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Details

Stereochemistry ACHIRAL
Molecular Formula C14H28O2
Molecular Weight 228.3709
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Myristic Acid

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)

HIDE SMILES / InChI

Molecular Formula C14H28O2
Molecular Weight 228.3709
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Influence of a fatty acid on duodenal motility.
1975
Thermodynamics of binding water and solute to powdered long-chain salts of fatty acids.
1994 Oct
Evidence for direct binding of fatty acids and eicosanoids to human peroxisome proliferators-activated receptor alpha.
1999 Jul 14
Adipose tissue fatty acids in men from two populations with different cardiovascular risk: the LiVicordia study.
1999 May
Fatty acid binding to human serum albumin: new insights from crystallographic studies.
1999 Nov 23
Evaluation of skin damage caused by percutaneous absorption enhancers using fractal analysis.
2000 Apr
Final report on the safety assessment of Cocoyl Sarcosine, Lauroyl Sarcosine, Myristoyl Sarcosine, Oleoyl Sarcosine, Stearoyl Sarcosine, Sodium Cocoyl Sarcosinate, Sodium Lauroyl Sarcosinate, Sodium Myristoyl Sarcosinate, Ammonium Cocoyl Sarcosinate, and Ammonium Lauroyl Sarcosinate.
2001
Expression, purification, and biochemical properties of EFA6, a Sec7 domain-containing guanine exchange factor for ADP-ribosylation factor 6 (ARF6).
2001
Structural basis of non-specific lipid binding in maize lipid-transfer protein complexes revealed by high-resolution X-ray crystallography.
2001 Apr 27
Regulation of Golgi structure and function by ARF-like protein 1 (Arl1).
2001 Dec
Differential actions of PKA and PKC in the regulation of glutamate release by group III mGluRs in the entorhinal cortex.
2001 Feb
Cellular and viral Fos proteins are degraded by different proteolytic systems.
2001 Feb 22
Behenic acid is a cholesterol-raising saturated fatty acid in humans.
2001 Jan
The neuronal calcium sensor family of Ca2+-binding proteins.
2001 Jan 1
Drosophila embryos lacking N-myristoyltransferase have multiple developmental defects.
2001 Jan 15
HIV-1 Nef promotes survival of myeloid cells by a Stat3-dependent pathway.
2001 Jul 6
Copper-catalyzed coupling of arylboronic acids and amines.
2001 Jun 28
Self-assembly of regular hollow icosahedra in salt-free catanionic solutions.
2001 Jun 7
Imidazoline I(1) receptor-induced activation of phosphatidylcholine-specific phospholipase C elicits mitogen-activated protein kinase phosphorylation in PC12 cells.
2001 Mar
Role of rapsyn tetratricopeptide repeat and coiled-coil domains in self-association and nicotinic acetylcholine receptor clustering.
2001 Mar 9
N-terminal myristylation of HBV preS1 domain enhances receptor recognition.
2001 May
Optimization of carbohydrate fatty acid ester synthesis in organic media by a lipase from Candida antarctica.
2001 Sep 20
Myristoylated alanine-rich C kinase substrate (MARCKS) sequesters spin-labeled phosphatidylinositol 4,5-bisphosphate in lipid bilayers.
2002 Apr 19
Myristyl and palmityl acylation of pI 5.1 carboxylesterase from porcine intestine and liver.
2002 Feb
Serum free fatty acid pattern and risk of myocardial infarction: a case-control study.
2002 Jan
[Fatty acid-induced reversal of general anesthesia: chain length-dependence of antagonizing potencies of fatty acids].
2002 Jan
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 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.
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:36:33 GMT 2025
Edited
by admin
on Mon Mar 31 17:36:33 GMT 2025
Record UNII
0I3V7S25AW
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FEMA NO. 2764
Preferred Name English
Myristic Acid
FCC   FHFI   HSDB   II   INCI   MART.   MI   USP-RS  
INCI  
Official Name English
MYRISTIC ACID [MI]
Common Name English
1-TRIDECANECARBOXYLIC ACID
Systematic Name English
NSC-5028
Code English
MYRISTATE
Common Name English
N-TETRADECAN-1-OIC ACID
Common Name English
MYRISTIC ACID [MART.]
Common Name English
MYRISTIC ACID [FCC]
Common Name English
TETRADECANOIC ACID
Systematic Name English
MYRISTIC ACID [FHFI]
Common Name English
MYRISTIC ACID (CONSTITUENT OF SAW PALMETTO) [DSC]
Common Name English
MYRISTIC ACID [HSDB]
Common Name English
PRIFRAC-2942
Code English
MYRISTIC ACID [USP-RS]
Common Name English
PHILACID-1400
Code English
N-TETRADECANOIC ACID
Common Name English
MYRISTIC ACID [II]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C68421
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
CFR 21 CFR 172.860
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
NCI_THESAURUS C68388
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
LOINC 75103-2
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CFR 21 CFR 357.210
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
LOINC 35157-7
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
JECFA EVALUATION MYRISTIC ACID
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
LOINC 47783-6
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DSLD 3280 (Number of products:15)
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
Code System Code Type Description
SMS_ID
100000154392
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
PRIMARY
EVMPD
SUB128589
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
PRIMARY
PUBCHEM
11005
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
PRIMARY
MERCK INDEX
m7689
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
PRIMARY Merck Index
CAS
544-63-8
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PRIMARY
RXCUI
1356758
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PRIMARY RxNorm
EPA CompTox
DTXSID6021666
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PRIMARY
DRUG BANK
DB08231
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PRIMARY
RS_ITEM_NUM
1448990
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PRIMARY
CHEBI
30807
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
PRIMARY
JECFA MONOGRAPH
1090
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PRIMARY
ChEMBL
CHEMBL111077
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
PRIMARY
CHEBI
28875
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
PRIMARY
DAILYMED
0I3V7S25AW
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
PRIMARY
MESH
D019814
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
PRIMARY
WIKIPEDIA
MYRISTIC ACID
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
PRIMARY
NCI_THESAURUS
C68393
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
PRIMARY
NSC
5028
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
PRIMARY
ECHA (EC/EINECS)
208-875-2
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
PRIMARY
FDA UNII
0I3V7S25AW
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
PRIMARY
RXCUI
1313976
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
ALTERNATIVE
HSDB
5686
Created by admin on Mon Mar 31 17:36:33 GMT 2025 , Edited by admin on Mon Mar 31 17:36:33 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
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)
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
LIPID -> FATTY ACID
LIPID -> FATTY ACID
JB Rossell and co-workers; JAOCS62(2), 221-230(1985). Range weight is a mean.
SALT/SOLVATE -> PARENT
LIPID -> FATTY ACID
LIPID -> FATTY ACID
SALT/SOLVATE -> PARENT
PARENT -> CONSTITUENT ALWAYS PRESENT
SALT/SOLVATE -> PARENT
LIPID -> FATTY ACID
MAY BE PRESENT
USP
SALT/SOLVATE -> PARENT
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
PARENT -> CONSTITUENT ALWAYS PRESENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY