Milk Composition Database: Showing metabocard for TG(16:0/16:0/16:0)[iso] (BMDB0005356)

Identification Taxonomy Physical properties Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:15:38 UTC

Update Date

2020-05-21 16:27:36 UTC

MCDB ID

BMDB0005356

Secondary Accession Numbers

BMDB05356

Metabolite Identification

Common Name

TG(16:0/16:0/16:0)[iso]

Description

TG(16:0/16:0/16:0), also known as tripalmitoylglycerol or glyceryl tripalmitate, 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. Thus, TG(16:0/16:0/16:0) is considered to be a triradylglycerol lipid molecule. TG(16:0/16:0/16:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. TG(16:0/16:0/16:0) exists in all eukaryotes, ranging from yeast to humans. In cattle, TG(16:0/16:0/16:0) is involved in the metabolic pathway called the glycerolipid metabolism pathway.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,2,3-Propanetriol trihexadecanoate	ChEBI
1,2,3-Propanetriyl trihexadecanoate	ChEBI
1,2,3-Trihexadecanoylglycerol	ChEBI
Glycerin tripalmitate	ChEBI
Glycerol tripalmitate	ChEBI
Glyceryl trihexadecanoate	ChEBI
Glyceryl tripalmitate	ChEBI
Hexadecanoic acid, 1,2,3-propanetriyl ester	ChEBI
Palmitic acid triglycerin ester	ChEBI
Palmitic triglyceride	ChEBI
TG 16:0/16:0/16:0	ChEBI
Triglyceryl palmitate	ChEBI
Trihexadecanoylglycerol	ChEBI
Tripalmitoylglycerol	ChEBI
1,2,3-Propanetriol trihexadecanoic acid	Generator
1,2,3-Propanetriyl trihexadecanoic acid	Generator
Glycerin tripalmitic acid	Generator
Glycerol tripalmitic acid	Generator
Glyceryl trihexadecanoic acid	Generator
Glyceryl tripalmitic acid	Generator
Hexadecanoate, 1,2,3-propanetriyl ester	Generator
Palmitate triglycerin ester	Generator
Triglyceryl palmitic acid	Generator
1,2,3-Trihexadecanoyl-sn-glycerol	HMDB
Barolub LCD	HMDB
Dynasan 116	HMDB
Dynosan 114	HMDB
Spezialfett 116	HMDB
Triglyceride PPP	HMDB
Tripalmitate	HMDB
Tripalmitin	HMDB
Tripalmitoyl glycerol	HMDB
Glycero-tripalmitate	HMDB
Tripalmitylglycerol	HMDB
1-Palmitoyl-2-palmitoyl-3-palmitoyl-glycerol	HMDB
TG(48:0)	HMDB
Triglyceride	HMDB
Tracylglycerol(48:0)	HMDB
TAG(16:0/16:0/16:0)	HMDB
Tracylglycerol(16:0/16:0/16:0)	HMDB
TAG(48:0)	HMDB
1-Hexadecanoyl-2-hexadecanoyl-3-hexadecanoyl-glycerol	HMDB
Triacylglycerol	HMDB
TG(16:0/16:0/16:0)	Lipid Annotator, ChEBI

Chemical Formula

C₅₁H₉₈O₆

Average Molecular Weight

807.3202

Monoisotopic Molecular Weight

806.736340868

IUPAC Name

1,3-bis(hexadecanoyloxy)propan-2-yl hexadecanoate

Traditional Name

tripalmitin

CAS Registry Number

555-44-2

SMILES

[H]C(COC(=O)CCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C51H98O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-49(52)55-46-48(57-51(54)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)47-56-50(53)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h48H,4-47H2,1-3H3

InChI Key

PVNIQBQSYATKKL-UHFFFAOYSA-N

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Triradylcglycerols

Direct Parent

Triacylglycerols

Alternative Parents

Substituents

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 Framework

Aliphatic acyclic compounds

External Descriptors

triglyceride (CHEBI:77393 )
Triacylglycerols (LMGL03010001 )
a triacylglycerol (CPD66-35 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	10.59	ALOGPS
logP	18.92	ChemAxon
logS	-7.8	ALOGPS
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	50	ChemAxon
Refractivity	241.29 m³·mol⁻¹	ChemAxon
Polarizability	109.39 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udr-4266090000-d72def42ee8b15e7d8ab	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udi-5255090000-f2b69e4c01f94e964a8e	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udr-4266090000-d72def42ee8b15e7d8ab	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udi-5255090000-f2b69e4c01f94e964a8e	2018-05-18	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positive	splash10-0udr-4266090000-d72def42ee8b15e7d8ab	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positive	splash10-0udi-5255090000-08a84d0a82ce5839332e	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (ACQUITY UPLC System, Waters) 30V, Positive	splash10-0udi-0000090000-b971f7be0932cc17d4fc	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (ACQUITY UPLC System, Waters) 30V, Positive	splash10-0udi-0000090000-ba2f475d5deb56cbcb0f	2012-08-31	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0000000090-2dcd9d1c90fb060e2d76	2017-10-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0000000090-2dcd9d1c90fb060e2d76	2017-10-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zfr-0000090070-5e4488c43f4273c179dd	2017-10-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0070080190-e59a843e2ac9eb401541	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-053r-0090020000-1e6cc9453781ea6f2f0e	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a59-1090010000-52dbd7332c4689b8becb	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000000090-497b97a123d4ddbee56b	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0000000090-497b97a123d4ddbee56b	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-08fr-0090090090-3d1ee4df7694f2a67b63	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0000000090-feacb9716f0cce2e39b9	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0000000090-feacb9716f0cce2e39b9	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-0000000090-feacb9716f0cce2e39b9	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0000000090-c9b5cf0ac5a5011ec584	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0000000090-c9b5cf0ac5a5011ec584	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zfr-0010090070-13293a79e092976cb1e0	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-4130052390-48f5c7a747823dfa0644	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-059i-9150123400-dde2539447879b15fbf1	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000l-4496013000-d20d940fe1d4244aa3e7	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, experimental)	Not Available	2012-12-05	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Not Available	2016-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Not Available	2016-09-22	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	Not Available	2012-12-05	View Spectrum

Concentrations

Status	Value		Reference	Details
Detected but not Quantified	Not Applicable		PMID: 1779072	details

External Links

HMDB ID

HMDB0005356

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002911

KNApSAcK ID

Not Available

Chemspider ID

10674

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

3857

PubChem Compound

11147

PDB ID

Not Available

ChEBI ID

77393

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Jensen RG, Ferris AM, Lammi-Keefe CJ: The composition of milk fat. J Dairy Sci. 1991 Sep;74(9):3228-43. doi: 10.3168/jds.S0022-0302(91)78509-3. [PubMed:1779072 ]

Showing metabocard for TG(16:0/16:0/16:0)[iso] (BMDB0005356)

Structure for BMDB0005356 (TG(16:0/16:0/16:0)[iso])