Showing Compound 4-Methylbenzaldehyde (FDB000808)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:43 UTC

Update date

2019-11-26 02:55:26 UTC

Primary ID

FDB000808

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

4-Methylbenzaldehyde

Description

4-Methylbenzaldehyde, also known as p-toluylaldehyde or p-formyltoluene, belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-). 4-Methylbenzaldehyde is a cherry, deep, and fruity tasting compound. 4-Methylbenzaldehyde has been detected, but not quantified in, several different foods, such as fruits, robusta coffees (Coffea canephora), alcoholic beverages, teas (Camellia sinensis), and caraways (Carum carvi). This could make 4-methylbenzaldehyde a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 4-Methylbenzaldehyde.

CAS Number

104-87-0

Structure

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

Synonyms

Synonym	Source
4-Tolualdehyde	ChEBI
4-Toluylaldehyde	ChEBI
p-Formyltoluene	ChEBI
p-Methylbenzaldehyde	ChEBI
p-Toluylaldehyde	ChEBI
p-Tolylaldehyde	ChEBI
Para-methylbenzaldehyde	ChEBI
Para-tolualdehyde	ChEBI
Para-toluyl aldehyde	ChEBI
Paratolualdehyde	ChEBI
PTAL	ChEBI
4-Methyl-benzaldehyde	HMDB
P-Tolualdehyde	HMDB
P-Toluic aldehyde	HMDB
4-Methylbenzaldehyde	ChEBI
Benzaldehyde, 4-methyl-	biospider
P-formyltoluene	biospider
P-methylbenzaldehyde	biospider
p-Tolualdehyde	db_source
p-Toluic aldehyde	db_source
P-toluylaldehyde	biospider
P-tolylaldehyde	biospider

Predicted Properties

Property	Value	Source
Water Solubility	1.47 g/L	ALOGPS
logP	2.01	ALOGPS
logP	2.2	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	37.68 m³·mol⁻¹	ChemAxon
Polarizability	13.17 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C8H8O

IUPAC name

4-methylbenzaldehyde

InChI Identifier

InChI=1S/C8H8O/c1-7-2-4-8(6-9)5-3-7/h2-6H,1H3

InChI Key

FXLOVSHXALFLKQ-UHFFFAOYSA-N

Isomeric SMILES

CC1=CC=C(C=O)C=C1

Average Molecular Weight

120.1485

Monoisotopic Molecular Weight

120.057514878

Classification

Description

Belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-).

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoyl derivatives

Direct Parent

Benzoyl derivatives

Alternative Parents

Substituents

Benzoyl
Benzaldehyde
Aryl-aldehyde
Toluene
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aldehyde
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

tolualdehyde (CHEBI:28617 )
an aryl aldehyde (CPD-8773 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Coffea

Biological location:

Biofluid and excreta:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 79.97%; H 6.71%; O 13.32%	DFC
Melting Point	-6 oC
Boiling Point	Bp10 106°	DFC
Experimental Water Solubility	2.27 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d16.74 1.02	DFC
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-01bc-9700000000-1039b386245d6043345a	2015-03-01	View Spectrum
GC-MS	4-Methylbenzaldehyde, non-derivatized, GC-MS Spectrum	splash10-01bc-9600000000-ce2e5bcb9aa7941f7f8b	Spectrum
GC-MS	4-Methylbenzaldehyde, non-derivatized, GC-MS Spectrum	splash10-01bc-8900000000-cc469f3657d6fab4bdef	Spectrum
GC-MS	4-Methylbenzaldehyde, non-derivatized, GC-MS Spectrum	splash10-01bc-9700000000-ff0e14ae428ad7d54394	Spectrum
GC-MS	4-Methylbenzaldehyde, non-derivatized, GC-MS Spectrum	splash10-00r6-9500000000-8499fc6c52a970ddef6f	Spectrum
GC-MS	4-Methylbenzaldehyde, non-derivatized, GC-MS Spectrum	splash10-01bc-9600000000-ce2e5bcb9aa7941f7f8b	Spectrum
GC-MS	4-Methylbenzaldehyde, non-derivatized, GC-MS Spectrum	splash10-01bc-8900000000-cc469f3657d6fab4bdef	Spectrum
GC-MS	4-Methylbenzaldehyde, non-derivatized, GC-MS Spectrum	splash10-01bc-9700000000-ff0e14ae428ad7d54394	Spectrum
GC-MS	4-Methylbenzaldehyde, non-derivatized, GC-MS Spectrum	splash10-00r6-9500000000-8499fc6c52a970ddef6f	Spectrum
Predicted GC-MS	4-Methylbenzaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dl-7900000000-acfd82b6910ab19dc8d7	Spectrum
Predicted GC-MS	4-Methylbenzaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-9362f48133f31ddd74ff	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-1900000000-d5b9f692b57ef151c9c8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fb9-9100000000-481e99622a759871cc28	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-75cec0be2fe89d6590b0	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0900000000-75cec0be2fe89d6590b0	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-9700000000-be1fac9e49413c7699b3	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-972f865a96261dcb891a	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-4900000000-4f75f82822455b674cbf	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9200000000-88842142b7b5e6c0d939	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9100000000-08879aa81833e1021a26	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-1b8adc639ba759803e53	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f96-9000000000-0ec0de4050c8dfde9564	2021-09-25	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
1D NMR	¹H NMR Spectrum (1D, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 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, 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
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

28617

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB29638

CRC / DFC (Dictionary of Food Compounds) ID

BHW21-S:BHW21-S

EAFUS ID

Not Available

Dr. Duke ID

4-METHYL-BENZALDEHYDE

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

rw1003421

SuperScent ID

Not Available

Wikipedia ID

4-Methylbenzaldehyde

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
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cherry	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
deep	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.