U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
XILAPAK

Approved Use

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

Launch Date

2017
Preventing
Iscaguard® FPX2

Approved Use

Unknown
Preventing
Iscaguard® FPX2

Approved Use

Unknown
Preventing
Iscaguard® FPX2

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
In vivo and in vitro estrogen bioactivities of alkyl parabens.
2003 Jul
Separation of preservatives in cosmetic products by micellar electrokinetic chromatography.
2004 Dec
[Synthesis of new mandelic acid derivatives with preservative action. Synthesis and acute toxicity study].
2004 Jan-Mar
[In vitro susceptibility of a Staphylococcus spp. isolate to food preservatives].
2004 Oct-Dec
Morphometric analysis of mice uteri treated with the preservatives methyl, ethyl, propyl, and butylparaben.
2004 Sep
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
The effects of parabens on the mechanosensitive channels of E. coli.
2005 Jul
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
A review of the endocrine activity of parabens and implications for potential risks to human health.
2005 Jun
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
The use of colloidal microgels as a (trans)dermal drug delivery system.
2005 Mar 23
Development and validation of a stability indicating HPLC method for determination of lisinopril, lisinopril degradation product and parabens in the lisinopril extemporaneous formulation.
2005 Mar 9
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
A new validated method for the simultaneous determination of benzocaine, propylparaben and benzyl alcohol in a bioadhesive gel by HPLC.
2005 Oct 4
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
The importance of the cosolvent propylene glycol on the antimicrobial preservative efficacy of a pharmaceutical formulation by DOE-ruggedness testing.
2006
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
Effect of formulation factors on in-vitro permeation of diclofenac from experimental and marketed aqueous eye drops through excised goat cornea.
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
Simultaneous, stability indicating, HPLC-DAD determination of guaifenesin and methyl and propyl-parabens in cough syrup.
2006 Jun 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
HPLC determination of calcium pantothenate and two preservatives in topical cream.
2006 May 3
Stability indicating simultaneous determination of domperidone (DP), methylparaben (MP) and propylparaben by high performance liquid chromatography (HPLC).
2006 May 3
Application and validation of chemometrics-assisted spectrophotometry and liquid chromatography for the simultaneous determination of six-component pharmaceuticals.
2006 May 3
Development and validation of a simple reversed-phase high-performance liquid chromatography method for the determination of testosterone in serum of males.
2006 May 3
Pharmaceutical excipients and the information on drug labels.
2006 May-Jun
The influence of physicochemical properties of preservative compounds on their distribution into various phases of oil in water submicron emulsion.
2006 May-Jun
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
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Solid-phase extraction and HPLC analysis of methylparaben and propylparaben in a concentrated antibiotic suspension.
2006 Oct
Flow cytometric cell cycle analysis allows for rapid screening of estrogenicity in MCF-7 breast cancer cells.
2006 Oct
Development and validation of chemometrics-assisted spectrophotometric and liquid chromatographic methods for the simultaneous determination of two multicomponent mixtures containing bronchodilator drugs.
2007 Feb 19
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
Assay of artemether, methylparaben and propylparaben in a formulated paediatric antimalarial dry suspension.
2007 Jan 17
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

Sample Use Guides

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
Propylparaben (MIC-80% = 64 (mg/ml)) in combination with Fluconazole against Candida albicans
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:22:02 GMT 2023
Edited
by admin
on Fri Dec 15 15:22:02 GMT 2023
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 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
NDF-RT N0000185508
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
CFR 21 CFR 184.1670
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
CFR 21 CFR 172.515
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
EU FOOD ADDITIVES E-216
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
EPA PESTICIDE CODE 61203
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
Code System Code Type Description
EVMPD
SUB12242MIG
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
NSC
8511
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
NSC
23515
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
DRUG BANK
DB14177
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
ECHA (EC/EINECS)
202-307-7
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
DAILYMED
Z8IX2SC1OH
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
PUBCHEM
7175
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
NCI_THESAURUS
C76730
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
NDF-RT
N0000175629
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY Increased Histamine Release [PE]
EVMPD
SUB169805
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
PROPYLPARABEN
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
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 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
PROPYLPARABEN
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
USAN
Y-36
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
RS_ITEM_NUM
1577008
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
SMS_ID
100000079299
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
NDF-RT
N0000171131
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY Allergens [Chemical/Ingredient]
NDF-RT
N0000184306
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY Cell-mediated Immunity [PE]
DRUG CENTRAL
2307
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
HSDB
203
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
CAS
94-13-3
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
EPA CompTox
DTXSID4022527
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
FDA UNII
Z8IX2SC1OH
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
CHEBI
32063
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
RXCUI
34706
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY RxNorm
MESH
C006068
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
ChEMBL
CHEMBL194014
Created by admin on Fri Dec 15 15:22:02 GMT 2023 , Edited by admin on Fri Dec 15 15:22:02 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
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IMPURITY -> PARENT
IMPURITY -> PARENT
IMPURITY -> PARENT
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
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ACTIVE MOIETY