Showing Compound Methylparaben (FDB010509)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:10 UTC

Update date

2019-11-26 03:03:41 UTC

Primary ID

FDB010509

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Methylparaben

Description

Methylparaben, also known as nipagin or e 218, 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. Methylparaben is an odorless tasting compound. Methylparaben has been detected, but not quantified in, a few different foods, such as alcoholic beverages, fruits, and saffrons (Crocus sativus). This could make methylparaben a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Methylparaben.

CAS Number

99-76-3

Structure

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

Synonyms

Show entries

Search:

Synonym	Source
4-(Carbomethoxy)phenol	HMDB
4-(Methoxycarbonyl)phenol	HMDB
4-Hydroxybenzoate methyl ester	Generator
4-Hydroxybenzoic acid methyl ester	ChEBI
4-hydroxybenzoic acid methyl ester	biospider
4-Hydroxymethyl benzoate	HMDB
Benzoic acid, 4-hydroxy-, methyl ester	HMDB
Benzoic acid, P-hydroxy-, methyl ester	HMDB
Benzoic acid, p-hydroxy-, methyl ester	biospider
e 218	ChEBI

Showing 1 to 10 of 65 entries

Predicted Properties

Property	Value	Source
Water Solubility	3.69 g/L	ALOGPS
logP	2.17	ALOGPS
logP	1.67	ChemAxon
logS	-1.6	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	2	ChemAxon
Refractivity	40.06 m³·mol⁻¹	ChemAxon
Polarizability	15.15 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C8H8O3

IUPAC name

methyl 4-hydroxybenzoate

InChI Identifier

InChI=1S/C8H8O3/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5,9H,1H3

InChI Key

LXCFILQKKLGQFO-UHFFFAOYSA-N

Isomeric SMILES

COC(=O)C1=CC=C(O)C=C1

Average Molecular Weight

152.1473

Monoisotopic Molecular Weight

152.047344122

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
Methyl ester
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

paraben (CHEBI:31835 )
4-hydroxybenzoate ester (CHEBI:31835 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Biofluid and excreta:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Household products:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Bp 270-280° dec.	DFC
Charge	Not Available
Density	Not Available
Experimental logP	1.96	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Experimental Water Solubility	2.5 mg/mL at 25 oC	YALKOWSKY,SH & HE,Y (2003)
Isoelectric point	Not Available
Mass Composition	C 63.15%; H 5.30%; O 31.55%	DFC
Melting Point	Mp 131° (127-129°)	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-00di-7900000000-42b2fb742e91f0c75f63	2014-09-20	View Spectrum
GC-MS	Methylparaben, non-derivatized, GC-MS Spectrum	splash10-00di-4900000000-5aa5692082b66b714b5d	Spectrum
GC-MS	Methylparaben, non-derivatized, GC-MS Spectrum	splash10-00di-5900000000-f3eccc0d6c2c948bd57b	Spectrum
GC-MS	Methylparaben, non-derivatized, GC-MS Spectrum	splash10-00di-4900000000-c5ef5603a5b5d1102f5a	Spectrum
GC-MS	Methylparaben, non-derivatized, GC-MS Spectrum	splash10-00di-4900000000-5aa5692082b66b714b5d	Spectrum
GC-MS	Methylparaben, non-derivatized, GC-MS Spectrum	splash10-00di-5900000000-f3eccc0d6c2c948bd57b	Spectrum
GC-MS	Methylparaben, non-derivatized, GC-MS Spectrum	splash10-00di-4900000000-c5ef5603a5b5d1102f5a	Spectrum
Predicted GC-MS	Methylparaben, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-5900000000-3ed4794b0abcfd130f36	Spectrum
Predicted GC-MS	Methylparaben, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-4920000000-b5bddbd000212b52d3e3	Spectrum
Predicted GC-MS	Methylparaben, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-0udr-0900000000-2e50ec52313e18cddbd0	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-0udr-0900000000-10b0539cab1169d8d877	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-18832133304ba4fb9e27	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0f79-0900000000-0b84609baab26de4dd17	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0900000000-8dd837e3f62c0c1bb90f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-6e5b508b9a7aa3ae3ea9	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00di-0900000000-a99eaeac5b2d2031b644	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-00di-0900000000-b8bc0a1cc6a62794b7d3	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-0f79-1900000000-98d502286eb47c703f64	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-052v-5900000000-f008414f1c229258c408	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Negative	splash10-0a4j-9700000000-c0da5ed12872161ea30e	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-052e-9800000000-03597a1112a480b91d5e	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-e340d9e85783b175426e	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uk9-0900000000-9f98d629ade444f4fbb1	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dl-9500000000-32f5caf98f5ad60ffa16	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-781a1ddebbdbcc9b39ad	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0900000000-41cbbcb3f2de007616e9	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-7900000000-f51bfe0dca5a352b0e11	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udl-4900000000-451d57a2406f81d363f2	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0f6x-9800000000-453b731412b66bd167b8	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-d769e0c585862a832e3b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fk9-3900000000-8d3ee021fb805c23c70b	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00dl-7900000000-4bf7eb7a4760f26e6a1d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01bc-9300000000-c6070b01c1557c130f49	2021-09-23	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, DMSO-d6, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50.18 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum