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Details

Stereochemistry ACHIRAL
Molecular Formula C9H10O3
Molecular Weight 166.1739
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYLPARABEN

SMILES

CCOC(=O)C1=CC=C(O)C=C1

InChI

InChIKey=NUVBSKCKDOMJSU-UHFFFAOYSA-N
InChI=1S/C9H10O3/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6,10H,2H2,1H3

HIDE SMILES / InChI
Molecular Formula C9H10O3
Molecular Weight 166.1739
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

CNS Penetrant
2432
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

1973
100
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Determinations of morin, quercetin and their conjugate metabolites in serum.
2001 Aug
ER-dependent estrogenic activity of parabens assessed by proliferation of human breast cancer MCF-7 cells and expression of ERalpha and PR.
2001 Dec
Determination of ethyl-p-hydroxybenzoate in sow pancreatic juice by reversed-phase high-performance liquid chromatography.
2001 Feb 25
The first example of a paraben-dependent antibody to an Rh protein.
2001 Mar
The effect of surface charge and partition coefficient on the chemical stability of solutes in O/W emulsions.
2002 Feb
Oestrogenic activity of parabens in MCF7 human breast cancer cells.
2002 Jan
Oestrogenic activity of isobutylparaben in vitro and in vivo.
2002 Jul-Aug
[Analysis of preservatives in cosmetics by gas chromatography].
2002 May
Simultaneous determination of preservatives in beverages, vinegar, aqueous sauces, and quasi-drug drinks by stir-bar sorptive extraction (SBSE) and thermal desorption GC-MS.
2002 May
Separation of preservatives in cosmetic products by micellar electrokinetic chromatography.
2004 Dec
Lack of spermatotoxic effects of methyl and ethyl esters of p-hydroxybenzoic acid in rats.
2004 Nov
Morphometric analysis of mice uteri treated with the preservatives methyl, ethyl, propyl, and butylparaben.
2004 Sep
Preparation of C-6 substituted chitin derivatives under homogeneous conditions.
2005 Jan-Feb
A review of the endocrine activity of parabens and implications for potential risks to human health.
2005 Jun
Decrease in skin permeation and antibacterial effect of parabens by a polymeric additive, poly(2-methacryloyloxyethyl phosphorylcholine-co-butylmetacrylate).
2005 Mar
Simultaneous analysis of antioxidants and preservatives in cosmetics by supercritical fluid extraction combined with liquid chromatography-mass spectrometry.
2006 Jul 7
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Association of nicotinamide with parabens: effect on solubility, partition and transdermal permeation.
2008 Jun
Simultaneous determination of 21 preservatives in cosmetics by ultra performance liquid chromatography.
2008 Oct
Comparison of artificial sebum with human and hamster sebum samples.
2009 Feb 9
Parabens in male infertility-is there a mitochondrial connection?
2009 Jan
Analysis of parabens in cosmetics by low pressure liquid chromatography with monolithic column and chemiluminescent detection.
2009 Jul 15
Mixture effects of endocrine disrupting compounds in vitro.
2010 Apr
[Chemical constituents of rhizoma imperatae and their anti-complementary activity].
2010 Dec
Use of a capillary tube for collecting an extraction solvent lighter than water after dispersive liquid-liquid microextraction and its application in the determination of parabens in different samples by gas chromatography--flame ionization detection.
2010 Jun 15
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
Patents

Patents

04077968
2
04098816
16
04588732
4
04681976
2
04939267
6
04992433
3
05126071
3
05191108
9
05231113
5
05405851
7
05414132
6
05527945
3
05554615
3
05569772
2
05665719
4
05688800
2
05730903
2
20020032149
8
JP2000014373A
2
JP2004319451A
9
JP2004352666A
2
JP2004516233A
21
JP2007284637A
2
JP2009060806A
2
JP2011021020A
4
JPH01160986A
3
JPH01165516A
2
JPH07228802A
2
JPH08175971A
2
JPH09510976A
15
JPS60146814A
2

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
In Vitro Use Guide
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.
Substance Class Chemical
Created
by admin
on Fri Dec 16 16:32:33 UTC 2022
Edited
by admin
on Fri Dec 16 16:32:33 UTC 2022
Record UNII
14255EXE39
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ETHYLPARABEN
HSDB   II   INCI   MI   USP-RS  
INCI  
Official Name English
TEGOSEPT E
Common Name English
ETHYLPARABEN [USP-RS]
Common Name English
METHYL PARAHYDROXYBENZOATE IMPURITY B [EP IMPURITY]
Common Name English
E214
Code English
ETHYL P-HYDROXYBENZOATE
Common Name English
ETHYL HYDROXYBENZOATE
MART.   WHO-DD   WHO-IP  
Systematic Name English
ETHYLPARABEN [HSDB]
Common Name English
ASEPTOFORM E
Common Name English
ETHYL PARAHYDROXYBENZOATE [JAN]
Common Name English
ETHYL PARAHYDROXYBENZOATE E214
Common Name English
ETHYL P-OXYBENZOATE
Common Name English
ETHYL ESTER OF P-HYDROXYBENZOIC ACID
Common Name English
E-214
Code English
Ethyl 4-hydroxybenzoate
Systematic Name English
ETHYLPARABEN [II]
Common Name English
ETHYL HYDROXYBENZOATE [WHO-IP]
Common Name English
INS-214
Common Name English
ETHYL PARAHYDROXYBENZOATE [EP MONOGRAPH]
Common Name English
ETHYL HYDROXYBENZOATE [MART.]
Common Name English
ETHYLIS HYDROXYBENZOAS [WHO-IP LATIN]
Common Name English
ETHYL-P-HYDROXYBENZOATE
Common Name English
NSC-23514
Code English
Ethyl hydroxybenzoate [WHO-DD]
Common Name English
ETHYLPARABEN [INCI]
Common Name English
ETHYL PARAHYDROXYBENZOATE [EP IMPURITY]
Common Name English
ETHYL PARAHYDROXYBENZOATE
EP  
Systematic Name English
BENZOIC ACID, 4-HYDROXY-, ETHYL ESTER
Common Name English
INS NO.214
Common Name English
PROPYL HYDROXYBENZOATE IMPURITY C [EP IMPURITY]
Common Name English
ETHYLPARABEN [MI]
Common Name English
ETHYL PARABEN
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C92608
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
NDF-RT N0000185508
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
CODEX ALIMENTARIUS (GSFA) INS-214
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
WHO-VATC QD01AE10
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
EPA PESTICIDE CODE 61202
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
WHO-ATC D01AE10
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
JECFA EVALUATION INS-214
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
Code System Code Type Description
CHEBI
31575
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
FDA UNII
14255EXE39
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
ECHA (EC/EINECS)
204-399-4
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
NDF-RT
N0000184306
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY Cell-mediated Immunity [PE]
HSDB
938
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
EVMPD
SUB11952MIG
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
ChEMBL
CHEMBL15841
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
NDF-RT
N0000175629
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY Increased Histamine Release [PE]
DRUG BANK
DB13628
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
NCI_THESAURUS
C76710
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
JECFA MONOGRAPH
INS-214
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
MERCK INDEX
M5160
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY Merck Index
EVMPD
SUB68647
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
PUBCHEM
8434
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
WIKIPEDIA
ETHYLPARABEN
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
EPA CompTox
DTXSID9022528
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
RS_ITEM_NUM
1267000
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
DAILYMED
14255EXE39
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
DRUG CENTRAL
4773
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
NSC
23514
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
ETHYLPARABEN
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY Chemical name. Ethyl p-hydroxybenzoate; ethyl 4-hydroxybenzoate.Other name: Ethylparaben.Description: Small colourless crystals or a white, crystalline powder; odourless or almost odourless.Solubility: Very slightly soluble in water; sparingly soluble in boiling water; freely soluble in ethanol (~750 g/l) TS and ether R.Category: Antimicrobial preservative.Storage: Ethyl hydroxybenzoate should be kept in a well-closed container.Additional information: Ethyl hydroxybenzoate is normally used in combination with other hydroxybenzoates.Requirement: Ethyl hydroxybenzoate contains not less than 99.0% and not more than the equivalent of 101.0% of C9H10O3 calculated with reference to the dried substance.
CAS
120-47-8
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
NDF-RT
N0000171131
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY Allergens [Chemical/Ingredient]
RXCUI
1362892
Created by admin on Fri Dec 16 16:32:33 UTC 2022 , Edited by admin on Fri Dec 16 16:32:33 UTC 2022
PRIMARY
Related Record Type Details
Structure of ETHYLPARABEN POTASSIUM
SALT/SOLVATE -> PARENT
Structure of ETHYLPARABEN SODIUM
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of PROPYLPARABEN
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of METHYLPARABEN
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of ETHYLPARABEN
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