FComEx: Pimelic acid (PC000039)

Record Information

Version

1.0

Creation date

2015-10-09 22:27:38 UTC

Update date

2017-01-19 02:36:11 UTC

FoodComEx ID

PC000039

FoodDB Record

FDB022283

Chemical Information

Name

Pimelic acid

Description

A group of compounds that are derivatives of heptanedioic acid with the general formula R-C7H11O4. Pimelic acid is the organic compound with the formula HO2C(CH2)5CO2H. Derivatives of pimelic acid are involved in the biosynthesis of the amino acid called lysine. Pimelic acid is one methylene longer than a related dicarboxylic acid, adipic acid, a precursor to many polyesters and polyamides. Pimelic acid has been synthesized from cyclohexanone and from salicylic acid.[1] In the former route, the additional carbon is suppled by dimethyloxalate, which reacts with the enolate. [HMDB]

CAS Number

111-16-0

Structure

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

Synonyms

Synonym	Source
1,5-Pentanedicarboxylate	Generator
1,5-Pentanedicarboxylic acid	ChEBI
1,7-Heptanedioate	hmdb
1,7-Heptanedioic acid	hmdb
6-carboxyhexanoate	hmdb
6-carboxyhexanoic acid	hmdb
Heptandioate	hmdb
Heptandioic acid	hmdb
Heptane-1,7-dioate	hmdb
Heptane-1,7-dioic acid	hmdb
Heptanedioate	hmdb
Heptanedioic acid	hmdb
Pilerate	hmdb
Pileric acid	hmdb
Pimelate	hmdb
Pimelic acid	hmdb

Chemical Formula

C7H12O4

IUPAC name

heptanedioic acid

InChI Identifier

InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)

InChI Key

WLJVNTCWHIRURA-UHFFFAOYSA-N

Isomeric SMILES

OC(=O)CCCCCC(O)=O

Average Molecular Weight

160.1678

Monoisotopic Molecular Weight

160.073558872

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents