U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C45H86O6
Molecular Weight 723.1607
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIMYRISTIN

SMILES

CCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC

InChI

InChIKey=DUXYWXYOBMKGIN-UHFFFAOYSA-N
InChI=1S/C45H86O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-43(46)49-40-42(51-45(48)39-36-33-30-27-24-21-18-15-12-9-6-3)41-50-44(47)38-35-32-29-26-23-20-17-14-11-8-5-2/h42H,4-41H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C45H86O6
Molecular Weight 723.1607
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

TRIMYRISTIN is an inactive component of RODAN AND FIELDS ENHANCEMENTS used to prevent sunburns. TRIMYRISTIN is a constituent of nutmegs.

Approval Year

PubMed

PubMed

TitleDatePubMed
Curcuminoids-loaded lipid nanoparticles: novel approach towards malaria treatment.
2010-11-01
Short chain saturated fatty acids decrease circulating cholesterol and increase tissue PUFA content in the rat.
2010-11
Myristate is selectively incorporated into surfactant and decreases dipalmitoylphosphatidylcholine without functional impairment.
2010-11
Composition and metabolism of carbohydrates and lipids in Sparus aurata semen and its relation to viability expressed as sperm motility when activated.
2010-09
Nondestructive rheological measurement of aqueous dispersions of solid lipid nanoparticles: effects of lipid types and concentrations on dispersion consistency.
2010-09
Possible fungistatic implications of betulin presence in betulaceae plants and their hymenochaetaceae parasitic fungi.
2010-05-18
Regulation of hepatic gene expression by saturated fatty acids.
2010-03-16
Enzyme Inhibition by Molluscicidal Components of Myristica fragrans Houtt. in the Nervous Tissue of Snail Lymnaea acuminata.
2010
Fatty acid selectivity of lipases during acidolysis reaction between oleic acid and monoacid triacylglycerols.
2009-11-11
Myristic Acid, A Side Chain of Phorbol Myristate Acetate (PMA), Can Activate Human Polymorphonuclear Leukocytes to Produce Oxygen Radicals More Potently than PMA.
2009-11
Thermostable lipases from the extreme thermophilic anaerobic bacteria Thermoanaerobacter thermohydrosulfuricus SOL1 and Caldanaerobacter subterraneus subsp. tengcongensis.
2009-09
Solid lipid nanoparticles: a modern formulation approach in drug delivery system.
2009-07
Alkane inducible proteins in Geobacillus thermoleovorans B23.
2009-03-25
Lipid nanoparticles for transdermal delivery of flurbiprofen: formulation, in vitro, ex vivo and in vivo studies.
2009-02-26
Improving oral absorption of Salmon calcitonin by trimyristin lipid nanoparticles.
2009-02
Immediate release pellets with lipid binders obtained by solvent-free cold extrusion.
2009-01
Development of SLN and NLC enriched hydrogels for transdermal delivery of nitrendipine: in vitro and in vivo characteristics.
2009-01
Dynamics of different-sized solid-state nanocrystals as tracers for a drug-delivery system in the interstitium of a human tumor xenograft.
2009
Poly(vinyl alcohol) as emulsifier stabilizes solid triglyceride drug carrier nanoparticles in the alpha-modification.
2008-12-04
Solid lipid extrudates as sustained-release matrices: the effect of surface structure on drug release properties.
2008-11-15
Isolation of lipase producing Bacillus sp. from olive mill wastewater and improving its enzyme activity.
2007-11-19
Lipids of human meibum: mass-spectrometric analysis and structural elucidation.
2007-10
Tracking single lipase molecules on a trimyristin substrate surface using quantum dots.
2007-07-31
Effects of stereospecific positioning of fatty acids in triacylglycerol structures in native and randomized fats: a review of their nutritional implications.
2007-07-12
Confocal microscopy for the elucidation of mass transport mechanisms involved in protein release from lipid-based matrices.
2007-07
Cloning, expression, and characterization of a cold-adapted lipase gene from an antarctic deep-sea psychrotrophic bacterium, Psychrobacter sp 7195.
2007-04
Preparation, characterization and in vitro cytotoxicity of paclitaxel-loaded sterically stabilized solid lipid nanoparticles.
2007-04
Mobility of Thermomyces lanuginosus lipase on a trimyristin substrate surface.
2007-02-27
Pharmacokinetics, tissue distribution and bioavailability of nitrendipine solid lipid nanoparticles after intravenous and intraduodenal administration.
2006-11
Drug release from lipid-based implants: elucidation of the underlying mass transport mechanisms.
2006-05-18
Antibacterial principles from Myristica fragrans seeds.
2006
Saturated phospholipids promote crystallization but slow down polymorphic transitions in triglyceride nanoparticles.
2005-10-03
Pharmacokinetics, tissue distribution and bioavailability of clozapine solid lipid nanoparticles after intravenous and intraduodenal administration.
2005-10-03
Isostatic ultra-high-pressure effects on supercooled melts in colloidal triglyceride dispersions.
2005-10
Dialkylphosphatidylcholine and egg yolk lecithin for emulsification of various triglycerides.
2005-04-10
Raman spectroscopy investigation of various saturated monoacid triglycerides.
2005-04
Investigation on the flow behavior of dispersions of solid triglyceride nanoparticles.
2004-10-13
Cytotoxicity studies of Dynasan 114 solid lipid nanoparticles (SLN) on RAW 264.7 macrophages-impact of phagocytosis on viability and cytokine production.
2004-07
Preparation, characterization and in vitro release kinetics of clozapine solid lipid nanoparticles.
2004-03-24
A supercritical fluid-based coating technology. 3: preparation and characterization of bovine serum albumin particles coated with lipids.
2003-01-10
A supercritical fluid-based coating technology. 2: solubility considerations.
2003-01-10
A supercritical fluid-based coating technology 1: process considerations.
2003-01-10
Monolithic glyceryl trimyristate matrices for parenteral drug release applications.
2003-01
Monolithic triglyceride matrices: a controlled-release system for proteins.
2003
Microencapsulation of protein particles within lipids using a novel supercritical fluid process.
2002-08-21
Rapid thermogravimetric measurements of boiling points and vapor pressure of saturated medium- and long-chain triglycerides.
2002-08
Lipase degradation of Dynasan 114 and 116 solid lipid nanoparticles (SLN)--effect of surfactants, storage time and crystallinity.
2002-04-26
Anxiogenic activity of Myristica fragrans seeds.
2002-01-29
Process development for production of medium chain triglycerides using immobilized lipase in a solvent-free system.
2002
Final report on the safety assessment of trilaurin, triarachidin, tribehenin, tricaprin, tricaprylin, trierucin, triheptanoin, triheptylundecanoin, triisononanoin, triisopalmitin, triisostearin, trilinolein, trimyristin, trioctanoin, triolein, tripalmitin, tripalmitolein, triricinolein, tristearin, triundecanoin, glyceryl triacetyl hydroxystearate, glyceryl triacetyl ricinoleate, and glyceryl stearate diacetate.
2001
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:36:56 GMT 2025
Edited
by admin
on Mon Mar 31 17:36:56 GMT 2025
Record UNII
18L31PSR28
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRIMYRISTIN
II   INCI   MI  
INCI  
Official Name English
NSC-4062
Preferred Name English
MYRISTIN
Common Name English
TETRADECANOIC ACID, 1,1',1''-(1,2,3-PROPANETRIYL) ESTER
Common Name English
DYNASAN 114
Common Name English
GLYCERYL TRIMYRISTATE
Systematic Name English
TETRADECANOIC ACID, 1,2,3-PROPANETRIYL ESTER
Common Name English
GLYCEROL TRIMYRISTATE
Systematic Name English
TRIMYRISTIN [MI]
Common Name English
1,2,3-PROPANETRIOL TRITETRADECANOATE
Systematic Name English
TRIMYRISTIN [II]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C492
Created by admin on Mon Mar 31 17:36:56 GMT 2025 , Edited by admin on Mon Mar 31 17:36:56 GMT 2025
Code System Code Type Description
FDA UNII
18L31PSR28
Created by admin on Mon Mar 31 17:36:56 GMT 2025 , Edited by admin on Mon Mar 31 17:36:56 GMT 2025
PRIMARY
NCI_THESAURUS
C84229
Created by admin on Mon Mar 31 17:36:56 GMT 2025 , Edited by admin on Mon Mar 31 17:36:56 GMT 2025
PRIMARY
CAS
555-45-3
Created by admin on Mon Mar 31 17:36:56 GMT 2025 , Edited by admin on Mon Mar 31 17:36:56 GMT 2025
PRIMARY
RXCUI
1368882
Created by admin on Mon Mar 31 17:36:56 GMT 2025 , Edited by admin on Mon Mar 31 17:36:56 GMT 2025
PRIMARY RxNorm
PUBCHEM
11148
Created by admin on Mon Mar 31 17:36:56 GMT 2025 , Edited by admin on Mon Mar 31 17:36:56 GMT 2025
PRIMARY
MERCK INDEX
m11166
Created by admin on Mon Mar 31 17:36:56 GMT 2025 , Edited by admin on Mon Mar 31 17:36:56 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID701014651
Created by admin on Mon Mar 31 17:36:56 GMT 2025 , Edited by admin on Mon Mar 31 17:36:56 GMT 2025
PRIMARY
SMS_ID
100000137973
Created by admin on Mon Mar 31 17:36:56 GMT 2025 , Edited by admin on Mon Mar 31 17:36:56 GMT 2025
PRIMARY
EVMPD
SUB77011
Created by admin on Mon Mar 31 17:36:56 GMT 2025 , Edited by admin on Mon Mar 31 17:36:56 GMT 2025
PRIMARY
NSC
4062
Created by admin on Mon Mar 31 17:36:56 GMT 2025 , Edited by admin on Mon Mar 31 17:36:56 GMT 2025
PRIMARY
ECHA (EC/EINECS)
209-099-7
Created by admin on Mon Mar 31 17:36:56 GMT 2025 , Edited by admin on Mon Mar 31 17:36:56 GMT 2025
PRIMARY
MESH
C036694
Created by admin on Mon Mar 31 17:36:56 GMT 2025 , Edited by admin on Mon Mar 31 17:36:56 GMT 2025
PRIMARY
DAILYMED
18L31PSR28
Created by admin on Mon Mar 31 17:36:56 GMT 2025 , Edited by admin on Mon Mar 31 17:36:56 GMT 2025
PRIMARY
CHEBI
77391
Created by admin on Mon Mar 31 17:36:56 GMT 2025 , Edited by admin on Mon Mar 31 17:36:56 GMT 2025
PRIMARY
WIKIPEDIA
TRIMYRISTIN
Created by admin on Mon Mar 31 17:36:56 GMT 2025 , Edited by admin on Mon Mar 31 17:36:56 GMT 2025
PRIMARY