FComEx: Phenylacetaldehyde (PC000911)

Record Information

Version

1.0

Creation date

2015-10-09 22:33:20 UTC

Update date

2017-01-19 02:36:40 UTC

FoodComEx ID

PC000911

FoodDB Record

FDB012238

Chemical Information

Name

Phenylacetaldehyde

Description

Phenylacetaldehyde, also known as alpha-tolualdehyde or 2-phenylethanal, belongs to the class of organic compounds known as phenylacetaldehydes. Phenylacetaldehydes are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde. Phenylacetaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). Phenylacetaldehyde exists in all living species, ranging from bacteria to humans. Phenylacetaldehyde is a sweet, bitter, and clover tasting compound. Outside of the human body, Phenylacetaldehyde is found, on average, in the highest concentration within a few different foods, such as corns, beers, and white wines and in a lower concentration in safflowers, taco, and bilberries. Phenylacetaldehyde has also been detected, but not quantified in, several different foods, such as small-leaf lindens, green beans, sweet oranges, mountain yams, and common thymes. This could make phenylacetaldehyde a potential biomarker for the consumption of these foods. An aldehyde that consists of acetaldehyde bearing a methyl substituent; the parent member of the phenylacetaldehyde class of compounds. Phenylacetaldehyde is a potentially toxic compound.

CAS Number

122-78-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
.alpha.-toluic aldehyde	HMDB
1-oxo-2-Phenylethane	ChEBI
2-Phenylacetaldehyde	ChEBI
2-Phenylethanal	ChEBI
a-Phenylacetaldehyde	Generator
a-Tolualdehyde	Generator
a-Toluic aldehyde	db_source
alpha-Phenylacetaldehyde	ChEBI
alpha-Tolualdehyde	ChEBI
alpha-Toluic aldehyde	ChEBI
Benzacetaldehyde	ChEBI
Benzenacetaldehyde	HMDB
Benzeneacetaldehyde	ChEBI
Benzeneacetaldehyde, 9CI	db_source
Benzylcarboxaldehyde	HMDB
FEMA 2874	db_source
FEMA no. 2974	HMDB
Oxophenylethane	HMDB
Phenacetaldehyde	ChEBI
Phenyl-acetaldehyde	HMDB
Phenylacetic aldehyde	ChEBI
Phenylethanal	db_source
α-phenylacetaldehyde	Generator
α-tolualdehyde	Generator
α-toluic aldehyde	Generator

Chemical Formula

C8H8O

IUPAC name

2-phenylacetaldehyde

InChI Identifier

InChI=1S/C8H8O/c9-7-6-8-4-2-1-3-5-8/h1-5,7H,6H2

InChI Key

DTUQWGWMVIHBKE-UHFFFAOYSA-N

Isomeric SMILES

O=CCC1=CC=CC=C1

Average Molecular Weight

120.1485

Monoisotopic Molecular Weight

120.057514878

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylacetaldehydes. Phenylacetaldehydes are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylacetaldehydes

Direct Parent

Phenylacetaldehydes

Alternative Parents

Substituents