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Details

Stereochemistry ACHIRAL
Molecular Formula C10H12O3
Molecular Weight 180.2005
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROPYLPARABEN

SMILES

CCCOC(=O)C1=CC=C(O)C=C1

InChI

InChIKey=QELSKZZBTMNZEB-UHFFFAOYSA-N
InChI=1S/C10H12O3/c1-2-7-13-10(12)8-3-5-9(11)6-4-8/h3-6,11H,2,7H2,1H3

HIDE SMILES / InChI
Molecular Formula C10H12O3
Molecular Weight 180.2005
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/24542410; http://www.ncbi.nlm.nih.gov/pubmed/576658; http://www.ukfoodguide.net/e216.htm

Propylparaben is a bacteriostatic and fungistatic agent used as a preservative in cosmetic products, food and drugs. As a food additive, it has the E number E216. To increase the activity and reduce its dose propylparaben is used in a mixture with other parabens and in combination with other types of preservatives. Propylparaben is a chemical allergen capable of producing immunologically mediated hypersensitivity reactions. Chemically it is an ester of p-hydroxybenzoic acid.

Approval Year

1972
184
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
Approved
8307
XILAPAK

Approved Use

For the management of hypertrophic tissues, keloid tissues, dermatitis and dermatoses

Launch Date

1.50940798E12
Preventing
Basic research
Iscaguard® FPX2

Approved Use

Unknown
Preventing
Basic research
Iscaguard® FPX2

Approved Use

Unknown
Preventing
Basic research
Iscaguard® FPX2

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Development of a multidose formulation for a humanized monoclonal antibody using experimental design techniques.
2003
Control of Aspergillus growth and aflatoxin production using antioxidants at different conditions of water activity and pH.
2003
Simultaneous determination of methylparaben, propylparaben, hydrocortisone acetate and its degradation products in a topical cream by RP-HPLC.
2003 Aug 8
Estrogenic effect of propylparaben (propylhydroxybenzoate) in rainbow trout Oncorhynchus mykiss after exposure via food and water.
2003 Dec
Effect of UV screens and preservatives on vitellogenin and choriogenin production in male medaka (Oryzias latipes).
2003 Dec 15
Determination of cisapride, its oxidation product, propyl and butyl parabens in pharmaceutical dosage form by reversed-phase liquid chromatography.
2003 Dec 4
Determination of chlorpheniramine maleate and tincture ipecac in dosage form by liquid chromatography with ultraviolet detection.
2003 Jul-Aug
Determination of methylparaben, propylparaben, triamcinolone acetonide and its degradation product in a topical cream by RP-HPLC.
2003 Jun
Potential use of antioxidants for control of growth and fumonisin production by Fusarium verticillioides and Fusarium proliferatum on whole maize grain.
2003 Jun 25
Diffusion of preservatives from topical dosage forms: a comparative study.
2003 May-Jun
Simple high-performance liquid chromatographic assay for melphalan in perfusate, rat liver and tumour tissue.
2003 Oct
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
Propyl paraben inhibits voltage-dependent sodium channels and protects cardiomyocytes from ischemia-reperfusion injury.
2004 Apr 30
Separation of preservatives in cosmetic products by micellar electrokinetic chromatography.
2004 Dec
Determination of combined p-hydroxy benzoic acid preservatives in a liquid pharmaceutical formulation by HPLC.
2004 Jan 27
[Synthesis of new mandelic acid derivatives with preservative action. Synthesis and acute toxicity study].
2004 Jan-Mar
HPLC determination of estradiol, its degradation product, and preservatives in new topical formulation Estrogel HBF.
2004 Jul
Preventing sexual transmission of HIV: anti-HIV bioregulatory and homeostatic components of commercial sexual lubricants.
2004 Jul-Dec
Simultaneous determination of indinavir, ritonavir and saquinavir in plasma by high-performance liquid chromatography.
2004 Mar
Simultaneous HPLC determination of ketoprofen and its degradation products in the presence of preservatives in pharmaceuticals.
2004 Nov 15
[In vitro susceptibility of a Staphylococcus spp. isolate to food preservatives].
2004 Oct-Dec
HPLC analysis of generic antiretroviral drugs purchased in Rwanda.
2005
In vitro effect of phenolic antioxidants on germination, growth and aflatoxin B accumulation by peanut Aspergillus section Flavi.
2005
High performance liquid chromatographic determination of oxeladin citrate and oxybutynin hydrochloride and their degradation products.
2005 Aug
A novel gradient HPLC method for simultaneous determination of ranitidine, methylparaben and propylparaben in oral liquid pharmaceutical formulation.
2005 Jul 15
Liquid chromatography and chemometric-assisted spectrophotometric methods for the analysis of two multicomponent mixtures containing cough suppressant drugs.
2005 Jul-Aug
Decrease in skin permeation and antibacterial effect of parabens by a polymeric additive, poly(2-methacryloyloxyethyl phosphorylcholine-co-butylmetacrylate).
2005 Mar
The use of colloidal microgels as a (trans)dermal drug delivery system.
2005 Mar 23
Simultaneous determination of preservatives (benzoic acid, sorbic acid, methylparaben and propylparaben) in foodstuffs using high-performance liquid chromatography.
2005 May 6
Rapid and sensitive determination of indapamide in human blood by liquid chromatography with electrospray ionization mass spectrometric detection: application to a bioequivalence study.
2005 Nov
Determination of parabens in pharmaceutical formulations by solid-phase microextraction-ion mobility spectrometry.
2005 Sep 15
Stability indicating reversed-phase liquid chromatographic determination of metronidazole benzoate and diloxanide furoate as bulk drug and in suspension dosage form.
2005 Sep 15
A comparison of performance of various analytical columns in pharmaceutical analysis: conventional C18 and high throughput C18 zorbax columns.
2005 Sep 23
Application of ecotoxicogenomics for studying endocrine disruption in vertebrates and invertebrates.
2006 Apr
Causal agents of photoallergic contact dermatitis diagnosed in the national institute of dermatology of Colombia.
2006 Aug
Parabens as urinary biomarkers of exposure in humans.
2006 Dec
Evaluation of xenoestrogenic potential of propylparaben in zebrafish (Danio rerio).
2006 Dec
Separation and determination of clotrimazole, methylparaben and propylparaben in pharmaceutical preparation by micellar electrokinetic chromatography.
2006 Jan 23
Simultaneous analysis of antioxidants and preservatives in cosmetics by supercritical fluid extraction combined with liquid chromatography-mass spectrometry.
2006 Jul 7
A stability-indicating HPLC method for medroxyprogesterone acetate in bulk drug and injection formulation.
2006 Mar 18
Expression profiling of estrogen-responsive genes in breast cancer cells treated with alkylphenols, chlorinated phenols, parabens, or bis- and benzoylphenols for evaluation of estrogenic activity.
2006 May 25
Stability indicating simultaneous determination of domperidone (DP), methylparaben (MP) and propylparaben by high performance liquid chromatography (HPLC).
2006 May 3
Simple determination of betamethasone and chloramphenicol in a pharmaceutical preparation using a short monolithic column coupled to a sequential injection system.
2006 Nov
Advantages of ultra performance liquid chromatography over high-performance liquid chromatography: comparison of different analytical approaches during analysis of diclofenac gel.
2006 Nov
Flow cytometric cell cycle analysis allows for rapid screening of estrogenicity in MCF-7 breast cancer cells.
2006 Oct
Effect estimates and methodological quality of randomized controlled trials about prevention of alveolar osteitis following tooth extraction: a systematic review.
2007 Jan
Controlled drug release from pellets containing water-insoluble drugs dissolved in a self-emulsifying system.
2007 Jan
Post-marketing assessment of content and efficacy of preservatives in artemisinin-derived antimalarial dry suspensions for paediatric use.
2007 Jan 26
Comparison of objective and sensory skin irritations of several cosmetic preservatives.
2007 Mar
Patents

Patents

US2015373989
2

Sample Use Guides

In Vivo Use Guide
Typically used at levels ranging from 0.01 to 0.3%. Safe for use in cosmetic products at levels up to 25%.
Route of Administration: Topical
In Vitro Use Guide
Propylparaben (MIC-80% = 64 (mg/ml)) in combination with Fluconazole against Candida albicans
Substance Class Chemical
Created
by admin
on Fri Dec 16 16:54:23 UTC 2022
Edited
by admin
on Fri Dec 16 16:54:23 UTC 2022
Record UNII
Z8IX2SC1OH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROPYLPARABEN
FCC   HSDB   II   INCI   MI   USAN   USP-RS   VANDF   WHO-DD  
USAN   INCI  
Official Name English
PROPYLPARABEN [VANDF]
Common Name English
PROPYL PARAHYDROXYBENZOATE
EP  
Systematic Name English
PROPYLPARABEN E216
Common Name English
PROPYL PARA-HYDROXYBENZOATE
Common Name English
NSC-8511
Code English
NSC-23515
Code English
NIPASOL
Brand Name English
PROPYLPARABEN [USAN]
Common Name English
PARABEN P
Brand Name English
PROPYL P-HYDROXYBENZOATE [FHFI]
Common Name English
Propylparaben [WHO-DD]
Common Name English
PROPYL HYDROXYBENZOATE [MART.]
Common Name English
PROPYL (4-HYDROXYBENZOATE)
Systematic Name English
PROPYLPARABEN [USP-RS]
Common Name English
PROPYLPARABEN [II]
Common Name English
BENZOIC ACID, 4-HYDROXY-, PROPYL ESTER
Common Name English
PROPYLIS HYDROXYBENZOAS [WHO-IP LATIN]
Common Name English
PROPYLPARABEN [FCC]
Common Name English
PROPYL HYDROXYBENZOATE
MART.   WHO-IP  
Systematic Name English
FEMA NO. 2951
Code English
METHYL PARAHYDROXYBENZOATE IMPURITY C [EP IMPURITY]
Common Name English
PROPYL PARAHYDROXYBENZOATE [EP IMPURITY]
Common Name English
PROPYL PARAHYDROXYBENZOATE [JAN]
Common Name English
NIPAGIN P
Brand Name English
PROPYL P-HYDROXYBENZOATE
FHFI  
Common Name English
TEGOSEPT P
Common Name English
PROPYLPARABEN [HSDB]
Common Name English
PROPYL HYDROXYBENZOATE [WHO-IP]
Common Name English
PROPYL PARAHYDROXYBENZOATE [EP MONOGRAPH]
Common Name English
PROPAGIN
Brand Name English
PARATEXIN P
Brand Name English
NIPAZOL
Brand Name English
PROPYL PARABEN [VANDF]
Common Name English
PROPYLPARABEN [MI]
Common Name English
PROPYLPARABEN [INCI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C92608
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
NDF-RT N0000185508
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
CFR 21 CFR 184.1670
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
CFR 21 CFR 172.515
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
EU FOOD ADDITIVES E-216
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
EPA PESTICIDE CODE 61203
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
Code System Code Type Description
EVMPD
SUB12242MIG
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
NSC
8511
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
NSC
23515
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
DRUG BANK
DB14177
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
ECHA (EC/EINECS)
202-307-7
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
DAILYMED
Z8IX2SC1OH
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
PUBCHEM
7175
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
NCI_THESAURUS
C76730
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
NDF-RT
N0000175629
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY Increased Histamine Release [PE]
EVMPD
SUB169805
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
PROPYLPARABEN
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY Description: Colourless crystals or a white, crystalline powder; odourless or with a faintly aromatic odour. Solubility: Very slightly soluble in water; slightly soluble in boiling water; freely soluble in ethanol (~750 g/l) TS and ether R. Category: Antimicrobial preservative. Storage: Propyl hydroxybenzoate should be kept in a well-closed container. Additional information: Propyl hydroxybenzoate is normally used in combination with other hydroxybenzoates. Requirement: Propyl hydroxybenzoate contains not less than 99.0% and not more than the equivalent of 101.0% of C10H12O3, calculated withreference to the dried substance.
MERCK INDEX
M9247
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY Merck Index
WIKIPEDIA
PROPYLPARABEN
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
USAN
Y-36
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
RS_ITEM_NUM
1577008
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
NDF-RT
N0000171131
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY Allergens [Chemical/Ingredient]
NDF-RT
N0000184306
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY Cell-mediated Immunity [PE]
DRUG CENTRAL
2307
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
HSDB
203
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
CAS
94-13-3
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
EPA CompTox
DTXSID4022527
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
FDA UNII
Z8IX2SC1OH
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
CHEBI
32063
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
RXCUI
34706
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY RxNorm
MESH
C006068
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
ChEMBL
CHEMBL194014
Created by admin on Fri Dec 16 16:54:23 UTC 2022 , Edited by admin on Fri Dec 16 16:54:23 UTC 2022
PRIMARY
Related Record Type Details
Structure of PROPYLPARABEN SODIUM
SALT/SOLVATE -> PARENT
Structure of POTASSIUM PROPYLPARABEN
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of METHYLPARABEN
IMPURITY -> PARENT
Structure of ETHYLPARABEN
IMPURITY -> PARENT
Structure of 4-HYDROXYBENZOIC ACID
IMPURITY -> PARENT
Structure of BUTYLPARABEN
IMPURITY -> PARENT
Structure of METHYLPARABEN
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of PROPYLPARABEN
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