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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-03-23 05:12:16 UTC
Update Date2022-03-07 03:17:57 UTC
HMDB IDHMDB0062639
Secondary Accession Numbers
  • HMDB62639
Metabolite Identification
Common Name1-tetradecanoyl-2,3-dioleoyl-sn-glycerol
Description1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 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, 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol is considered to be a triradylglycerol lipid molecule. 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1563866340
Synonyms
ValueSource
1-Myristoyl-2,3-dioleoyl-sn-glycerolChEBI
1-Tetradecanoyl-2,3-bis[(9Z)-octadecenoyl]-sn-glycerolChEBI
Chemical FormulaC53H98O6
Average Molecular Weight831.361
Monoisotopic Molecular Weight830.736340876
IUPAC Name(2R)-1-[(9Z)-octadec-9-enoyloxy]-3-(tetradecanoyloxy)propan-2-yl (9Z)-octadec-9-enoate
Traditional Name(2R)-1-[(9Z)-octadec-9-enoyloxy]-3-(tetradecanoyloxy)propan-2-yl (9Z)-octadec-9-enoate
CAS Registry NumberNot Available
SMILES
[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC
InChI Identifier
InChI=1S/C53H98O6/c1-4-7-10-13-16-19-22-24-26-28-31-34-37-40-43-46-52(55)58-49-50(48-57-51(54)45-42-39-36-33-30-21-18-15-12-9-6-3)59-53(56)47-44-41-38-35-32-29-27-25-23-20-17-14-11-8-5-2/h24-27,50H,4-23,28-49H2,1-3H3/b26-24-,27-25-/t50-/m1/s1
InChI KeyAFLXUGKIZQFJJI-FOQOAFKKSA-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
Ontology
Physiological effectNot Available
DispositionNot Available
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility7.3e-06 g/lALOGPS
LogP10.72ALOGPS
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP10.72ALOGPS
logP19.09ChemAxon
logS-8.1ALOGPS
pKa (Strongest Basic)-6.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area78.9 ŲChemAxon
Rotatable Bond Count50ChemAxon
Refractivity252.73 m³·mol⁻¹ChemAxon
Polarizability110.27 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+300.44731661259
DarkChem[M-H]-279.94931661259
DeepCCS[M+H]+322.77730932474
DeepCCS[M-H]-320.66730932474
DeepCCS[M-2H]-354.18430932474
DeepCCS[M+Na]+328.51830932474
AllCCS[M+H]+314.232859911
AllCCS[M+H-H2O]+314.332859911
AllCCS[M+NH4]+314.132859911
AllCCS[M+Na]+314.032859911
AllCCS[M-H]-283.032859911
AllCCS[M+Na-2H]-289.632859911
AllCCS[M+HCOO]-296.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-tetradecanoyl-2,3-dioleoyl-sn-glycerol[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC5552.7Standard polar33892256
1-tetradecanoyl-2,3-dioleoyl-sn-glycerol[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC5627.3Standard non polar33892256
1-tetradecanoyl-2,3-dioleoyl-sn-glycerol[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCC\C([H])=C(\[H])CCCCCCCC5707.7Semi standard non polar33892256
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 10V, Negative-QTOFsplash10-004i-0071060090-472ee85963fd31cddf822021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 20V, Negative-QTOFsplash10-005a-0092030020-2dded583e308a91e85192021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 40V, Negative-QTOFsplash10-0560-0092011000-12ef93934d662e7439d82021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 10V, Positive-QTOFsplash10-0002-0000000090-93c3165e66d5b5243c092017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 20V, Positive-QTOFsplash10-0002-0000000090-93c3165e66d5b5243c092017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 40V, Positive-QTOFsplash10-0f7k-0000099070-cc066de062d2b41906f92017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 10V, Positive-QTOFsplash10-0002-0000000090-e912eed63cc2639af7e32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 20V, Positive-QTOFsplash10-0002-0000000090-e912eed63cc2639af7e32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 40V, Positive-QTOFsplash10-0f7k-0030099070-cc4b8e31078b1bd44d602021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 10V, Positive-QTOFsplash10-0udi-0000000090-b9fd22a0b4e270d0d8562021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 20V, Positive-QTOFsplash10-0udi-0000000090-b9fd22a0b4e270d0d8562021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 40V, Positive-QTOFsplash10-0udi-0000000090-b9fd22a0b4e270d0d8562021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 10V, Positive-QTOFsplash10-000i-0000000090-eaf1283b223bf1dc361c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 20V, Positive-QTOFsplash10-000i-0000000090-eaf1283b223bf1dc361c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 40V, Positive-QTOFsplash10-000i-0090040040-475d47144cb80d9a86232021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 10V, Positive-QTOFsplash10-001i-5110011190-97bc63cf7040cfba673e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 20V, Positive-QTOFsplash10-05gs-9240010330-a57b4719c13d1c453aa22021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-tetradecanoyl-2,3-dioleoyl-sn-glycerol 40V, Positive-QTOFsplash10-0ap0-8972014300-235d8cf9bc0ca5aca9bb2021-09-23Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID109146
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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. [PubMed:16902246 ]
  3. 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. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. Ghosh S, Strum JC, Bell RM: Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45-50. [PubMed:9034165 ]
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
  7. Linda T. Welson (2006). Triglycerides and Cholesterol Research. Nova Science Publishers Inc..