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
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
Structure of beta-trimyristin and beta-tristearin from high-resolution X-ray powder diffraction data.
2001 Jun
Lipase degradation of Dynasan 114 and 116 solid lipid nanoparticles (SLN)--effect of surfactants, storage time and crystallinity.
2002 Apr 26
Rapid thermogravimetric measurements of boiling points and vapor pressure of saturated medium- and long-chain triglycerides.
2002 Aug
Microencapsulation of protein particles within lipids using a novel supercritical fluid process.
2002 Aug 21
Anxiogenic activity of Myristica fragrans seeds.
2002 Jan-Feb
Process development for production of medium chain triglycerides using immobilized lipase in a solvent-free system.
2002 Spring
A supercritical fluid-based coating technology. 3: preparation and characterization of bovine serum albumin particles coated with lipids.
2003 Jan-Feb
A supercritical fluid-based coating technology 1: process considerations.
2003 Jan-Feb
Preparation, characterization and in vitro release kinetics of clozapine solid lipid nanoparticles.
2004 Mar 24
Dialkylphosphatidylcholine and egg yolk lecithin for emulsification of various triglycerides.
2005 Apr 10
Pharmacokinetics, tissue distribution and bioavailability of nitrendipine solid lipid nanoparticles after intravenous and intraduodenal administration.
2006 Nov
Cloning, expression, and characterization of a cold-adapted lipase gene from an antarctic deep-sea psychrotrophic bacterium, Psychrobacter sp 7195.
2007 Apr
Isolation of lipase producing Bacillus sp. from olive mill wastewater and improving its enzyme activity.
2007 Nov 19
Lipids of human meibum: mass-spectrometric analysis and structural elucidation.
2007 Oct
Solid lipid extrudates as sustained-release matrices: the effect of surface structure on drug release properties.
2008 Nov 15
Dynamics of different-sized solid-state nanocrystals as tracers for a drug-delivery system in the interstitium of a human tumor xenograft.
2009
Improving oral absorption of Salmon calcitonin by trimyristin lipid nanoparticles.
2009 Feb
Lipid nanoparticles for transdermal delivery of flurbiprofen: formulation, in vitro, ex vivo and in vivo studies.
2009 Feb 26
Immediate release pellets with lipid binders obtained by solvent-free cold extrusion.
2009 Jan
Poly(vinyl alcohol) as emulsifier stabilizes solid triglyceride drug carrier nanoparticles in the alpha-modification.
2009 Jan-Feb
Solid lipid nanoparticles: a modern formulation approach in drug delivery system.
2009 Jul
Alkane inducible proteins in Geobacillus thermoleovorans B23.
2009 Mar 25
Myristic Acid, A Side Chain of Phorbol Myristate Acetate (PMA), Can Activate Human Polymorphonuclear Leukocytes to Produce Oxygen Radicals More Potently than PMA.
2009 Nov
Fatty acid selectivity of lipases during acidolysis reaction between oleic acid and monoacid triacylglycerols.
2009 Nov 11
Thermostable lipases from the extreme thermophilic anaerobic bacteria Thermoanaerobacter thermohydrosulfuricus SOL1 and Caldanaerobacter subterraneus subsp. tengcongensis.
2009 Sep
Enzyme Inhibition by Molluscicidal Components of Myristica fragrans Houtt. in the Nervous Tissue of Snail Lymnaea acuminata.
2010
Regulation of hepatic gene expression by saturated fatty acids.
2010 Apr-Jun
Possible fungistatic implications of betulin presence in betulaceae plants and their hymenochaetaceae parasitic fungi.
2010 Mar-Apr
Short chain saturated fatty acids decrease circulating cholesterol and increase tissue PUFA content in the rat.
2010 Nov
Myristate is selectively incorporated into surfactant and decreases dipalmitoylphosphatidylcholine without functional impairment.
2010 Nov
Composition and metabolism of carbohydrates and lipids in Sparus aurata semen and its relation to viability expressed as sperm motility when activated.
2010 Sep
Nondestructive rheological measurement of aqueous dispersions of solid lipid nanoparticles: effects of lipid types and concentrations on dispersion consistency.
2010 Sep
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:03:16 GMT 2023
Edited
by admin
on Fri Dec 15 15:03:16 GMT 2023
Record UNII
18L31PSR28
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRIMYRISTIN
II   INCI   MI  
INCI  
Official 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
TRIMYRISTIN [INCI]
Common Name English
NSC-4062
Code 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 Fri Dec 15 15:03:16 GMT 2023 , Edited by admin on Fri Dec 15 15:03:16 GMT 2023
Code System Code Type Description
FDA UNII
18L31PSR28
Created by admin on Fri Dec 15 15:03:16 GMT 2023 , Edited by admin on Fri Dec 15 15:03:16 GMT 2023
PRIMARY
NCI_THESAURUS
C84229
Created by admin on Fri Dec 15 15:03:16 GMT 2023 , Edited by admin on Fri Dec 15 15:03:16 GMT 2023
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CAS
555-45-3
Created by admin on Fri Dec 15 15:03:16 GMT 2023 , Edited by admin on Fri Dec 15 15:03:16 GMT 2023
PRIMARY
RXCUI
1368882
Created by admin on Fri Dec 15 15:03:16 GMT 2023 , Edited by admin on Fri Dec 15 15:03:16 GMT 2023
PRIMARY RxNorm
PUBCHEM
11148
Created by admin on Fri Dec 15 15:03:16 GMT 2023 , Edited by admin on Fri Dec 15 15:03:16 GMT 2023
PRIMARY
MERCK INDEX
m11166
Created by admin on Fri Dec 15 15:03:16 GMT 2023 , Edited by admin on Fri Dec 15 15:03:16 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID701014651
Created by admin on Fri Dec 15 15:03:16 GMT 2023 , Edited by admin on Fri Dec 15 15:03:16 GMT 2023
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SMS_ID
100000137973
Created by admin on Fri Dec 15 15:03:16 GMT 2023 , Edited by admin on Fri Dec 15 15:03:16 GMT 2023
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EVMPD
SUB77011
Created by admin on Fri Dec 15 15:03:16 GMT 2023 , Edited by admin on Fri Dec 15 15:03:16 GMT 2023
PRIMARY
NSC
4062
Created by admin on Fri Dec 15 15:03:16 GMT 2023 , Edited by admin on Fri Dec 15 15:03:16 GMT 2023
PRIMARY
ECHA (EC/EINECS)
209-099-7
Created by admin on Fri Dec 15 15:03:16 GMT 2023 , Edited by admin on Fri Dec 15 15:03:16 GMT 2023
PRIMARY
MESH
C036694
Created by admin on Fri Dec 15 15:03:16 GMT 2023 , Edited by admin on Fri Dec 15 15:03:16 GMT 2023
PRIMARY
DAILYMED
18L31PSR28
Created by admin on Fri Dec 15 15:03:16 GMT 2023 , Edited by admin on Fri Dec 15 15:03:16 GMT 2023
PRIMARY
CHEBI
77391
Created by admin on Fri Dec 15 15:03:16 GMT 2023 , Edited by admin on Fri Dec 15 15:03:16 GMT 2023
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WIKIPEDIA
TRIMYRISTIN
Created by admin on Fri Dec 15 15:03:16 GMT 2023 , Edited by admin on Fri Dec 15 15:03:16 GMT 2023
PRIMARY