Common Name English
SODIUM ETHYL HYDROXYBENZOATE [MART.]
Common Name English
ETHYLPARABEN, SODIUM SALT
II  
Common Name English
ETHYLPARABEN, SODIUM SALT [II]
Common Name English
ETHYLPARABEN SODIUM [NF]
Common Name English
E-215
Code English
SODIUM ETHYL PARAHYDROXYBENZOATE [EP MONOGRAPH]
Common Name English
4-HYDROXYBENZOIC ACID, ETHYL ESTER, SODIUM SALT
Common Name English
SODIUM ETHYL HYDROXYBENZOATE
MART.  
Systematic Name English
SODIUM ETHYL 4-HYDROXYBENZOATE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C92608
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
Code System Code Type Description
FDA UNII
Z0D00IVA10
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
NCI_THESAURUS
C80928
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
SMS_ID
100000088301
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
RXCUI
1364859
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY RxNorm
PUBCHEM
23681179
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
ECHA (EC/EINECS)
252-487-6
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
EVMPD
SUB16225MIG
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
CAS
35285-68-8
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
EPA CompTox
DTXSID0042402
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
DAILYMED
Z0D00IVA10
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY
EVMPD
SUB23134
Created by admin on Fri Dec 15 15:24:34 GMT 2023 , Edited by admin on Fri Dec 15 15:24:34 GMT 2023
PRIMARY