FComEx: (R)-2-Benzylsuccinate (PC000935)

Record Information

Version

1.0

Creation date

2015-10-09 22:33:28 UTC

Update date

2017-01-19 02:36:41 UTC

FoodComEx ID

PC000935

FoodDB Record

FDB028791

Chemical Information

Name

(R)-2-Benzylsuccinate

Description

(R)-2-Benzylsuccinate is an aromatic compounds that is an intermediate in Benzoate degradation via CoA ligation. Biodegradation of aromatic compounds is a common process in anoxic environments. The many natural and synthetic aromatic compounds found in the environment are usually degraded by anaerobic microorganisms into only few central intermediates, prior to ring cleavage. Benzoyl-CoA is the most important of these intermediates since a large number of compounds, including chloro-, nitro-, and aminobenzoates, aromatic hydrocarbons, and phenolic compounds, are initially converted to benzoyl-CoA prior to ring reduction and cleavage. (R)-2-Benzylsuccinate can be generated from toluene via the enzyme benzylsuccinate synthase (EC 4.1.99.11). It is then converted to Benzylsuccinyl-CoA via the enzyme benzylsuccinate CoA-transferase BbsE subunit (EC 2.8.3.15). [HMDB]

CAS Number

884-33-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(2R)-2-benzylsuccinic acid	hmdb
(R)-2-Benzylsuccinic acid	hmdb
L-benzylsuccinate	hmdb
L-benzylsuccinic acid	hmdb

Chemical Formula

C11H12O4

IUPAC name

(2S)-2-benzylbutanedioic acid

InChI Identifier

InChI=1S/C11H12O4/c12-10(13)7-9(11(14)15)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,12,13)(H,14,15)/t9-/m0/s1

InChI Key

GTOFKXZQQDSVFH-VIFPVBQESA-N

Isomeric SMILES

OC(=O)C[C@H](CC1=CC=CC=C1)C(O)=O

Average Molecular Weight

208.2106

Monoisotopic Molecular Weight

208.073558872

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents