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
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
| 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 |
DescriptionCurator'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
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.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Polyacetylenes and anti-hepatitis B virus active constituents from Artemisia capillaris. | 2014-06 |
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| Inverse antagonist activities of parabens on human oestrogen-related receptor γ (ERRγ): in vitro and in silico studies. | 2013-07-01 |
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| Comparative study on transcriptional activity of 17 parabens mediated by estrogen receptor α and β and androgen receptor. | 2013-07 |
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| Effects of parabens on adipocyte differentiation. | 2013-01 |
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| [Chemical constituents of rhizoma imperatae and their anti-complementary activity]. | 2010-12 |
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| [Chemical constituents from aerial parts of Fallopia convolvulus]. | 2010-12 |
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| Ozonation of parabens in aqueous solution: kinetics and mechanism of degradation. | 2010-12 |
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| Simultaneous quantitation of parabens, triclosan, and methyl triclosan in indoor house dust using solid phase extraction and gas chromatography-mass spectrometry. | 2010-10-06 |
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| Simultaneous determination of electroactive and non-electroactive food preservatives by novel capillary electrophoresis with amperometric detection. | 2010-09-23 |
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| Removal of parabens from aqueous solution using β-cyclodextrin cross-linked polymer. | 2010-09-20 |
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| Regulation of the 5-HT3A receptor-mediated current by alkyl 4-hydroxybenzoates isolated from the seeds of Nelumbo nucifera. | 2010-09 |
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| Hedge mustard (Sisymbrium officinale): chemical diversity of volatiles and their antimicrobial activity. | 2010-08 |
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| A New Validated HPLC Method for the Simultaneous Determination of 2-phenoxyethanol, Methylparaben, Ethylparaben and Propylparaben in a Pharmaceutical Gel. | 2010-07 |
|
| 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. | 2010-06-15 |
|
| Potential estrogenic effect(s) of parabens at the prepubertal stage of a postnatal female rat model. | 2010-06 |
|
| Urinary concentrations of four parabens in the U.S. population: NHANES 2005-2006. | 2010-05 |
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| Occurrence and sources of selected phenolic endocrine disruptors in Ria de Aveiro, Portugal. | 2010-05 |
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| Mixture effects of endocrine disrupting compounds in vitro. | 2010-04 |
|
| Structure-toxicity relationship of phenolic analogs as anti-melanoma agents: an enzyme directed prodrug approach. | 2010-02-12 |
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| Determination of parabens in cosmetic products using multi-walled carbon nanotubes as solid phase extraction sorbent and corona-charged aerosol detection system. | 2010-01-01 |
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| Metabolism of parabens (4-hydroxybenzoic acid esters) by hepatic esterases and UDP-glucuronosyltransferases in man. | 2010 |
|
| Synthesis, characterization and texture observations of calamitic liquid crystalline compounds. | 2009-11-04 |
|
| [Determination of six p-hydroxybenzoates in fruits and jams using solid-phase extraction-high performance liquid chromatography]. | 2009-11 |
|
| Ultra-high-performance liquid chromatography-tandem mass spectrometry for determining the presence of eleven personal care products in surface and wastewaters. | 2009-10-16 |
|
| Relating solubility data of parabens in liquid PEG 400 to the behaviour of PEG 4000-parabens solid dispersions. | 2009-10 |
|
| Analysis of parabens in cosmetics by low pressure liquid chromatography with monolithic column and chemiluminescent detection. | 2009-07-15 |
|
| 4-Hydroxy-benzohydrazide. | 2009-07-04 |
|
| Combined online spectroscopic, calorimetric, and chemometric analysis: reaction enthalpy determinations in single and parallel reactions. | 2009-06-02 |
|
| Modeling the phase behavior in mixtures of pharmaceuticals with liquid or supercritical solvents. | 2009-05-07 |
|
| Comparison of artificial sebum with human and hamster sebum samples. | 2009-02-09 |
|
| Parabens in male infertility-is there a mitochondrial connection? | 2009-01 |
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| Underarm antiperspirants/deodorants and breast cancer. | 2009 |
|
| Higher levels of ethyl paraben and butyl paraben in rat amniotic fluid than in maternal plasma after subcutaneous administration. | 2008-12 |
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| Influence of preservatives on the stability of ethyl glucuronide and ethyl sulphate in urine. | 2008-11-20 |
|
| Do parabens have the ability to interfere with steroidogenesis? | 2008-11 |
|
| Ethyl-paraben and nicotinamide mixtures: apparent solubility, thermal behavior and X-ray structure of the 1:1 co-crystal. | 2008-11 |
|
| Development and validation of a simple and rapid HPLC method for determination of pioglitazone in human plasma and its application to a pharmacokinetic study. | 2008-10 |
|
| Simultaneous determination of 21 preservatives in cosmetics by ultra performance liquid chromatography. | 2008-10 |
|
| Characterization and distribution of phenolics in carrot cell walls. | 2008-09-24 |
|
| A structural and thermal investigation of the inclusion of parabens in heptakis(2,6-di-O-methyl)cyclomaltoheptaose. | 2008-09-22 |
|
| Skin protection creams in medical settings: successful or evil? | 2008-07-25 |
|
| Effect of pharmaceuticals on thermoreversible gelation of PEO-PPO-PEO copolymers. | 2008-06-01 |
|
| Association of nicotinamide with parabens: effect on solubility, partition and transdermal permeation. | 2008-06 |
|
| [Application of single drop microextraction in the determination of phthalate esters and parabens in drugs by gas chromatography-mass spectrometry]. | 2008-05 |
|
| The effect of McInnes solution on enamel and the effect of Tooth mousse on bleached enamel: An in vitro study. | 2008-04 |
|
| 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. | 2008-02-15 |
|
| Final amended report on the safety assessment of Methylparaben, Ethylparaben, Propylparaben, Isopropylparaben, Butylparaben, Isobutylparaben, and Benzylparaben as used in cosmetic products. | 2008 |
|
| [Simultaneous determination of 7 kinds of preservatives and saccharin in foods with HPLC, and identification with LC/MS/MS]. | 2007-12 |
|
| Fast simultaneous spectrophotometric determination of naphazoline nitrate and methylparaben by sequential injection chromatography. | 2006-09-15 |
|
| Sequential injection chromatographic determination of ambroxol hydrochloride and doxycycline in pharmaceutical preparations. | 2005-12-15 |
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.
| Substance Class |
Chemical
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14255EXE39
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Validated (UNII)
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| Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C92608
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NDF-RT |
N0000185508
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CODEX ALIMENTARIUS (GSFA) |
INS-214
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WHO-VATC |
QD01AE10
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EPA PESTICIDE CODE |
61202
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WHO-ATC |
D01AE10
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JECFA EVALUATION |
INS-214
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31575
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14255EXE39
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204-399-4
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N0000184306
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PRIMARY | Cell-mediated Immunity [PE] | ||
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938
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SUB11952MIG
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CHEMBL15841
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N0000175629
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PRIMARY | Increased Histamine Release [PE] | ||
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DB13628
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C76710
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m5160
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SUB68647
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8434
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ETHYLPARABEN
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DTXSID9022528
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100000092894
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1267000
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14255EXE39
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4773
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23514
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ETHYLPARABEN
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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. | ||
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120-47-8
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N0000171131
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1362892
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SALT/SOLVATE -> PARENT |
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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ACTIVE MOIETY |
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