Showing Compound Glycerol trioctadecanoate (FDB002912)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:34 UTC

Update date

2020-09-17 15:36:59 UTC

Primary ID

FDB002912

Secondary Accession Numbers

FDB005496

Chemical Information

FooDB Name

Glycerol trioctadecanoate

Description

TG(18:0/18:0/18:0) 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(18:0/18:0/18:0) is made up of one octadecanoyl(R1), one octadecanoyl(R2), and one octadecanoyl(R3).

CAS Number

555-43-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2,3-Di(octadecanoyloxy)propyl octadecanoate	ChEBI
Glyceryl tristearate	ChEBI
Stearic acid triglycerin ester	ChEBI
Stearin	ChEBI
Trioctadecanoin	ChEBI
Trioctadecanoylglycerol	ChEBI
Tristearin	ChEBI
Tristearoyl-sn-glycerol	ChEBI
2,3-Di(octadecanoyloxy)propyl octadecanoic acid	Generator
Glyceryl tristearic acid	Generator
Stearate triglycerin ester	Generator
Stearic acid triglyceride	MeSH
Tristearoylglycerol	MeSH
TG(18:0/18:0/18:0)	Lipid Annotator
Triacylglycerol	Lipid Annotator, HMDB
TAG(18:0/18:0/18:0)	Lipid Annotator, HMDB
Triglyceride	Lipid Annotator, HMDB
1-stearoyl-2-stearoyl-3-stearoyl-glycerol	Lipid Annotator, HMDB
Tracylglycerol(18:0/18:0/18:0)	Lipid Annotator, HMDB
Tracylglycerol(54:0)	Lipid Annotator, HMDB
TAG(54:0)	Lipid Annotator, HMDB
1-octadecanoyl-2-octadecanoyl-3-octadecanoyl-glycerol	Lipid Annotator, HMDB
TG(54:0)	Lipid Annotator, HMDB
1,2,3-Propanetriol trioctadecanoate	biospider
1,2,3-Propanetriyl trioctadecanoate	biospider
1,2,3-Trioctadecanoylglycerol	biospider
2,3-Bis(stearoyloxy)propyl stearate	biospider
Glycerol tristearate	db_source
Glycerol, trioctadecanoate	biospider
Glycowax S 932	db_source
Hardened oil	db_source
Octadecanoic acid, 1,1',1''-(1,2,3-propanetriyl) ester	biospider
Octadecanoic acid, 1,2,3-propanetriyl ester	biospider
Stearic triglyceride	biospider
Stearin, tri-	biospider
Stearoyl triglyceride	biospider

Predicted Properties

Property	Value	Source
Water Solubility	1.1e-05 g/L	ALOGPS
logP	10.68	ALOGPS
logP	21.59	ChemAxon
logS	-7.9	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	56	ChemAxon
Refractivity	268.9 m³·mol⁻¹	ChemAxon
Polarizability	122.4 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

C57H110O6

IUPAC name

1,3-bis(octadecanoyloxy)propan-2-yl octadecanoate

InChI Identifier

InChI=1S/C57H110O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h54H,4-53H2,1-3H3

InChI Key

DCXXMTOCNZCJGO-UHFFFAOYSA-N

Isomeric SMILES

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

Average Molecular Weight

891.4797

Monoisotopic Molecular Weight

890.830241252

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:45956 )
Triacylglycerols (LMGL03010002 )

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 76.80%; H 12.44%; O 10.77%	DFC
Melting Point	Mp 73.5°	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 trioctadecanoate, non-derivatized, GC-MS Spectrum	splash10-0aor-1268019000-bea2c9645ee3c4900166	Spectrum
GC-MS	Glycerol trioctadecanoate, non-derivatized, GC-MS Spectrum	splash10-0aor-1268019000-bea2c9645ee3c4900166	Spectrum
GC-MS	Glycerol trioctadecanoate, non-derivatized, GC-MS Spectrum	splash10-0aor-1268019000-bea2c9645ee3c4900166	Spectrum
GC-MS	Glycerol trioctadecanoate, non-derivatized, GC-MS Spectrum	splash10-0aor-1268019000-bea2c9645ee3c4900166	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0000000009-2e72f9bb2fcaaf828b27	2017-10-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0000000009-2e72f9bb2fcaaf828b27	2017-10-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-0000009061-f9334cb97067aff8107c	2017-10-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2020-06-30	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2020-06-30	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2020-06-30	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-053i-0043006090-aeaea3ab6b0a4236072a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0bu0-0049003010-e3bfb827784335c5edd2	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-2095012000-957fb0240d12665dad8e	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0000000090-79fc8ab666c6e84b1368	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0000000090-79fc8ab666c6e84b1368	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dq-0090009090-e13cd3f8ab7c7e9c1b7b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-5120003390-7c67e17e3ae00ed1084f	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0avi-9140102310-25b723724b97b6004b57	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014l-5397211000-3ff6387ac1ed487a7280	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0000000009-1ad7310063865c7c08ae	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0000000009-1ad7310063865c7c08ae	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-0010009061-4c61e1bfc065714b1855	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000000009-b360d413a092fefef62e	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0000000009-b360d413a092fefef62e	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-0000000009-b360d413a092fefef62e	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

10673

ChEMBL ID

Not Available

KEGG Compound ID

C00422

Pubchem Compound ID

11146

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB05393

CRC / DFC (Dictionary of Food Compounds) ID

CPD62-D:CPD62-D

EAFUS ID

1526

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

TGL

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
Carnitine O-palmitoyltransferase 1, muscle isoform	CPT1B	Q92523
Carnitine O-palmitoyltransferase 1, liver isoform	CPT1A	P50416
Carnitine O-palmitoyltransferase 2, mitochondrial	CPT2	P23786
Liver carboxylesterase 1	CES1	P23141
Pancreatic triacylglycerol lipase	PNLIP	P16233
Hepatic triacylglycerol lipase	LIPC	P11150
Lysosomal acid lipase/cholesteryl ester hydrolase	LIPA	P38571
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
Apolipoprotein A-I	APOA1	P02647
Apolipoprotein E	APOE	P02649
Apolipoprotein B-100	APOB	P04114
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