DG(12:0/12:0/0:0) (YMDB12708)

Identification
YMDB IDYMDB12708
NameDG(12:0/12:0/0:0)
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionDG(12:0/12:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(12:0/12:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • 2,3-Dilaurin
  • 2,3-Dilauroyl-sn-glycerol
  • DG 0:0/12:0/12:0
  • 2,3-Didodecanoyl-sn-glycerol
CAS numberNot Available
WeightAverage: 456.708
Monoisotopic: 456.381474774
InChI KeyOQQOAWVKVDAJOI-RUZDIDTESA-N
InChIInChI=1S/C27H52O5/c1-3-5-7-9-11-13-15-17-19-21-26(29)31-24-25(23-28)32-27(30)22-20-18-16-14-12-10-8-6-4-2/h25,28H,3-24H2,1-2H3/t25-/m1/s1
IUPAC Name(2R)-1-(dodecanoyloxy)-3-hydroxypropan-2-yl dodecanoate
Traditional IUPAC Name(2R)-1-(dodecanoyloxy)-3-hydroxypropan-2-yl dodecanoate
Chemical FormulaC27H52O5
SMILES[H][C@@](CO)(COC(=O)CCCCCCCCCCC)OC(=O)CCCCCCCCCCC
Chemical Taxonomy
Description belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerolipids
Sub ClassDiradylglycerols
Direct Parent1,2-diacylglycerols
Alternative Parents
Substituents
  • 1,2-acyl-sn-glycerol
  • Fatty acid ester
  • Fatty acyl
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility6.8e-05 g/LALOGPS
logP8.19ALOGPS
logP8.45ChemAxon
logS-6.8ALOGPS
pKa (Strongest Acidic)14.58ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count26ChemAxon
Refractivity130.89 m³·mol⁻¹ChemAxon
Polarizability58.96 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • Cytoplasm
  • Endoplasmic reticulum
Organoleptic PropertiesNot Available
SMPDB Pathways
Triacylglycerol metabolism TG(12:0/12:0/12:0)PW007581 ThumbThumb?image type=greyscaleThumb?image type=simple
Triacylglycerol metabolism TG(12:0/12:0/22:1(13Z))PW007718 ThumbThumb?image type=greyscaleThumb?image type=simple
Triacylglycerol metabolism TG(12:0/12:0/25:0)PW007763 ThumbThumb?image type=greyscaleThumb?image type=simple
Triacylglycerol metabolism TG(12:0/12:0/27:0)PW007787 ThumbThumb?image type=greyscaleThumb?image type=simple
Triacylglycerol metabolism TG(12:0/12:0/29:0)PW007815 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-08fr-0090400000-7ee5f08309cde838a7efJSpectraViewer
References
References:
  • Rattray JB, Schibeci A, Kidby DK. (1975). "Lipids of yeasts." Bacteriol Rev. 1975 Sep;39(3):197-231.240350
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID77390
HMDB IDNot Available
Pubchem Compound ID10456782
Kegg IDNot Available
ChemSpider IDNot Available
FOODB IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available