ContaminantDB: Glycerol trilinoleate

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 22:02:25 UTC

Update Date

2016-11-09 01:17:59 UTC

Accession Number

CHEM024957

Identification

Common Name

Glycerol trilinoleate

Class

Small Molecule

Description

A triglyceride formed by acylation of the three hydroxy groups of glycerol with linoleic acid.

Contaminant Sources

FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,2,3-Propanetriol trilinoleate	ChEBI
1,2,3-Propenetriol tri(9,12-octadecadienoate)	ChEBI
1,2,3-Tri-(9Z,12Z)-octadecadienoylglycerol	ChEBI
1,2,3-Tri-(9Z,12Z-octadecadienoyl)glycerol	ChEBI
Glyceryl trilinoleate	ChEBI
Linoleoyl triglyceride	ChEBI
TAG(18:2/18:2/18:2)	ChEBI
TAG(54:6)	ChEBI
TG	ChEBI
TG(18:2/18:2/18:2)	ChEBI
TG(18:2Omega6/18:2omega6/18:2omega6)	ChEBI
TG(54:6)	ChEBI
Tracylglycerol(18:2omega6/18:2omega6/18:2omega6)	ChEBI
Triacylglycerol(18:2/18:2/18:2)	ChEBI
Triacylglycerol(54:6)	ChEBI
Trilinolein	ChEBI
1,2,3-Propanetriol trilinoleic acid	Generator
1,2,3-Propenetriol tri(9,12-octadecadienoic acid)	Generator
Glyceryl trilinoleic acid	Generator
1-Linoleoyl-2-linoleoyl-3-linoleoyl-glycerol	HMDB
TAG(18:2n6/18:2n6/18:2n6)	HMDB
TAG(18:2W6/18:2W6/18:2W6)	HMDB
TG(18:2n6/18:2n6/18:2n6)	HMDB
TG(18:2W6/18:2W6/18:2W6)	HMDB
Tracylglycerol(18:2/18:2/18:2)	HMDB
Tracylglycerol(18:2n6/18:2n6/18:2n6)	HMDB
Tracylglycerol(18:2W6/18:2W6/18:2W6)	HMDB
Tracylglycerol(54:6)	HMDB
Triacylglycerol	HMDB
Triglyceride	HMDB
Trilinolein, (all-e)-isomer	HMDB
Trilinoelaidin	HMDB
Glycerol trilinoleate	HMDB
Trilinoleic glycerol	HMDB
Trilinoelaidate	HMDB
1-(9Z,12Z-Octadecadienoyl)-2-(9Z,12Z-octadecadienoyl)-3-(9Z,12Z-octadecadienoyl)-glycerol	HMDB
TG(18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z))	Lipid Annotator

Chemical Formula

C₅₇H₉₈O₆

Average Molecular Mass

879.384 g/mol

Monoisotopic Mass

878.736 g/mol

CAS Registry Number

537-40-6

IUPAC Name

1,3-bis[(9Z,12Z)-octadeca-9,12-dienoyloxy]propan-2-yl (9Z,12Z)-octadeca-9,12-dienoate

Traditional Name

triglyceride

SMILES

CCCCC\C=C\C\C=C\CCCCCCCC(=O)OCC(COC(=O)CCCCCCC\C=C\C\C=C/CCCCC)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC

InChI Identifier

InChI=1S/C57H98O6/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/h16-21,25-30,54H,4-15,22-24,31-53H2,1-3H3/b19-16-,20-17+,21-18-,28-25+,29-26+,30-27-

InChI Key

HBOQXIRUPVQLKX-VXACIKFCSA-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
Octadecanoid
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:75844 )
Triacylglycerols (LMGL03010371 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	7.9e-06 g/L	ALOGPS
logP	10.65	ALOGPS
logP	19.42	ChemAxon
logS	-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	275.6 m³·mol⁻¹	ChemAxon
Polarizability	113.22 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	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0000000090-457c6a39735c24cfc389	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0000000090-457c6a39735c24cfc389	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002b-0000090070-ef777a07709237ac9909	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0000000090-5099cbb5f7bc6957ba4b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0000000090-5099cbb5f7bc6957ba4b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f79-0090009090-3e4373abb45a87b03e80	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0085093080-c7bc55e449fa12690f15	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-066r-0019010000-81ae524e633327a05c2d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ar0-2069022000-d0a4e7925cdfe33aed97	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0000000009-cfe884cde7363d5f41ad	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0000000009-cfe884cde7363d5f41ad	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0000000009-cfe884cde7363d5f41ad	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0000000090-b1fb8423285a4927f1c6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0000000090-b1fb8423285a4927f1c6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002b-0010090070-d30e70ba14e1cf2d439f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-1130060690-768316edee989f13c351	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-5190020420-c5f1decec11501e92a69	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-0190010000-b9029b9a77af12958645	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0005474

FooDB ID

FDB094336

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Triacylglycerols

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. Tang C, Zhang K, Zhan T, Zhao Q, Zhang J: Metabolic Characterization of Dairy Cows Treated with Gossypol by Blood Biochemistry and Body Fluid Untargeted Metabolome Analyses. J Agric Food Chem. 2017 Oct 25;65(42):9369-9378. doi: 10.1021/acs.jafc.7b03544. Epub 2017 Oct 17.

2. A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)

Glycerol trilinoleate (CHEM024957)

Structure for CHEM024957: Glycerol trilinoleate