Showing Compound Propylparaben (FDB010511)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:10 UTC

Update date

2015-07-20 22:33:01 UTC

Primary ID

FDB010511

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Propylparaben

Description

Propylparaben, also known as nipazol or bayer D 206, belongs to the class of organic compounds known as p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group. Propylparaben is a sweet, burnt, and hawthorn tasting compound. Based on a literature review a significant number of articles have been published on Propylparaben.

CAS Number

94-13-3

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
4-Hydroxybenzoic acid propyl ester	ChEBI
4-Hydroxybenzoic acid, propyl ester	ChEBI
N-Propyl 4-hydroxybenzoate	ChEBI
N-Propyl p-hydroxybenzoate	ChEBI
N-Propyl paraben	ChEBI
p-Hydroxybenzoic acid propyl ester	ChEBI
p-Hydroxybenzoic propyl ester	ChEBI
p-Hydroxypropyl benzoate	ChEBI
p-Oxybenzoesaeurepropylester	ChEBI
Propyl p-hydroxybenzoate	ChEBI
Propyl paraben	ChEBI
Propyl parahydroxybenzoate	ChEBI
4-Hydroxybenzoate propyl ester	Generator
4-Hydroxybenzoate, propyl ester	Generator
N-Propyl 4-hydroxybenzoic acid	Generator
N-Propyl p-hydroxybenzoic acid	Generator
p-Hydroxybenzoate propyl ester	Generator
p-Hydroxypropyl benzoic acid	Generator
Propyl p-hydroxybenzoic acid	Generator
Propyl parahydroxybenzoic acid	Generator
3(Or 4)-hydroxybenzoic acid propyl ester	MeSH
Nipazol	MeSH
Propyl 4-hydroxybenzoate	MeSH
Propylparaben, monosodium salt	MeSH
Bayer D 206	MeSH
PEPH	MeSH
4-Hydroxybenzoic acid propylester	HMDB
Aseptoform P	HMDB
Benzoic acid, 4-hydroxy-, propyl ester	HMDB
Benzoic acid, P-hydroxy-, propyl ester	HMDB
Betacide P	HMDB
Betacine P	HMDB
Chemacide PK	HMDB
Chemocide PK	HMDB
Chemoside PK	HMDB
Lexgard P	HMDB
N-Propyl-P-hydroxybenzoate	HMDB
N-Propylparaben	HMDB
Nipagin P	HMDB
Nipasol	HMDB
P-Hydroxybenzoic acid N-propyl ester	HMDB
P-Hydroxybenzoic acid, propyl ester	HMDB
Propagin	HMDB
Propyl aseptoform	HMDB
Propyl butex	HMDB
Propyl chemosept	HMDB
Propyl chemsept	HMDB
Propyl parasept	HMDB
Propyl-4-hydroxybenzoate	HMDB
Propyl-paraben	HMDB
Propylparaben, usan	HMDB
Propylparasept	HMDB
Protaben P	HMDB
Solbrol P	HMDB
Tegosept P	HMDB
4-hydroxybenzoic acid propyl ester	biospider
Aseptoform p	biospider
Benzoic acid, p-hydroxy-, propyl ester	biospider
Betacide p	biospider
Betacine p	biospider
E216	db_source
E217 (Na salt)	db_source
FEMA 2951	db_source
Lexgard p	biospider
n-Propyl 4-hydroxybenzoate	biospider
N-propyl p-hydroxybenzoate	biospider
N-Propyl P-hydroxybenzoic acid	Generator
N-propyl-p-hydroxybenzoate	biospider
N-propylparaben	biospider
Nipagin p	biospider
P-Hydroxybenzoate propyl ester	Generator
P-hydroxybenzoic acid n-propyl ester	biospider
P-hydroxybenzoic acid propyl ester	biospider
P-hydroxybenzoic acid, propyl ester	biospider
P-hydroxybenzoic propyl ester	biospider
P-hydroxypropyl benzoate	biospider
P-Hydroxypropyl benzoic acid	Generator
P-Oxybenzoesaeurepropylester	ChEBI
Propyl P-hydroxybenzoic acid	Generator
Propylparaben	biospider
Propylparaben, USAN	db_source
Protaben p	biospider
Tegosept p	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.96 g/L	ALOGPS
logP	3.28	ALOGPS
logP	2.55	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	8.5	ChemAxon
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	49.34 m³·mol⁻¹	ChemAxon
Polarizability	19.35 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C10H12O3

IUPAC name

propyl 4-hydroxybenzoate

InChI Identifier

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

InChI Key

QELSKZZBTMNZEB-UHFFFAOYSA-N

Isomeric SMILES

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

Average Molecular Weight

180.2005

Monoisotopic Molecular Weight

180.07864425

Classification

Description

Belongs to the class of organic compounds known as p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

p-Hydroxybenzoic acid alkyl esters

Alternative Parents

Substituents

P-hydroxybenzoic acid alkyl ester
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:32063 )
benzoate ester (CHEBI:32063 )
paraben (CHEBI:32063 )

Ontology

Biofluid and excreta:

Role

Industrial application:

Food and nutrition:

Flavoring agent

Household products:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 66.65%; H 6.71%; O 26.64%	DFC
Melting Point	Mp 96-97°	DFC
Boiling Point	Not Available
Experimental Water Solubility	0.5 mg/mL at 25 oC	YALKOWSKY,SH & HE,Y (2003)
Experimental logP	3.04	HANSCH,C ET AL. (1995)
Experimental pKa	7.91
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-00dr-4900000000-1b9740067a9969c2e70d	2014-09-20	View Spectrum
GC-MS	Propylparaben, non-derivatized, GC-MS Spectrum	splash10-00dr-2900000000-5ad831b2650fc930116c	Spectrum
GC-MS	Propylparaben, non-derivatized, GC-MS Spectrum	splash10-00dr-2900000000-5ad831b2650fc930116c	Spectrum
Predicted GC-MS	Propylparaben, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-4900000000-ea56320d2db779d7b4ba	Spectrum
Predicted GC-MS	Propylparaben, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-3910000000-6627fe49566ac19f2646	Spectrum
Predicted GC-MS	Propylparaben, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-004i-0900000000-a528bf6bd610eaa4d56d	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-004i-0900000000-a528bf6bd610eaa4d56d	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0079-0900000000-f8b4d22e11212406a669	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-c2e531f56db73c6d33e8	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00di-0900000000-3687d6281f4f012f14a8	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-00di-0900000000-cc364f1a508151d37b72	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0900000000-04f2ce573f4ba08b5bc8	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-32ccfdbd83a4d2db7d8b	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-004i-9000000000-57094c48887cb16375a4	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-000i-2900000000-f3c11565fcd12f9e860b	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-004r-0900000000-f3bacac2e75bf5f75e20	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-000l-4900000000-a177f5dd4882f3644ebc	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-002b-9400000000-9bab2a6dfc09b743ab7e	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-33c4bb8f3aa111e3c3aa	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-004i-2900000000-cae53eb5d810f1eb49c7	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9200000000-0217e404cbb1450be5b2	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-0079-0900000000-75d92497c0382dfbecd5	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Negative	splash10-052f-9200000000-9b90e1d540d5b83dcbc2	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-052f-9200000000-fd8218d9ad65ba82afca	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-2900000000-4ca188f06fa4b53e3248	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006x-9600000000-5d01c0904ab22d191c71	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9300000000-13a8f8a6fa20b2a61dd8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-1900000000-c039bed96e2f85d3b72c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000l-3900000000-476bdcb3573067826dc1	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9400000000-7a7313c9b1e989f7c4dc	2016-08-03	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		Spectrum

External Links

ChemSpider ID

6907

ChEMBL ID

CHEMBL194014

KEGG Compound ID

Not Available

Pubchem Compound ID

7175

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB32574

CRC / DFC (Dictionary of Food Compounds) ID

FBS67-S:FBS70-O

EAFUS ID

3222

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1034161

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
smoky	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
burnt	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
hawthorn	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound Propylparaben (FDB010511)

Structure for FDB010511 (Propylparaben)