Glycerol triundecanoate (CHEM025084)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 22:07:50 UTC
Update Date2016-11-09 01:18:01 UTC
Accession NumberCHEM025084
Identification
Common NameGlycerol triundecanoate
ClassSmall Molecule
DescriptionCarrier for flavours and fragrance
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Glycerol triundecanoic acidGenerator
1,2,3-Propanetriyl undecanoate, 9ciHMDB
1,2,3-TriundecanoylglycerolHMDB
Captex 8227HMDB
Glyceryl triundecanoateHMDB
N-TrihendecanoinHMDB
Propane-1,2,3-triyl triundecanoateHMDB
Tri-undecanoinHMDB
TrihendecanoinHMDB
TriundecanoinHMDB
TriundecylinHMDB
Undecanoic acid, 1,1',1''-(1,2,3-propanetriyl) esterHMDB
Undecanoic acid, 1,2,3-propanetriyl esterHMDB
1,3-Bis(undecanoyloxy)propan-2-yl undecanoic acidGenerator
Chemical FormulaC36H68O6
Average Molecular Mass596.922 g/mol
Monoisotopic Mass596.502 g/mol
CAS Registry Number13552-80-2
IUPAC Name1,3-bis(undecanoyloxy)propan-2-yl undecanoate
Traditional Nametriundecanoin
SMILESCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCC)OC(=O)CCCCCCCCCC
InChI IdentifierInChI=1S/C36H68O6/c1-4-7-10-13-16-19-22-25-28-34(37)40-31-33(42-36(39)30-27-24-21-18-15-12-9-6-3)32-41-35(38)29-26-23-20-17-14-11-8-5-2/h33H,4-32H2,1-3H3
InChI KeyMBXVIRZWSHICAV-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 DescriptorsNot Available
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 Solubility1.4e-05 g/LALOGPS
logP9.33ALOGPS
logP12.26ChemAxon
logS-7.6ALOGPS
pKa (Strongest Basic)-6.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area78.9 ŲChemAxon
Rotatable Bond Count35ChemAxon
Refractivity172.28 m³·mol⁻¹ChemAxon
Polarizability78.21 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000009000-30e916903ee5e981141bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0000009000-30e916903ee5e981141bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dj-0000961000-f75fae0b79e1427d6673Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000009000-2d2d79ae6f09f26f9890Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0000009000-2d2d79ae6f09f26f9890Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dj-0100961000-9a36feeee801d485ed02Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0100190000-26fc805ae0b2afd1e760Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-4901470000-fbc3f2a5dccbbd4fefa4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aos-9630100000-f6a440b189c208bda438Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0412490000-49e07694fd392510da1aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01pa-0950330000-69faa2189fc7cfca923dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01p9-0950300000-ecbf3e7dfd145a97c8eaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000009000-8ea783391d20226c49cbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0000009000-8ea783391d20226c49cbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-0000009000-8ea783391d20226c49cbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0000009000-f0c1c15cb4e0ef240a4aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0000009000-f0c1c15cb4e0ef240a4aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0vi6-0900909000-75cb49a4829c7ea595e9Spectrum
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 IDHMDB0031089
FooDB IDFDB003094
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID75404
ChEBI IDNot Available
PubChem Compound ID83574
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Pi-Sunyer FX, Conway JM, Lavau M, Campbell G, Eisenstein AB: Glucagon, insulin, and gluconeogenesis in fasted odd carbon fatty acid-enriched rats. Am J Physiol. 1976 Aug;231(2):366-9.
2. Pi-Sunyer FX: Resistance to ketosis during prolonged fasting by rats fed on a diet containing undecanoic acid, an odd-carbon-number fatty acid. Br J Nutr. 1976 Jan;35(1):41-6.
3. Johnson W Jr: Final report on the safety assessment of trilaurin, triarachidin, tribehenin, tricaprin, tricaprylin, trierucin, triheptanoin, triheptylundecanoin, triisononanoin, triisopalmitin, triisostearin, trilinolein, trimyristin, trioctanoin, triolein, tripalmitin, tripalmitolein, triricinolein, tristearin, triundecanoin, glyceryl triacetyl hydroxystearate, glyceryl triacetyl ricinoleate, and glyceryl stearate diacetate. Int J Toxicol. 2001;20 Suppl 4:61-94.
4. Dryden LP, Bitman J, Wrenn TR, Weyant JR, Miller RW, Edmondson LF: Effect of triundecanoin upon lipid metabolism in the cow. J Am Oil Chem Soc. 1974 Jul;51(7):302-6.
5. Hartman AD: Adipocyte fatty acid mobilization in vivo: effects of age and anatomical location. Lipids. 1985 May;20(5):255-61.
6. VanItallie TB, Khachadurian AK: Rats enriched with odd-carbon fatty acids: maintenance of liver glycogen during starvation. Science. 1969 Aug 22;165(3895):811-3.
7. Bitman J, Weyant JR, Wood DL, Wrenn TR: Necessity of vitamin B12 for growth of rats fed on an odd- or even-carbon-number fat. Br J Nutr. 1978 May;39(3):615-26.
8. Kim S, Pi-Sunyer FX: Diminished ketosis and triglyceridemia during fasting in odd-carbon enriched pregnant rats. Endocrinology. 1977 Feb;100(2):373-9.
9. Anderson RL, Boggs RW: Glucogenic and ketogenic capacities of lard, safflower oil, and triumdecanoin in fasting rats. J Nutr. 1975 Feb;105(2):185-9.
10. Ghosh S, Strum JC, Bell RM: Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45-50.
11. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
12. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10.
13. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20.
14. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
15. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
16. The lipid handbook with CD-ROM
17. Triglycerides and Cholesterol Research