Glyceryl dipalmitate (CHEM021058)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 02:53:53 UTC
Update Date2016-10-28 10:02:33 UTC
Accession NumberCHEM021058
Identification
Common NameGlyceryl dipalmitate
ClassSmall Molecule
DescriptionA 1,3-diglyceride obtained by the formal acylation of positions 1 and 3 of glycerol by hexadecanoic (palmitic) acid.
Contaminant Sources
  • Cosmetic Chemicals
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,3-Di(hexadecanoyloxy)-2-propanolChEBI
1,3-DihexadecanoylglycerolChEBI
1,3-DipalmitinChEBI
2-Hydroxypropane-1,3-diyl dipalmitateChEBI
DAG(16:0/0:0/16:0)ChEBI
DAG(32:0)ChEBI
DG(16:0/0:0/16:0)ChEBI
DG(32:0)ChEBI
Diacylglycerol(16:0/0:0/16:0)ChEBI
Diacylglycerol(32:0)ChEBI
Glyceryl 1,3-dipalmitateChEBI
2-Hydroxypropane-1,3-diyl dipalmitic acidGenerator
Glyceryl 1,3-dipalmitic acidGenerator
Glycerol 1,3-dihexadecanoic acidGenerator
DiglycerideLipid Annotator, HMDB
DiacylglycerolLipid Annotator, HMDB
1-hexadecanoyl-3-hexadecanoyl-sn-glycerolLipid Annotator, HMDB
1-palmitoyl-3-palmitoyl-sn-glycerolLipid Annotator, HMDB
1,3-Di-(hexadecanoyl)-glycerolHMDB
1,3-Di-O-hexadecanoylglycerolHMDB
1,3-Di-palmitinHMDB
1,3-Dihexa-decanoyl-rac-glycerolHMDB
1,3-Dipalmitoyl-glycerolHMDB
a,A'-dipalmitinHMDB
alpha,gamma-DipalmitinHMDB
DipalmitinHMDB
Glycerol 1,3-dipalmitateHMDB
Glycerol dipalmitateHMDB
Glyceryl dipalmitateHMDB
Hexadecanoic acid 2-hydroxy-1,3-propanediyl esterHMDB
Hexadecanoic acid, 2-hydroxy-1,3-propanediyl esterHMDB
Hexadecanoic acid, diester with 1,2,3-propanetriolHMDB
1,2-Dipalmitoyl glycerolMeSH
Chemical FormulaC35H68O5
Average Molecular Mass568.911 g/mol
Monoisotopic Mass568.507 g/mol
CAS Registry Number502-52-3
IUPAC Name3-(hexadecanoyloxy)-2-hydroxypropyl hexadecanoate
Traditional Name3-(hexadecanoyloxy)-2-hydroxypropyl hexadecanoate
SMILESCCCCCCCCCCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCCCCCCCCC
InChI IdentifierInChI=1S/C35H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-31-33(36)32-40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,36H,3-32H2,1-2H3
InChI KeyGFAZGHREJPXDMH-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 1,3-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 3.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerolipids
Sub ClassDiradylglycerols
Direct Parent1,3-diacylglycerols
Alternative Parents
Substituents
  • 1,3-acyl-sn-glycerol
  • Fatty acid ester
  • Fatty acyl
  • Dicarboxylic acid or derivatives
  • Secondary alcohol
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • 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 Solubility2.1e-05 g/LALOGPS
logP9.94ALOGPS
logP12ChemAxon
logS-7.4ALOGPS
pKa (Strongest Acidic)13.63ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count34ChemAxon
Refractivity167.7 m³·mol⁻¹ChemAxon
Polarizability75.6 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-009i-9442002000-1c70e6cdb9d0059c9f78Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-1164090000-f61c5a8687070d32034fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03ds-3593120000-1d4e9a2895d78194c6eaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000b-3960300000-18ebc7c42009a935f42cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0ap0-0091040000-f87df3a9edff9da54159Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4r-1091000000-ae622c34c161eca19027Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4r-3090000000-140c0a7e836fa18c5835Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-02t9-2145390000-29d316fbbfc29fddb910Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0hti-9253430000-f85adc23f2f603cc2303Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06rg-9431000000-da30c3887845539a207cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0054090000-657b54d3b8edcbfabb3eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4r-2093020000-fc77918b8536842e1159Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a5i-0090000000-b8e34fb91883d8a80048Spectrum
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 IDHMDB0031011
FooDB IDFDB003001
Phenol Explorer IDNot Available
KNApSAcK IDC00054349
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID61457
ChEBI ID77619
PubChem Compound ID68149
Kegg Compound IDNot Available
YMDB IDYMDB00834
ECMDB IDM2MDB003671
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=9442064
2. Ghosh S, Strum JC, Bell RM: Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45-50.
3. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
4. 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.
5. 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.
6. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
7. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
8. The lipid handbook with CD-ROM