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Details

Stereochemistry ACHIRAL
Molecular Formula C14H27O2.H4N
Molecular Weight 245.4014
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMMONIUM MYRISTATE

SMILES

[NH4+].CCCCCCCCCCCCCC([O-])=O

InChI

InChIKey=BJOYVZZDDFVLPI-UHFFFAOYSA-N
InChI=1S/C14H28O2.H3N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16;/h2-13H2,1H3,(H,15,16);1H3

HIDE SMILES / InChI

CNS Activity

Curator's Comment: Known to be CNS penetrant in rats. Human data not available.

Originator

Sources: DOI: 10.1080/14786444108650255

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Unknown

Approved Use

Unknown
Diagnostic
Unknown

Approved Use

Unknown
Inactive ingredient
Volu-Firm

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Differential use of myristoyl groups on neuronal calcium sensor proteins as a determinant of spatio-temporal aspects of Ca2+ signal transduction.
2002-04-19
Myristoylated alanine-rich C kinase substrate (MARCKS) sequesters spin-labeled phosphatidylinositol 4,5-bisphosphate in lipid bilayers.
2002-04-19
Enzyme activity of the cytochrome P-450 monooxygenase system in the presence of single chain lipid molecules.
2002-02-12
Enzymatic reaction of hydrogen peroxide-dependent peroxygenase cytochrome P450s: kinetic deuterium isotope effects and analyses by resonance Raman spectroscopy.
2002-02-12
Myristyl and palmityl acylation of pI 5.1 carboxylesterase from porcine intestine and liver.
2002-02
Differences in the fatty acid composition of larvae and metamorphosing sea lampreys, Petromyzon marinus.
2002-02
Oxidative stress induced cytokine production in isolated rat pancreatic acinar cells: effects of small-molecule antioxidants.
2002-02
Interaction of bovine (BSA) and human (HSA) serum albumins with ionic surfactants: spectroscopy and modelling.
2002-01-31
The linker domain of the Ha-Ras hypervariable region regulates interactions with exchange factors, Raf-1 and phosphoinositide 3-kinase.
2002-01-04
Permeation of a myristoylated dipeptide across the buccal mucosa: topological distribution and evaluation of tissue integrity.
2002-01-01
Serum free fatty acid pattern and risk of myocardial infarction: a case-control study.
2002-01
[Fatty acid-induced reversal of general anesthesia: chain length-dependence of antagonizing potencies of fatty acids].
2002-01
Intrastriatal injection of sonic hedgehog reduces behavioral impairment in a rat model of Parkinson's disease.
2002-01
Differences in calmodulin and calmodulin-binding proteins in phasic and tonic smooth muscles.
2002-01
Coexpression of proteins with methionine aminopeptidase and/or N-myristoyltransferase in Escherichia coli to increase acylation and homogeneity of protein preparations.
2002
Characterization of the binding of Photobacterium phosphoreum P-flavin by Vibrio harveyi Luciferase.
2001-12-15
Regulation of Golgi structure and function by ARF-like protein 1 (Arl1).
2001-12
Palmitate decreases proton pumping of liver-type cytochrome c oxidase.
2001-12
Inhibition and regulation of rat liver L-threonine dehydrogenase by different fatty acids and their derivatives.
2001-11-07
Fatty acid profiles of nitrite-oxidizing bacteria reflect their phylogenetic heterogeneity.
2001-11
Rational design of diflunisal analogues with reduced affinity for human serum albumin.
2001-10-31
The biology and enzymology of protein N-myristoylation.
2001-10-26
Phosphorylation of human N-myristoyltransferase by N-myristoylated SRC family tyrosine kinase members.
2001-10-19
Deletion of N-terminal myristoylation site of HIV Nef abrogates both MHC-1 and CD4 down-regulation.
2001-10-01
Site-directed mutagenesis of the putative distal helix of peroxygenase cytochrome P450.
2001-10-01
Regulation of IL-13 production by histamine in cloned murine T helper type 2 cells.
2001-10
Effects of incubator humidity and hen age on yolk composition in broiler hatching eggs from young breeders.
2001-10
Ethanol- and nicotine-induced membrane changes in embryonic and neonatal chick brains.
2001-10
Differential effect of valproate and its Delta2- and Delta4-unsaturated metabolites, on the beta-oxidation rate of long-chain and medium-chain fatty acids.
2001-09-28
Optimization of carbohydrate fatty acid ester synthesis in organic media by a lipase from Candida antarctica.
2001-09-20
Palmitoylation of caveolin-1 at a single site (Cys-156) controls its coupling to the c-Src tyrosine kinase: targeting of dually acylated molecules (GPI-linked, transmembrane, or cytoplasmic) to caveolae effectively uncouples c-Src and caveolin-1 (TYR-14).
2001-09-14
Propranolol increases phosphatidic acid level via activation of phospholipase D.
2001-09
Rat pancreatic acinar cells express a cytosolic phospholipase D1b isoform that is not regulated by cholecystokinin.
2001-09
beta-Ketoacyl-[acyl carrier protein] synthase I of Escherichia coli: aspects of the condensation mechanism revealed by analyses of mutations in the active site pocket.
2001-08-21
Biosynthesis and structural characterization of medium-chain-length poly(3-hydroxyalkanoates) produced by Pseudomonas aeruginosa from fatty acids.
2001-08-20
Pre-steady-state kinetic studies of Saccharomyces cerevisiae myristoylCoA:protein N-myristoyltransferase mutants identify residues involved in catalysis.
2001-08-07
Fatty acid synthesis in African trypanosomes: a solution to the myristate mystery.
2001-08
A new double coupling system: synthesis of citronellyl acetate via transacetylation to citronellol from acetyl coenzyme A produced from glucose and free fatty acids.
2001-08
Role of AKT kinase in sphingosine-induced apoptosis in human hepatoma cells.
2001-08
Ca2+-myristoyl switch and membrane binding of chemically acylated neurocalcins.
2001-07-10
[Determination of higher fatty acids in human plasma].
2001-07
Molecular characterization of StCDPK1, a calcium-dependent protein kinase from Solanum tuberosum that is induced at the onset of tuber development.
2001-07
N-terminal fatty-acylation of sonic hedgehog enhances the induction of rodent ventral forebrain neurons.
2001-06
Expression, purification and characterization of cytochrome P450 Biol: a novel P450 involved in biotin synthesis in Bacillus subtilis.
2001-06
Differential mechanisms of glucose and palmitate in augmentation of insulin secretion in mouse pancreatic islets.
2001-06
Cox-2 inhibitory effects of naturally occurring and modified fatty acids.
2001-06
Acrylic resins as rate-controlling membranes in novel formulation of a nine-day 17beta-estradiol transdermal delivery system: in vitro and release modifier effect evaluation.
2001-05
Comparative quantitative fatty acid analysis of triacylglycerols using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry and gas chromatography.
2001
Longitudinal study of fatty acids in plasma and erythrocyte phospholipids during pregnancy.
2001
Phorbol ester impairs electrical excitation of rat pancreatic beta-cells through PKC-independent activation of KATP channels.
2001
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Rous sarcoma virus-transformed cells were labeled for 2 h with either 1 mCi of [3H]palmitic acid or 0.2 mCi of [3H]myristic acid, and p60src was isolated by immunoprecipitation. The incorporation of [3H]myristic acid into p60src was ca. 100-fold greater than the incorporation of [3H]palmitic acid.
Name Type Language
E-470(I)MYRISTIC ACID, AMMONIUM SALT
Preferred Name English
AMMONIUM MYRISTATE
Systematic Name English
TETRADECANOIC ACID, AMMONIUM SALT
Common Name English
INS NO.470(I)MYRISTIC ACID, AMMONIUM SALT
Common Name English
MYRISTIC ACID, AMMONIUM SALT
Common Name English
INS-470(I)MYRISTIC ACID, AMMONIUM SALT
Common Name English
Classification Tree Code System Code
CODEX ALIMENTARIUS (GSFA) INS-470(I)
Created by admin on Mon Mar 31 22:30:23 GMT 2025 , Edited by admin on Mon Mar 31 22:30:23 GMT 2025
JECFA EVALUATION INS-470(I)
Created by admin on Mon Mar 31 22:30:23 GMT 2025 , Edited by admin on Mon Mar 31 22:30:23 GMT 2025
Code System Code Type Description
CAS
16530-71-5
Created by admin on Mon Mar 31 22:30:23 GMT 2025 , Edited by admin on Mon Mar 31 22:30:23 GMT 2025
PRIMARY
EPA CompTox
DTXSID00167884
Created by admin on Mon Mar 31 22:30:23 GMT 2025 , Edited by admin on Mon Mar 31 22:30:23 GMT 2025
PRIMARY
FDA UNII
6FX8H1ODBK
Created by admin on Mon Mar 31 22:30:23 GMT 2025 , Edited by admin on Mon Mar 31 22:30:23 GMT 2025
PRIMARY
PUBCHEM
167548
Created by admin on Mon Mar 31 22:30:23 GMT 2025 , Edited by admin on Mon Mar 31 22:30:23 GMT 2025
PRIMARY
ECHA (EC/EINECS)
240-599-8
Created by admin on Mon Mar 31 22:30:23 GMT 2025 , Edited by admin on Mon Mar 31 22:30:23 GMT 2025
PRIMARY