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Record Information
StatusExpected but not Quantified
Creation Date2006-12-06 15:50:25 UTC
Update Date2017-12-20 21:14:45 UTC
Secondary Accession Numbers
  • HMDB05356
Metabolite Identification
Common NameTG(16:0/16:0/16:0)
DescriptionTG(16:0/16:0/16:0) or Tripalmitin is a monoacid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides. TGs are fatty acid triesters of glycerol and may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) (with the help of lipases and bile secretions), which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (, can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols.
1,2,3-Propanetriol trihexadecanoateChEBI
1,2,3-Propanetriyl trihexadecanoateChEBI
Glycerin tripalmitateChEBI
Glycerol tripalmitateChEBI
Glyceryl trihexadecanoateChEBI
Glyceryl tripalmitateChEBI
Hexadecanoic acid, 1,2,3-propanetriyl esterChEBI
Palmitic acid triglycerin esterChEBI
Palmitic triglycerideChEBI
TG 16:0/16:0/16:0ChEBI
Triglyceryl palmitateChEBI
1,2,3-Propanetriol trihexadecanoic acidGenerator
1,2,3-Propanetriyl trihexadecanoic acidGenerator
Glycerin tripalmitic acidGenerator
Glycerol tripalmitic acidGenerator
Glyceryl trihexadecanoic acidGenerator
Glyceryl tripalmitic acidGenerator
Hexadecanoate, 1,2,3-propanetriyl esterGenerator
Palmitate triglycerin esterGenerator
Triglyceryl palmitic acidGenerator
Dynasan 116HMDB
Dynosan 114HMDB
Spezialfett 116HMDB
Triglyceride PPPHMDB
Tripalmitoyl glycerolMeSH
1-hexadecanoyl-2-hexadecanoyl-3-hexadecanoyl-glycerol; TriacylglycerolLipid Annotator
1-palmitoyl-2-palmitoyl-3-palmitoyl-glycerolLipid Annotator
TG(48:0)Lipid Annotator
TriglycerideLipid Annotator
Tracylglycerol(48:0)Lipid Annotator
TAG(16:0/16:0/16:0)Lipid Annotator
Tracylglycerol(16:0/16:0/16:0)Lipid Annotator
TAG(48:0)Lipid Annotator
1-hexadecanoyl-2-hexadecanoyl-3-hexadecanoyl-glycerolLipid Annotator
TriacylglycerolLipid Annotator
Chemical FormulaC51H98O6
Average Molecular Weight807.3202
Monoisotopic Molecular Weight806.736340868
IUPAC Name1,3-bis(hexadecanoyloxy)propan-2-yl hexadecanoate
Traditional Nametripalmitin
CAS Registry Number555-44-2
InChI Identifier
Chemical Taxonomy
DescriptionThis compound 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

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Physical Properties
Experimental Properties
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
Water Solubility1.2e-05 g/LALOGPS
pKa (Strongest Basic)-6.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area78.9 ŲChemAxon
Rotatable Bond Count50ChemAxon
Refractivity241.29 m³·mol⁻¹ChemAxon
Polarizability109.39 ųChemAxon
Number of Rings0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udr-4266090000-d72def42ee8b15e7d8abView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-5255090000-f2b69e4c01f94e964a8eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positivesplash10-0udr-4266090000-d72def42ee8b15e7d8abView in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positivesplash10-0udi-5255090000-08a84d0a82ce5839332eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (ACQUITY UPLC System, Waters) 30V, Positivesplash10-0udi-0000090000-b971f7be0932cc17d4fcView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (ACQUITY UPLC System, Waters) 30V, Positivesplash10-0udi-0000090000-ba2f475d5deb56cbcb0fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000090-2dcd9d1c90fb060e2d76View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0000000090-2dcd9d1c90fb060e2d76View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zfr-0000090070-5e4488c43f4273c179ddView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid LocationsNot Available
Tissue LocationNot Available
D-glyceric aciduraThumbThumb?image type=greyscaleThumb?image type=simpleNot Available
De Novo Triacylglycerol Biosynthesis TG(16:0/16:0/16:0)ThumbThumb?image type=greyscaleThumb?image type=simpleNot Available
Familial lipoprotein lipase deficiencyThumbThumb?image type=greyscaleThumb?image type=simpleNot Available
Glycerol Kinase DeficiencyThumbThumb?image type=greyscaleThumb?image type=simpleNot Available
Glycerolipid MetabolismThumbThumb?image type=greyscaleThumb?image type=simpleMap00561
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Predicted Concentrations
BiofluidValueOriginal ageOriginal sexOriginal conditionComments
Blood9.82885025 +/- 3.992167434 uMAdult (>18 years old)BothNormal (Most Probable)Calculated using MetaboAnalyst
Blood123.3333333 +/- 31.64018191 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
FoodDB IDFDB002911
KNApSAcK IDNot Available
Chemspider ID10674
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
PubChem Compound11147
PDB IDNot Available
ChEBI ID77393
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General ReferencesNot Available

Only showing the first 10 proteins. There are 26 proteins in total.


General function:
Involved in catalytic activity
Specific function:
Not Available
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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.
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Involved in catalytic activity
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May function as inhibitor of dietary triglyceride digestion. Lacks detectable lipase activity towards triglycerides, diglycerides, phosphatidylcholine, galactolipids or cholesterol esters (in vitro) (By similarity).
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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.
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Lipid transport and metabolism
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Catalyzes fat and vitamin absorption. Acts in concert with pancreatic lipase and colipase for the complete digestion of dietary triglycerides.
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Involved in diacylglycerol O-acyltransferase activity
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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.
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Involved in catalytic activity
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Lipase with broad substrate specificity. Can hydrolyze both phospholipids and galactolipids. Acts preferentially on monoglycerides, phospholipids and galactolipids. Contributes to milk fat hydrolysis.
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Involved in catalytic activity
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The primary function of this lipase is the hydrolysis of triglycerides of circulating chylomicrons and very low density lipoproteins (VLDL). Binding to heparin sulfate proteogylcans at the cell surface is vital to the function. The apolipoprotein, APOC2, acts as a coactivator of LPL activity in the presence of lipids on the luminal surface of vascular endothelium (By similarity).
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General function:
Involved in lipid transporter activity
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Catalyzes the transport of triglyceride, cholesteryl ester, and phospholipid between phospholipid surfaces. Required for the secretion of plasma lipoproteins that contain apolipoprotein B
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Only showing the first 10 proteins. There are 26 proteins in total.