Showing Compound Glycerol trihexadecanoate (FDB002911)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:34 UTC

Update date

2020-09-17 15:36:58 UTC

Primary ID

FDB002911

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Glycerol trihexadecanoate

Description

TG(16:0/16:0/16:0) 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(16:0/16:0/16:0) is made up of one hexadecanoyl(R1), one hexadecanoyl(R2), and one hexadecanoyl(R3).

CAS Number

555-44-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	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
1,2,3-Propanetriyl hexadecanoate, 9CI	db_source
1,2,3-trihexadecanoyl-sn-glycerol	biospider
2,3-Bis(palmitoyloxy)propyl palmitate	biospider
Barolub	biospider
Hexadecanoic acid, 1,1',1''-(1,2,3-propanetriyl) ester	biospider
Palmitin	db_source
Palmitin, tri-	biospider
Speziafett 116	biospider
Tripalmitin [inn]	biospider
Tripalmitin or 1,2,3-propanetriyl trihexadecanoate	biospider
Tripalmitin, INN	db_source

Predicted Properties

Property	Value	Source
Water Solubility	1.2e-05 g/L	ALOGPS
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	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C51H98O6

IUPAC name

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

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

Isomeric SMILES

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

Average Molecular Weight

807.3202

Monoisotopic Molecular Weight

806.736340868

Classification

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 )

Ontology

Physiological effect

Health effect:

Health condition:

Metabolism and nutrition disorders:

Obesity

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Biological location:

Cell and elements:

Extracellular

Tissue and substructures:

Adipose tissue

Subcellular:

Biofluid and excreta:

Blood

Process

Naturally occurring process:

Biological process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Multicellular process:

Inflammatory response

Biochemical process:

Cellular process:

Cell signaling

Role

Industrial application:

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	C 75.87%; H 12.23%; O 11.89%	DFC
Melting Point	Mp 66.4°	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Glycerol trihexadecanoate, non-derivatized, GC-MS Spectrum	splash10-0udr-4266090000-d72def42ee8b15e7d8ab	Spectrum
GC-MS	Glycerol trihexadecanoate, non-derivatized, GC-MS Spectrum	splash10-0udi-5255090000-f2b69e4c01f94e964a8e	Spectrum
GC-MS	Glycerol trihexadecanoate, non-derivatized, GC-MS Spectrum	splash10-0udr-4266090000-d72def42ee8b15e7d8ab	Spectrum
GC-MS	Glycerol trihexadecanoate, non-derivatized, GC-MS Spectrum	splash10-0udi-5255090000-f2b69e4c01f94e964a8e	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positive	splash10-0udr-4266090000-d72def42ee8b15e7d8ab	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positive	splash10-0udi-5255090000-08a84d0a82ce5839332e	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (ACQUITY UPLC System, Waters) 30V, Positive	splash10-0udi-0000090000-b971f7be0932cc17d4fc	2012-08-31	View Spectrum
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 MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0000000090-2dcd9d1c90fb060e2d76	2017-10-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0000000090-2dcd9d1c90fb060e2d76	2017-10-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zfr-0000090070-5e4488c43f4273c179dd	2017-10-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0070080190-e59a843e2ac9eb401541	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-053r-0090020000-1e6cc9453781ea6f2f0e	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a59-1090010000-52dbd7332c4689b8becb	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000000090-497b97a123d4ddbee56b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0000000090-497b97a123d4ddbee56b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-08fr-0090090090-3d1ee4df7694f2a67b63	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0000000090-feacb9716f0cce2e39b9	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0000000090-feacb9716f0cce2e39b9	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-0000000090-feacb9716f0cce2e39b9	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0000000090-c9b5cf0ac5a5011ec584	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0000000090-c9b5cf0ac5a5011ec584	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zfr-0010090070-13293a79e092976cb1e0	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-4130052390-48f5c7a747823dfa0644	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-059i-9150123400-dde2539447879b15fbf1	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000l-4496013000-d20d940fe1d4244aa3e7	2021-09-25	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	Spectrum

External Links

ChemSpider ID

10674

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

11147

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB05356

CRC / DFC (Dictionary of Food Compounds) ID

CPD61-C:CPD61-C

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Name	Gene Name	UniProt ID
Liver carboxylesterase 1	CES1	P23141
Pancreatic triacylglycerol lipase	PNLIP	P16233
Hepatic triacylglycerol lipase	LIPC	P11150
Inactive pancreatic lipase-related protein 1	PNLIPRP1	P54315
Patatin-like phospholipase domain-containing protein 3	PNPLA3	Q9NST1
Gastric triacylglycerol lipase	LIPF	P07098
Endothelial lipase	LIPG	Q9Y5X9
Diacylglycerol O-acyltransferase 1	DGAT1	O75907
Pancreatic lipase-related protein 2	PNLIPRP2	P54317
Lipoprotein lipase	LPL	P06858
Monoglyceride lipase	MGLL	Q99685
Protein disulfide-isomerase	P4HB	P07237
2-acylglycerol O-acyltransferase 2	MOGAT2	Q3SYC2
Patatin-like phospholipase domain-containing protein 4	PNPLA4	P41247
Diacylglycerol O-acyltransferase 2	DGAT2	Q96PD7
2-acylglycerol O-acyltransferase 1	MOGAT1	Q96PD6
2-acylglycerol O-acyltransferase 3	MOGAT3	Q86VF5
Glycerol-3-phosphate acyltransferase 3	AGPAT9	Q53EU6
Patatin-like phospholipase domain-containing protein 2	PNPLA2	Q96AD5
Pancreatic lipase-related protein 3	PNLIPRP3	Q17RR3