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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:40:25 UTC
Update Date2019-07-23 06:07:50 UTC
HMDB IDHMDB0031011
Secondary Accession Numbers
  • HMDB31011
Metabolite Identification
Common NameGlycerol 1,3-dihexadecanoate
DescriptionGlycerol 1,3-dihexadecanoate, also known as 1,3-dipalmitin or DAG(16:0/0:0/16:0), belongs to the class of organic compounds known as 1,3-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 3. Glycerol 1,3-dihexadecanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563862070
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
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
DiglycerideHMDB
DiacylglycerolHMDB
1-Hexadecanoyl-3-hexadecanoyl-sn-glycerolHMDB
1-Palmitoyl-3-palmitoyl-sn-glycerolHMDB
1,2-Dipalmitoyl glycerolMeSH
Chemical FormulaC35H68O5
Average Molecular Weight568.9114
Monoisotopic Molecular Weight568.506675286
IUPAC Name3-(hexadecanoyloxy)-2-hydroxypropyl hexadecanoate
Traditional Name3-(hexadecanoyloxy)-2-hydroxypropyl hexadecanoate
CAS Registry Number502-52-3
SMILES
[H]C(O)(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC
InChI Identifier
InChI=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
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point73 - 74 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot 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
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-009i-9442002000-1c70e6cdb9d0059c9f78Spectrum
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
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
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 IDFDB003001
KNApSAcK IDNot Available
Chemspider ID61457
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound68149
PDB IDNot Available
ChEBI ID77619
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]
  2. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  3. 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 ]
  4. 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 ]
  5. 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 ]
  6. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  7. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.