You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Yeast Metabolome Database.

1,3-Dipalmitin (YMDB00834)

Identification
YMDB IDYMDB00834
Name1,3-Dipalmitin
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionGlycerol 1,3-dihexadecanoate, also known as DAG(16:0/0:0/16:0) or 1,3-dihexadecanoylglycerol, belongs to the class of organic compounds known as 1,3-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 3. Based on a literature review a significant number of articles have been published on Glycerol 1,3-dihexadecanoate.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • 1,3-Di-(hexadecanoyl)-glycerol
  • 1,3-Di-O-hexadecanoylglycerol
  • 1,3-Di-palmitin
  • 1,3-Di(hexadecanoyloxy)-2-propanol
  • 1,3-Dihexa-decanoyl-rac-glycerol
  • 1,3-Dihexadecanoylglycerol
  • 1,3-Dipalmitin
  • 1,3-Dipalmitoyl-glycerol
  • 1,3-DIPALMITOYLGLYCEROL
  • 2-Hydroxypropane-1,3-diyl dipalmitate
  • 2-Hydroxypropane-1,3-diyl dipalmitic acid
  • a,A'-dipalmitin
  • alpha,gamma-Dipalmitin
  • DAG(16:0/0:0/16:0)
  • DAG(32:0)
  • DG(16:0/0:0/16:0)
  • DG(32:0)
  • Diacylglycerol(16:0/0:0/16:0)
  • Diacylglycerol(32:0)
  • Dipalmitin
  • Glycerol 1,3-dipalmitate
  • Glycerol dipalmitate
  • Glyceryl 1,3-dipalmitate
  • Glyceryl 1,3-dipalmitic acid
  • Glyceryl dipalmitate
  • Hexadecanoic acid 2-hydroxy-1,3-propanediyl ester
  • Hexadecanoic acid, 2-hydroxy-1,3-propanediyl ester
  • Hexadecanoic acid, diester with 1,2,3-propanetriol
  • Glycerol 1,3-dihexadecanoic acid
  • Diglyceride
  • Diacylglycerol
  • 1-hexadecanoyl-3-hexadecanoyl-sn-glycerol
  • 1-palmitoyl-3-palmitoyl-sn-glycerol
  • 1,2-Dipalmitoyl glycerol
CAS number26657-95-4
WeightAverage: 568.9114
Monoisotopic: 568.506675286
InChI KeyGFAZGHREJPXDMH-UHFFFAOYSA-N
InChIInChI=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
IUPAC Name3-(hexadecanoyloxy)-2-hydroxypropyl hexadecanoate
Traditional IUPAC Name3-(hexadecanoyloxy)-2-hydroxypropyl hexadecanoate
Chemical FormulaC35H68O5
SMILES[H]OC([H])(C([H])([H])OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]
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
Physical Properties
StateNot Available
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
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 FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-009i-9442002000-1c70e6cdb9d0059c9f78JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-1164090000-f61c5a8687070d32034fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03ds-3593120000-1d4e9a2895d78194c6eaJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000b-3960300000-18ebc7c42009a935f42cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0ap0-0091040000-f87df3a9edff9da54159JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4r-1091000000-ae622c34c161eca19027JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4r-3090000000-140c0a7e836fa18c5835JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-02t9-2145390000-29d316fbbfc29fddb910JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0hti-9253430000-f85adc23f2f603cc2303JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06rg-9431000000-da30c3887845539a207cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0054090000-657b54d3b8edcbfabb3eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4r-2093020000-fc77918b8536842e1159JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a5i-0090000000-b8e34fb91883d8a80048JSpectraViewer
References
References:
  • Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
  • Athenstaedt, K., Daum, G. (2005). "Tgl4p and Tgl5p, two triacylglycerol lipases of the yeast Saccharomyces cerevisiae are localized to lipid particles." J Biol Chem 280:37301-37309.16135509
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID77619
HMDB IDHMDB0031011
Pubchem Compound ID68149
Kegg IDNot Available
ChemSpider ID61457
FOODB IDFDB003001
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

Protein Details
1. Lipase 2
General function:
Involved in hydrolase activity, acting on ester bonds
Specific function:
Lipolytic activity towards triacylglycerols and diacylglycerols with short-chain fatty acids
Gene Name:
TGL2
Uniprot ID:
P54857
Molecular weight:
37499.89844
Reactions
Triacylglycerol + H(2)O → diacylglycerol + a carboxylate.
Protein Details
2. Putative lipase ATG15
General function:
Involved in triglyceride lipase activity
Specific function:
Essential for lysis of subvacuolar cytoplasm to vacuole targeted bodies and intravacuolar autophagic bodies. Involved in the lysis of intravacuolar multivesicular body (MVB) vesicles
Gene Name:
ATG15
Uniprot ID:
P25641
Molecular weight:
58434.5
Reactions
Triacylglycerol + H(2)O → diacylglycerol + a carboxylate.
Protein Details
3. Lipase 3
General function:
Involved in metabolic process
Specific function:
Releases specific fatty acids from neutral lipid triacylglycerols (TAG) thereby supplying fatty acids to a general acylation process
Gene Name:
TGL3
Uniprot ID:
P40308
Molecular weight:
73611.79688
Reactions
Triacylglycerol + H(2)O → diacylglycerol + a carboxylate.
Protein Details
4. Lipase 5
General function:
Involved in metabolic process
Specific function:
Releases specific fatty acids from neutral lipid triacylglycerols (TAG) thereby supplying fatty acids to a general acylation process. May have a specific role in sporulation
Gene Name:
TGL5
Uniprot ID:
Q12043
Molecular weight:
84715.10156
Reactions
Triacylglycerol + H(2)O → diacylglycerol + a carboxylate.
Protein Details
5. Lipase 4
General function:
Involved in metabolic process
Specific function:
Releases specific fatty acids from neutral lipid triacylglycerols (TAG) thereby supplying fatty acids to a general acylation process. May have a specific role in sporulation
Gene Name:
TGL4
Uniprot ID:
P36165
Molecular weight:
102716.0
Reactions
Triacylglycerol + H(2)O → diacylglycerol + a carboxylate.