FComEx: Sebacic acid (PC000094)

Record Information

Version

1.0

Creation date

2015-10-09 22:28:13 UTC

Update date

2017-01-19 02:36:12 UTC

FoodComEx ID

PC000094

FoodDB Record

FDB022247

Chemical Information

Name

Sebacic acid

Description

Sebacic acid is a saturated, straight-chain naturally occurring dicarboxylic acid with 10 carbon atoms. Sebacic acid is a normal urinary acid. In patients with multiple acyl-CoA-dehydrogenase deficiency (MADD) or glutaric aciduria type II (GAII) are a group of metabolic disorders due to deficiency of either electron transfer flavoprotein or electron transfer flavoprotein ubiquinone oxidoreductase, biochemical data shows an increase in urine sebacic acid excretion. Sebacic acid is a white flake or powdered crystal slightly soluble in water that has been proposed as an alternative energy substrate in total parenteral nutrition. Sebacic Acid was named from the Latin sebaceus (tallow candle) or sebum (tallow) in reference to its use in the manufacture of candles. Sebacic Acid and its derivatives such as azelaic acid have a variety of industrial uses as plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc. It is used in the synthesis of polyamide and alkyd resins. It is also used as an intermediate for aromatics, antiseptics and painting materials. (PMID: 10556649, 1738216, 8442769, 12706375) [HMDB]

CAS Number

111-20-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1,10-Decanedioate	hmdb
1,10-Decanedioic acid	hmdb
1,8-Dicarboxyoctane	ChEBI
1,8-Octanedicarboxylate	hmdb
1,8-Octanedicarboxylic acid	hmdb
4-oxodecanedioate	hmdb
4-oxodecanedioic acid	hmdb
4,7-dioxosebacic acid	hmdb
acide sebacique	hmdb
Decanedicarboxylic acid	hmdb
Decanedioate	hmdb
Decanedioic acid	hmdb
Dicarboxylic acid C10	hmdb
Ipomic acid	hmdb
n-Decanedioate	hmdb
n-Decanedioic acid	hmdb
Sebacate	hmdb
sebacic acid	hmdb
Sebacic acids	hmdb
Sebacinsaeure	hmdb
Sebacinsaure	hmdb
Seracic acid	hmdb

Chemical Formula

C10H18O4

IUPAC name

decanedioic acid

InChI Identifier

InChI=1S/C10H18O4/c11-9(12)7-5-3-1-2-4-6-8-10(13)14/h1-8H2,(H,11,12)(H,13,14)

InChI Key

CXMXRPHRNRROMY-UHFFFAOYSA-N

Isomeric SMILES

OC(=O)CCCCCCCCC(O)=O

Average Molecular Weight

202.2475

Monoisotopic Molecular Weight

202.120509064

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