GLYCERYL TRISTEARATE (CHEM005871)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:07:25 UTC
Update Date2016-11-09 01:09:37 UTC
Accession NumberCHEM005871
Identification
Common NameGLYCERYL TRISTEARATE
ClassSmall Molecule
DescriptionTG(18:0/18:0/18:0), also known as stearin or glyceryl tristearate, 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(18:0/18:0/18:0) is considered to be a triradylglycerol lipid molecule. TG(18:0/18:0/18:0) exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. TG(18:0/18:0/18:0) exists in all eukaryotes, ranging from yeast to humans. TG(18:0/18:0/18:0) can be biosynthesized from DG(18:0/18:0/0:0) and stearoyl-CoA through its interaction with the enzyme diacylglycerol O-acyltransferase. In cattle, TG(18:0/18:0/18:0) is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(18:0/18:0/18:0) pathway.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2,3-Di(octadecanoyloxy)propyl octadecanoateChEBI
Glyceryl tristearateChEBI
Stearic acid triglycerin esterChEBI
StearinChEBI
TrioctadecanoinChEBI
TrioctadecanoylglycerolChEBI
TristearinChEBI
Tristearoyl-sn-glycerolChEBI
2,3-Di(octadecanoyloxy)propyl octadecanoic acidGenerator
Glyceryl tristearic acidGenerator
Stearate triglycerin esterGenerator
1-Stearoyl-2-stearoyl-3-stearoyl-glycerolHMDB
TAG(18:0/18:0/18:0)HMDB
TAG(54:0)HMDB
TG(54:0)HMDB
Tracylglycerol(18:0/18:0/18:0)HMDB
Tracylglycerol(54:0)HMDB
TriacylglycerolHMDB
TriglycerideHMDB
Stearic acid triglycerideHMDB
TristearoylglycerolHMDB
1-Octadecanoyl-2-octadecanoyl-3-octadecanoyl-glycerolHMDB
TG(18:0/18:0/18:0)Lipid Annotator
Chemical FormulaC57H110O6
Average Molecular Mass891.480 g/mol
Monoisotopic Mass890.830 g/mol
CAS Registry Number555-43-1
IUPAC Name1,3-bis(octadecanoyloxy)propan-2-yl octadecanoate
Traditional Namestearin
SMILESCCCCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC
InChI IdentifierInChI=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 KeyDCXXMTOCNZCJGO-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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerolipids
Sub ClassTriradylcglycerols
Direct ParentTriacylglycerols
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 FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.1e-05 g/LALOGPS
logP10.68ALOGPS
logP21.59ChemAxon
logS-7.9ALOGPS
pKa (Strongest Basic)-6.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area78.9 ŲChemAxon
Rotatable Bond Count56ChemAxon
Refractivity268.9 m³·mol⁻¹ChemAxon
Polarizability122.4 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0aor-1268019000-bea2c9645ee3c4900166Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0aor-1268019000-bea2c9645ee3c4900166Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0aor-1268019000-bea2c9645ee3c4900166Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0aor-1268019000-bea2c9645ee3c4900166Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000000009-2e72f9bb2fcaaf828b27Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0000000009-2e72f9bb2fcaaf828b27Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-0000009061-f9334cb97067aff8107cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-053i-0043006090-aeaea3ab6b0a4236072aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0bu0-0049003010-e3bfb827784335c5edd2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-2095012000-957fb0240d12665dad8eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0000000090-79fc8ab666c6e84b1368Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0000000090-79fc8ab666c6e84b1368Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dq-0090009090-e13cd3f8ab7c7e9c1b7bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-5120003390-7c67e17e3ae00ed1084fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0avi-9140102310-25b723724b97b6004b57Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-5397211000-3ff6387ac1ed487a7280Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000000009-1ad7310063865c7c08aeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0000000009-1ad7310063865c7c08aeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-0010009061-4c61e1bfc065714b1855Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000000009-b360d413a092fefef62eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0000000009-b360d413a092fefef62eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-0000000009-b360d413a092fefef62eSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0005393
FooDB IDFDB002912
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN ID4701
PDB IDNot Available
Wikipedia LinkStearin
Chemspider ID10673
ChEBI ID45956
PubChem Compound ID11146
Kegg Compound IDC00422
YMDB IDYMDB01096
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Mottram HR, Evershed RP: Elucidation of the composition of bovine milk fat triacylglycerols using high-performance liquid chromatography-atmospheric pressure chemical ionisation mass spectrometry. J Chromatogr A. 2001 Aug 17;926(2):239-53.
2. 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.
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23199984
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23475189
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23993569
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=24518349