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Record Information
StatusExpected but not Quantified
Creation Date2012-09-14 22:21:17 UTC
Update Date2019-07-23 06:35:26 UTC
Secondary Accession Numbers
  • HMDB42061
Metabolite Identification
Common NameTG(14:0/14:0/14:0)
DescriptionTG(14:0/14:0/14:0) belongs to the family of triradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. Their general formula is [R1]OCC(CO[R2])O[R3]. TG(14:0/14:0/14:0) is made up of one tetradecanoyl(R1), one tetradecanoyl(R2), and one tetradecanoyl(R3).
1,2,3-Propanetriol tritetradecanoateChEBI
Glycerol trimyristateChEBI
Glyceryl trimyristateChEBI
Glyceryl tritetradecanoateChEBI
Myristic acid triglycerideChEBI
Myristic triglycerideChEBI
Tetradecanoic acid, 1,2,3-propanetriyl esterChEBI
TG 14:0/14:0/14:0ChEBI
1,2,3-Propanetriol tritetradecanoic acidGenerator
Glycerol trimyristic acidGenerator
Glyceryl trimyristic acidGenerator
Glyceryl tritetradecanoic acidGenerator
Myristate triglycerideGenerator
Tetradecanoate, 1,2,3-propanetriyl esterGenerator
2,3-Bis(tetradecanoyloxy)propyl myristateHMDB
Dynasan 114HMDB
Glycerol tritetradecanoateHMDB
Myristin, tri- (8ci)HMDB
Tetradecanoic acid, 1,1',1''-(1,2,3-propanetriyl) esterHMDB
TG(14:0/14:0/14:0)Lipid Annotator, ChEBI
Chemical FormulaC45H86O6
Average Molecular Weight723.1607
Monoisotopic Molecular Weight722.642440484
IUPAC Name1,3-bis(tetradecanoyloxy)propan-2-yl tetradecanoate
Traditional Nametrimyristin
CAS Registry Number555-45-3
InChI Identifier
Chemical Taxonomy
Description belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
Sub ClassTriradylcglycerols
Direct ParentTriacylglycerols
Alternative Parents
  • Triacyl-sn-glycerol
  • Tricarboxylic acid or derivatives
  • Fatty acid ester
  • Fatty acyl
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physiological effect

Health effect:


Route of exposure:


Biological location:


Naturally occurring process:


Industrial application:

Biological role:

Physical Properties
Experimental Properties
Melting Point58.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
Predicted Properties
Water Solubility1.3e-05 g/LALOGPS
pKa (Strongest Basic)-6.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area78.9 ŲChemAxon
Rotatable Bond Count44ChemAxon
Refractivity213.68 m³·mol⁻¹ChemAxon
Polarizability96.81 ųChemAxon
Number of Rings0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01ot-3192600000-544e33d6694aa5ccf3e5Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01ot-3192600000-544e33d6694aa5ccf3e5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000000900-396577773223fda3ba4fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0000000900-396577773223fda3ba4fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006t-0000900700-9dda28d1e6f293f607a5Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood0.031 +/- 0.018 uMAdult (>18 years old)BothNormal (Most Probable)Calculated using MetaboAnalyst
Blood17.544 +/- 5.133 uMAdult (>18 years old)BothNormal (Upper Limit)Calculated using MetaboAnalyst
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB002889
KNApSAcK IDNot Available
Chemspider ID10675
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11148
PDB IDNot Available
ChEBI ID77391
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Jaiswal P, Kumar P, Singh VK, Singh DK: Enzyme Inhibition by Molluscicidal Components of Myristica fragrans Houtt. in the Nervous Tissue of Snail Lymnaea acuminata. Enzyme Res. 2010;2010:478746. doi: 10.4061/2010/478746. Epub 2009 Dec 6. [PubMed:21048864 ]
  2. Jin SE, Kim CK, Kim YB: Cellular delivery of cationic lipid nanoparticle-based SMAD3 antisense oligonucleotides for the inhibition of collagen production in keloid fibroblasts. Eur J Pharm Biopharm. 2012 Sep;82(1):19-26. doi: 10.1016/j.ejpb.2012.05.015. Epub 2012 Jun 15. [PubMed:22705642 ]
  3. Joseph S, Bunjes H: Preparation of nanoemulsions and solid lipid nanoparticles by premix membrane emulsification. J Pharm Sci. 2012 Jul;101(7):2479-89. doi: 10.1002/jps.23163. Epub 2012 Apr 23. [PubMed:22527807 ]
  4. Li R, Eun JS, Lee MK: Pharmacokinetics and biodistribution of paclitaxel loaded in pegylated solid lipid nanoparticles after intravenous administration. Arch Pharm Res. 2011 Feb;34(2):331-7. doi: 10.1007/s12272-011-0220-2. Epub 2011 Mar 6. [PubMed:21380818 ]
  5. Ribeiro Dos Santos I, Richard J, Thies C, Pech B, Benoit JP: A supercritical fluid-based coating technology. 3: preparation and characterization of bovine serum albumin particles coated with lipids. J Microencapsul. 2003 Jan-Feb;20(1):110-28. [PubMed:12519706 ]
  6. Jasicka-Misiak I, Lipok J, Swider IA, Kafarski P: Possible fungistatic implications of betulin presence in betulaceae plants and their hymenochaetaceae parasitic fungi. Z Naturforsch C. 2010 Mar-Apr;65(3-4):201-6. [PubMed:20469638 ]
  7. Petersen S, Steiniger F, Fischer D, Fahr A, Bunjes H: The physical state of lipid nanoparticles influences their effect on in vitro cell viability. Eur J Pharm Biopharm. 2011 Sep;79(1):150-61. doi: 10.1016/j.ejpb.2011.03.022. Epub 2011 Mar 31. [PubMed:21458564 ]
  8. Petersen S, Fahr A, Bunjes H: Flow cytometry as a new approach to investigate drug transfer between lipid particles. Mol Pharm. 2010 Apr 5;7(2):350-63. doi: 10.1021/mp900130s. [PubMed:20063898 ]
  9. Noack A, Hause G, Mader K: Physicochemical characterization of curcuminoid-loaded solid lipid nanoparticles. Int J Pharm. 2012 Feb 28;423(2):440-51. doi: 10.1016/j.ijpharm.2011.12.011. Epub 2011 Dec 16. [PubMed:22197758 ]
  10. Legrand P, Beauchamp E, Catheline D, Pedrono F, Rioux V: Short chain saturated fatty acids decrease circulating cholesterol and increase tissue PUFA content in the rat. Lipids. 2010 Nov;45(11):975-86. doi: 10.1007/s11745-010-3481-5. Epub 2010 Oct 6. [PubMed:20924709 ]
  11. Nayak AP, Tiyaboonchai W, Patankar S, Madhusudhan B, Souto EB: Curcuminoids-loaded lipid nanoparticles: novel approach towards malaria treatment. Colloids Surf B Biointerfaces. 2010 Nov 1;81(1):263-73. doi: 10.1016/j.colsurfb.2010.07.020. Epub 2010 Jul 17. [PubMed:20688493 ]
  12. Manjunath K, Venkateswarlu V, Hussain A: Preparation and characterization of nitrendipine solid lipid nanoparticles. Pharmazie. 2011 Mar;66(3):178-86. [PubMed:21553647 ]
  13. Lugemwa FN: Extraction of betulin, trimyristin, eugenol and carnosic acid using water-organic solvent mixtures. Molecules. 2012 Aug 3;17(8):9274-82. doi: 10.3390/molecules17089274. [PubMed:22864237 ]
  14. Pynn CJ, Picardi MV, Nicholson T, Wistuba D, Poets CF, Schleicher E, Perez-Gil J, Bernhard W: Myristate is selectively incorporated into surfactant and decreases dipalmitoylphosphatidylcholine without functional impairment. Am J Physiol Regul Integr Comp Physiol. 2010 Nov;299(5):R1306-16. doi: 10.1152/ajpregu.00380.2010. Epub 2010 Sep 1. [PubMed:20811010 ]
  15. Lesot P, Serhan Z, Aroulanda C, Billault I: Analytical contribution of NAD 2D-NMR spectroscopy in polypeptide mesophases to the investigation of triglycerides. Magn Reson Chem. 2012 Dec;50 Suppl 1:S2-11. doi: 10.1002/mrc.3855. [PubMed:23280656 ]
  16. Ghosh S, Strum JC, Bell RM: Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45-50. [PubMed:9034165 ]
  17. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  18. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  19. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  20. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  21. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
  22. Linda T. Welson (2006). Triglycerides and Cholesterol Research. Nova Science Publishers Inc..

Only showing the first 10 proteins. There are 34 proteins in total.


General function:
Involved in catalytic activity
Specific function:
Not Available
Gene Name:
Uniprot ID:
Molecular weight:
General function:
Involved in catalytic activity
Specific function:
Hepatic lipase has the capacity to catalyze hydrolysis of phospholipids, mono-, di-, and triglycerides, and acyl-CoA thioesters. It is an important enzyme in HDL metabolism. Hepatic lipase binds heparin.
Gene Name:
Uniprot ID:
Molecular weight:
General function:
Involved in lipid metabolic process
Specific function:
Crucial for the intracellular hydrolysis of cholesteryl esters and triglycerides that have been internalized via receptor-mediated endocytosis of lipoprotein particles. Important in mediating the effect of LDL (low density lipoprotein) uptake on suppression of hydroxymethylglutaryl-CoA reductase and activation of endogenous cellular cholesteryl ester formation.
Gene Name:
Uniprot ID:
Molecular weight:
General function:
Involved in catalytic activity
Specific function:
May function as inhibitor of dietary triglyceride digestion. Lacks detectable lipase activity towards triglycerides, diglycerides, phosphatidylcholine, galactolipids or cholesterol esters (in vitro) (By similarity).
Gene Name:
Uniprot ID:
Molecular weight:
Not Available
General function:
Involved in metabolic process
Specific function:
Multifunctional enzyme which has both triacylglycerol lipase and acylglycerol O-acyltransferase activities.
Gene Name:
Uniprot ID:
Molecular weight:
General function:
Involved in lipid metabolic process
Specific function:
Not Available
Gene Name:
Uniprot ID:
Molecular weight:
General function:
Involved in catalytic activity
Specific function:
Has phospholipase and triglyceride lipase activities. Hydrolyzes high density lipoproteins (HDL) more efficiently than other lipoproteins. Binds heparin.
Gene Name:
Uniprot ID:
Molecular weight:
General function:
Lipid transport and metabolism
Specific function:
Catalyzes fat and vitamin absorption. Acts in concert with pancreatic lipase and colipase for the complete digestion of dietary triglycerides.
Gene Name:
Uniprot ID:
Molecular weight:
General function:
Involved in diacylglycerol O-acyltransferase activity
Specific function:
Catalyzes the terminal and only committed step in triacylglycerol synthesis by using diacylglycerol and fatty acyl CoA as substrates. In contrast to DGAT2 it is not essential for survival. May be involved in VLDL (very low density lipoprotein) assembly. In liver, plays a role in esterifying exogenous fatty acids to glycerol. Functions as the major acyl-CoA retinol acyltransferase (ARAT) in the skin, where it acts to maintain retinoid homeostasis and prevent retinoid toxicity leading to skin and hair disorders.
Gene Name:
Uniprot ID:
Molecular weight:
General function:
Involved in catalytic activity
Specific function:
Lipase with broad substrate specificity. Can hydrolyze both phospholipids and galactolipids. Acts preferentially on monoglycerides, phospholipids and galactolipids. Contributes to milk fat hydrolysis.
Gene Name:
Uniprot ID:
Molecular weight:


General function:
Involved in lipid transporter activity
Specific function:
Catalyzes the transport of triglyceride, cholesteryl ester, and phospholipid between phospholipid surfaces. Required for the secretion of plasma lipoproteins that contain apolipoprotein B
Gene Name:
Uniprot ID:
Molecular weight:
  1. Sharp D, Ricci B, Kienzle B, Lin MC, Wetterau JR: Human microsomal triglyceride transfer protein large subunit gene structure. Biochemistry. 1994 Aug 9;33(31):9057-61. [PubMed:7545943 ]
General function:
Involved in lipid binding
Specific function:
Involved in the transfer of insoluble cholesteryl esters in the reverse transport of cholesterol
Gene Name:
Uniprot ID:
Molecular weight:
  1. Swenson TL, Brocia RW, Tall AR: Plasma cholesteryl ester transfer protein has binding sites for neutral lipids and phospholipids. J Biol Chem. 1988 Apr 15;263(11):5150-7. [PubMed:2833496 ]
  2. Sarich TC, Connelly MA, Schranz DB, Ghosh A, Manitpisitkul P, Leary ET, Rothenberg P, Demarest KT, Damiano BP: Phase 0 study of the inhibition of cholesteryl ester transfer protein activity by JNJ-28545595 in plasma from normolipidemic and dyslipidemic humans. Int J Clin Pharmacol Ther. 2012 Aug;50(8):584-94. doi: 10.5414/CP201627. [PubMed:22578199 ]
General function:
Not Available
Specific function:
Inhibits lipoprotein lipase and hepatic lipase and decreases the uptake of lymph chylomicrons by hepatic cells. This suggests that it delays the catabolism of triglyceride-rich particles
Gene Name:
Uniprot ID:
Molecular weight:
  1. Hidaka H, Takiwaki M, Yamashita M, Kawasaki K, Sugano M, Honda T: Consumption of nonfat milk results in a less atherogenic lipoprotein profile: a pilot study. Ann Nutr Metab. 2012;61(2):111-6. [PubMed:22907079 ]
General function:
Replication, recombination and repair
Specific function:
May have a role in chylomicrons and VLDL secretion and catabolism. Required for efficient activation of lipoprotein lipase by ApoC-II; potent activator of LCAT. Apoa-IV is a major component of HDL and chylomicrons
Gene Name:
Uniprot ID:
Molecular weight:
  1. Kohan AB, Wang F, Li X, Bradshaw S, Yang Q, Caldwell JL, Bullock TM, Tso P: Apolipoprotein A-IV regulates chylomicron metabolism-mechanism and function. Am J Physiol Gastrointest Liver Physiol. 2012 Mar 15;302(6):G628-36. doi: 10.1152/ajpgi.00225.2011. Epub 2011 Dec 29. [PubMed:22207575 ]
General function:
Not Available
Specific function:
Seems to have numerous potential physiological functions. Binds to collagen, thrombospondin, anionic phospholipids and oxidized LDL. May function as a cell adhesion molecule. Directly mediates cytoadherence of Plasmodium falciparum parasitized erythrocytes. Binds long chain fatty acids and may function in the transport and/or as a regulator of fatty acid transport
Gene Name:
Uniprot ID:
Molecular weight:
  1. Feingold KR, Shigenaga JK, Kazemi MR, McDonald CM, Patzek SM, Cross AS, Moser A, Grunfeld C: Mechanisms of triglyceride accumulation in activated macrophages. J Leukoc Biol. 2012 Oct;92(4):829-39. doi: 10.1189/jlb.1111537. Epub 2012 Jun 29. [PubMed:22753953 ]
General function:
Lipid transport and metabolism
Specific function:
Involved in translocation of long-chain fatty acids (LFCA) across the plasma membrane. The LFCA import appears to be hormone-regulated in a tissue-specific manner. In adipocytes, but not myocytes, insulin induces a rapid translocation of FATP1 from intracellular compartments to the plasma membrane, paralleled by increased LFCA uptake. May act directly as a bona fide transporter, or alternatively, in a cytoplasmic or membrane- associated multimeric protein complex to trap and draw fatty acids towards accumulation. Plays a pivotal role in regulating available LFCA substrates from exogenous sources in tissues undergoing high levels of beta-oxidation or triglyceride synthesis. May be involved in regulation of cholesterol metabolism. Has acyl-CoA ligase activity for long-chain and very-long-chain fatty acids
Gene Name:
Uniprot ID:
Molecular weight:
  1. Hatch GM, Smith AJ, Xu FY, Hall AM, Bernlohr DA: FATP1 channels exogenous FA into 1,2,3-triacyl-sn-glycerol and down-regulates sphingomyelin and cholesterol metabolism in growing 293 cells. J Lipid Res. 2002 Sep;43(9):1380-9. [PubMed:12235169 ]

Only showing the first 10 proteins. There are 34 proteins in total.