FComEx: 3-Methyladipic acid (PC000314)

Record Information

Version

1.0

Creation date

2015-10-09 22:29:51 UTC

Update date

2017-01-19 02:36:19 UTC

FoodComEx ID

PC000314

FoodDB Record

FDB022115

Chemical Information

Name

3-Methyladipic acid

Description

3-Methyladipic acid is a metabolite of the catabolism of phytanic acid. Patients with adult Refsums disease (ARD) are unable to detoxify phytanic acid by alpha-oxidation, and so the w-oxidation pathway is the only metabolic pathway available for phytanic acid degradation. This pathway produces 3-methyladipic acid as the final metabolite, which is excreted in the urine (Wanders et al. 2001). Activity of the w-oxidation pathway is approximately doubled in ARD patients compared with normal individuals (PMID: 11948235). [HMDB]

CAS Number

3058-01-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(+/-)-3-Methyladipic acid	hmdb
3-Methyl-hexanedioate	HMDB
3-Methyl-hexanedioic acid	HMDB
3-Methyladipate	hmdb
3-Methylhexanedioate	hmdb
3-Methylhexanedioic acid	hmdb
b-methyl-Adipic acid	hmdb
B-methyladipate	hmdb
B-methyladipic acid	hmdb
beta-methyl-Adipic acid	hmdb
beta-methyladipate	hmdb
beta-methyladipic acid	hmdb

Chemical Formula

C7H12O4

IUPAC name

(3S)-3-methylhexanedioic acid

InChI Identifier

InChI=1S/C7H12O4/c1-5(4-7(10)11)2-3-6(8)9/h5H,2-4H2,1H3,(H,8,9)(H,10,11)/t5-/m0/s1

InChI Key

SYEOWUNSTUDKGM-YFKPBYRVSA-N

Isomeric SMILES

C[C@@H](CCC(O)=O)CC(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