FComEx: Tetradecanoic acid (PC000151)

Record Information

Version

1.0

Creation date

2015-10-09 22:28:52 UTC

Update date

2017-01-19 02:36:14 UTC

FoodComEx ID

PC000151

FoodDB Record

FDB002890

Chemical Information

Name

Tetradecanoic acid

Description

Myristic acid, also known as tetradecanoic acid or C14:0, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.. Myristic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. It has a waxy, fatty or soapy odor and a fatty, creamy or cheesy taste. Myristic acid exists in all living species, ranging from bacteria to humans. Myristic acid is a naturally occurring saturated fatty acid found in most animal and vegetable fats. Some of the highest levels of myristic acid are found in nutmeg. In particular, nutmeg butter has 75% trimyristin, the triglyceride of myristic acid. Besides nutmeg, myristic acid is also found in palm kernel oil, coconut oil, butterfat, 8‚Äì14% of bovine milk, and 8.6% of breast milk as well as being a minor component of many other animal fats. It also comprises 14.49% of the fats from the fruit of the Durian species. Industrially myristic acid is used as an ingredient in soaps and cosmetics (From Dorland, 28th ed). In many eukaryotes (including humans), myristic acid is commonly added to the N-terminal glycine residue in receptor-associated kinases to confer membrane localization of the enzyme. This is achieved by the myristic acid having a high enough hydrophobicity to become incorporated into the fatty acyl core of the phospholipid bilayer of the plasma membrane of the eukaryotic cell (Wikipedia). Some research has pointed to myristic acid's positive effects on regulating HDL cholesterol and hence improving the HDL (good cholesterol) to total cholesterol ratio (PMID: 7644455).

CAS Number

544-63-8

Structure

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

Synonyms

Synonym	Source
1-Tetradecanecarboxylate	Generator
1-Tetradecanecarboxylic acid	ChEBI
1-Tridecanecarboxylate	biospider
1-Tridecanecarboxylic acid	biospider
14:0	ChEBI
Acide tetradecanoique	ChEBI
CH3-[CH2]12-COOH	ChEBI
Crodacid	biospider
FEMA 2764	db_source
Myristate	biospider
Myristic acid	ChEBI
Myristic acid pure	HMDB
Myristic acid, 8CI	db_source
Myristinsaeure	ChEBI
Myristoate	HMDB
Myristoic acid	HMDB
N-Tetradecan-1-oate	biospider
N-Tetradecan-1-oic acid	biospider
N-Tetradecanoate	biospider
N-Tetradecanoic acid	biospider
N-Tetradecoate	Generator
N-Tetradecoic acid	biospider
Tetradecanoate	biospider
Tetradecanoic (myristic) acid	HMDB
Tetradecoate	Generator
Tetradecoic acid	biospider

Chemical Formula

C14H28O2

IUPAC name

tetradecanoic acid

InChI Identifier

InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16)

InChI Key

TUNFSRHWOTWDNC-UHFFFAOYSA-N

Isomeric SMILES

CCCCCCCCCCCCCC(O)=O

Average Molecular Weight

228.3709

Monoisotopic Molecular Weight

228.20893014

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents