Details
Stereochemistry | ACHIRAL |
Molecular Formula | C14H28O2 |
Molecular Weight | 228.3715 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCCCCCCCCCC(=O)O
InChI
InChIKey=TUNFSRHWOTWDNC-UHFFFAOYSA-N
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)
Molecular Formula | C14H28O2 |
Molecular Weight | 228.3715 |
Charge | 0 |
Count |
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Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/9323584 | https://elibrary.ru/item.asp?id=5420911 | http://www.tuscany-diet.net/lipids/list-of-fatty-acids/myristic/ | https://www.ncbi.nlm.nih.gov/pubmed/19154695 | https://www.ncbi.nlm.nih.gov/pubmed/20634506DOI: 10.1016/0378-5173(89)90003-3https://www.ewg.org/skindeep/ingredient/706137/SODIUM_MYRISTATE/ | Burdock, G.A. (1997) Encyclopedia of Food and Color Additives, page 2575, retrieved from: https://books.google.ru/books?id=NtaR9i3hYCYC | Igoe, R.S. (2013) Dictionary of Food Ingredients, page 129, retrieved from: https://books.google.ru/books?id=WEKEBwAAQBAJ
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9323584 | https://elibrary.ru/item.asp?id=5420911 | http://www.tuscany-diet.net/lipids/list-of-fatty-acids/myristic/ | https://www.ncbi.nlm.nih.gov/pubmed/19154695 | https://www.ncbi.nlm.nih.gov/pubmed/20634506DOI: 10.1016/0378-5173(89)90003-3https://www.ewg.org/skindeep/ingredient/706137/SODIUM_MYRISTATE/ | Burdock, G.A. (1997) Encyclopedia of Food and Color Additives, page 2575, retrieved from: https://books.google.ru/books?id=NtaR9i3hYCYC | Igoe, R.S. (2013) Dictionary of Food Ingredients, page 129, retrieved from: https://books.google.ru/books?id=WEKEBwAAQBAJ
Sodium myristate is the sodium salt of myristic acid. It is used in the food as the binder, emulsifier and anticaking agent. It is one of the commonly occurring soaps. It is used in cosmetic as a cleansing and emulsifying agent.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3335863
Curator's Comment:: Known to be CNS penetrant in rats. Human data not available.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL5088 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20920594 |
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Target ID: CHEMBL2021749 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20920594 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Diagnostic | Unknown Approved UseUnknown |
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Sources: https://www.ncbi.nlm.nih.gov/pubmed/26800189 |
Diagnostic | Unknown Approved UseUnknown |
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Inactive ingredient | Volu-Firm Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Comparative quantitative fatty acid analysis of triacylglycerols using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry and gas chromatography. | 2001 |
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Longitudinal study of fatty acids in plasma and erythrocyte phospholipids during pregnancy. | 2001 |
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Phorbol ester impairs electrical excitation of rat pancreatic beta-cells through PKC-independent activation of KATP channels. | 2001 |
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Fatty acid synthesis in African trypanosomes: a solution to the myristate mystery. | 2001 Aug |
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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 Aug |
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Role of AKT kinase in sphingosine-induced apoptosis in human hepatoma cells. | 2001 Aug |
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Biosynthesis and structural characterization of medium-chain-length poly(3-hydroxyalkanoates) produced by Pseudomonas aeruginosa from fatty acids. | 2001 Aug 20 |
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Overexpression of the myristoylated alanine-rich C-kinase substrate inhibits cell adhesion to extracellular matrix components. | 2001 Aug 24 |
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Pre-steady-state kinetic studies of Saccharomyces cerevisiae myristoylCoA:protein N-myristoyltransferase mutants identify residues involved in catalysis. | 2001 Aug 7 |
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Regulation of Golgi structure and function by ARF-like protein 1 (Arl1). | 2001 Dec |
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Palmitate decreases proton pumping of liver-type cytochrome c oxidase. | 2001 Dec |
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Characterization of the binding of Photobacterium phosphoreum P-flavin by Vibrio harveyi Luciferase. | 2001 Dec 15 |
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Fatty acid remodeling of glycosyl phosphatidylinositol anchors in Trypanosoma brucei: incorporation of fatty acids other than myristate. | 2001 Jul |
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Ca2+-myristoyl switch and membrane binding of chemically acylated neurocalcins. | 2001 Jul 10 |
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N-terminal fatty-acylation of sonic hedgehog enhances the induction of rodent ventral forebrain neurons. | 2001 Jun |
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Differential mechanisms of glucose and palmitate in augmentation of insulin secretion in mouse pancreatic islets. | 2001 Jun |
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Cox-2 inhibitory effects of naturally occurring and modified fatty acids. | 2001 Jun |
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Copper-catalyzed coupling of arylboronic acids and amines. | 2001 Jun 28 |
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Self-assembly of regular hollow icosahedra in salt-free catanionic solutions. | 2001 Jun 7 |
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The effect of temperature on the fatty acids and isozymes of a psychrotrophic and two mesophilic species of Xenorhabdus, a bacterial symbiont of entomopathogenic nematodes. | 2001 May |
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A fluorogenic reagent, 4-mercapto-7-methylthio-2,1,3-benzoxadiazole for carboxylic acids, designed by prediction of the fluorescence intensity. | 2001 May 15 |
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Structures of Saccharomyces cerevisiae N-myristoyltransferase with bound myristoylCoA and peptide provide insights about substrate recognition and catalysis. | 2001 May 29 |
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Fatty acid profiles of nitrite-oxidizing bacteria reflect their phylogenetic heterogeneity. | 2001 Nov |
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Inhibition and regulation of rat liver L-threonine dehydrogenase by different fatty acids and their derivatives. | 2001 Nov 7 |
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Enzyme activity of the cytochrome P-450 monooxygenase system in the presence of single chain lipid molecules. | 2001 Nov-Dec |
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Regulation of IL-13 production by histamine in cloned murine T helper type 2 cells. | 2001 Oct |
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Effects of incubator humidity and hen age on yolk composition in broiler hatching eggs from young breeders. | 2001 Oct |
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Ethanol- and nicotine-induced membrane changes in embryonic and neonatal chick brains. | 2001 Oct |
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Deletion of N-terminal myristoylation site of HIV Nef abrogates both MHC-1 and CD4 down-regulation. | 2001 Oct 1 |
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Site-directed mutagenesis of the putative distal helix of peroxygenase cytochrome P450. | 2001 Oct 1 |
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Phosphorylation of human N-myristoyltransferase by N-myristoylated SRC family tyrosine kinase members. | 2001 Oct 19 |
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Rational design of diflunisal analogues with reduced affinity for human serum albumin. | 2001 Oct 31 |
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Propranolol increases phosphatidic acid level via activation of phospholipase D. | 2001 Sep |
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Rat pancreatic acinar cells express a cytosolic phospholipase D1b isoform that is not regulated by cholecystokinin. | 2001 Sep |
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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 Sep 14 |
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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 Sep 28 |
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Coexpression of proteins with methionine aminopeptidase and/or N-myristoyltransferase in Escherichia coli to increase acylation and homogeneity of protein preparations. | 2002 |
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Differential use of myristoyl groups on neuronal calcium sensor proteins as a determinant of spatio-temporal aspects of Ca2+ signal transduction. | 2002 Apr 19 |
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Myristoylated alanine-rich C kinase substrate (MARCKS) sequesters spin-labeled phosphatidylinositol 4,5-bisphosphate in lipid bilayers. | 2002 Apr 19 |
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Myristyl and palmityl acylation of pI 5.1 carboxylesterase from porcine intestine and liver. | 2002 Feb |
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Differences in the fatty acid composition of larvae and metamorphosing sea lampreys, Petromyzon marinus. | 2002 Feb |
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Oxidative stress induced cytokine production in isolated rat pancreatic acinar cells: effects of small-molecule antioxidants. | 2002 Feb |
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Enzymatic reaction of hydrogen peroxide-dependent peroxygenase cytochrome P450s: kinetic deuterium isotope effects and analyses by resonance Raman spectroscopy. | 2002 Feb 12 |
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Serum free fatty acid pattern and risk of myocardial infarction: a case-control study. | 2002 Jan |
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[Fatty acid-induced reversal of general anesthesia: chain length-dependence of antagonizing potencies of fatty acids]. | 2002 Jan |
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Intrastriatal injection of sonic hedgehog reduces behavioral impairment in a rat model of Parkinson's disease. | 2002 Jan |
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Differences in calmodulin and calmodulin-binding proteins in phasic and tonic smooth muscles. | 2002 Jan |
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Permeation of a myristoylated dipeptide across the buccal mucosa: topological distribution and evaluation of tissue integrity. | 2002 Jan 1 |
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Interaction of bovine (BSA) and human (HSA) serum albumins with ionic surfactants: spectroscopy and modelling. | 2002 Jan 31 |
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The linker domain of the Ha-Ras hypervariable region regulates interactions with exchange factors, Raf-1 and phosphoinositide 3-kinase. | 2002 Jan 4 |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2981363
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.
Substance Class |
Chemical
Created
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admin
on
Edited
Sat Jun 26 02:52:12 UTC 2021
by
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on
Sat Jun 26 02:52:12 UTC 2021
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Record UNII |
0I3V7S25AW
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C68421
Created by
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CFR |
21 CFR 172.860
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NCI_THESAURUS |
C68388
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LOINC |
75103-2
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CFR |
21 CFR 357.210
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LOINC |
35157-7
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JECFA EVALUATION |
MYRISTIC ACID
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LOINC |
47783-6
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DSLD |
3280 (Number of products:15)
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Code System | Code | Type | Description | ||
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SUB128589
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11005
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M7689
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PRIMARY | Merck Index | ||
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544-63-8
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1356758
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544-63-8
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DB08231
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CHEMBL111077
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D019814
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MYRISTIC ACID
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C68393
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208-875-2
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0I3V7S25AW
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1448990
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1313976
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5686
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Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT | |||
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LIPID -> FATTY ACID |
U.S produced rice oil. Values are % of composition.
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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LIPID -> FATTY ACID |
G Jurriens and ACJ Kroesen, J Am Oil Chem Soc, 42(9)(1965)(average value).
Range values as of FAO/WHO Codex Alimentarius Committee on commercial fats and oils.(unspecified percent)
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
USP
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LIPID -> FATTY ACID |
JB Rossell and co-workers; JAOCS62(2), 221-230(1985).
Range weight is a mean.
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SALT/SOLVATE -> PARENT | |||
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LIPID -> FATTY ACID |
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SALT/SOLVATE -> PARENT | |||
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LIPID -> FATTY ACID |
MAY BE PRESENT
USP
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LIPID -> FATTY ACID |
Values given are in undefined precent.
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SALT/SOLVATE -> PARENT | |||
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LIPID -> FATTY ACID |
Values are % of weight of fatty acid composition.
O?Connor, RT, Herb, SF; J Am Oil Chem Soc 47, 186A, 195A, 197A(1970)(range)
Brignoli, CA et al: J Am Diet Assoc 68, 224(1976)(average
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PARENT -> CONSTITUENT ALWAYS PRESENT |
USP
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SALT/SOLVATE -> PARENT | |||
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LIPID -> FATTY ACID |
Values are % of total.
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SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
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ACTIVE MOIETY |