Record Information
Version3.6
Creation Date2008-10-29 14:21:14 UTC
Update Date2013-02-09 00:25:46 UTC
HMDB IDHMDB11146
Secondary Accession Numbers
  • HMDB11184
Metabolite Identification
Common NameDG(16:0e/18:0/0:0)
Description2-Octadecanoyl-1-hexadecyl-sn-glycerol is an intermediate in ether lipid metabolism. 2-Octadecanoyl-1-hexadecyl-sn-glycerol is converted from 2-octadecanoyl-1-hexadecyl-sn-glycero-3-phosphate via phosphatidate phosphatase (EC: 3.1.3.4). Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. Ether lipids are called plasmalogens (1-O-1'-alkenyl-2-acylglycerophospholipids) if these are glycerol-containing phospholipids with an unsaturated O-(1-alkenyl) (vinyl ether) group at the first position on the glycerol chain. Plasmalogens as well as some 1-O-alkyl lipids are ubiquitous and sometimes major parts of the cell membranes in mammals and anaerobic bacteria. In archaea, ether lipids are the major polar lipids in the cell envelope and their abundance is one of the major characteristics that separate this group of prokaryotes from the bacteria. In these cells, diphytanylglycerolipids or bipolar macrocyclic tetraethers can form covalently linked 'bilayers'.
Structure
Thumb
Synonyms
  1. 2-Octadecanoyl-1-hexadecyl-sn-glycerol
  2. DG(O-16:0/18:0/0:0)
Chemical FormulaC37H74O4
Average Molecular Weight582.9811
Monoisotopic Molecular Weight582.558710856
IUPAC Name(2S)-1-(hexadecyloxy)-3-hydroxypropan-2-yl octadecanoate
Traditional IUPAC Name(2S)-1-(hexadecyloxy)-3-hydroxypropan-2-yl octadecanoate
CAS Registry NumberNot Available
SMILES
[H][C@](CO)(COCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC
InChI Identifier
InChI=1S/C37H74O4/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-37(39)41-36(34-38)35-40-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h36,38H,3-35H2,1-2H3/t36-/m0/s1
InChI KeyALBMTLREXAADKV-BHVANESWSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassLipids
ClassGlycerolipids
Sub ClassOther Glycerolipids
Other Descriptors
  • Aliphatic Acyclic Compounds
Substituents
  • Carboxylic Acid Ester
  • Dialkyl Ether
  • Fatty Acid Ester
  • Primary Alcohol
  • Saccharide
  • Triose Monosaccharide
Direct ParentOther Glycerolipids
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
water solubility1.570E-05 g/LALOGPS
logP10.43ALOGPS
logP13.27ChemAxon
logS-7.6ALOGPS
pKa (strongest acidic)14.58ChemAxon
pKa (strongest basic)-3ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count3ChemAxon
hydrogen donor count1ChemAxon
polar surface area55.76ChemAxon
rotatable bond count36ChemAxon
refractivity177.15ChemAxon
polarizability79.55ChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB027921
KNApSAcK IDNot Available
Chemspider ID18558308
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB11146
Metagene LinkHMDB11146
METLIN IDNot Available
PubChem Compound18603089
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Only showing the first 50 proteins. There are 130 proteins in total.

Enzymes

Gene Name:
DGKQ
Uniprot ID:
P52824
Gene Name:
PNLIP
Uniprot ID:
P16233
Gene Name:
DGKG
Uniprot ID:
P49619
Gene Name:
LIPC
Uniprot ID:
P11150
Gene Name:
PPAP2C
Uniprot ID:
O43688
Gene Name:
DGKA
Uniprot ID:
P23743
Gene Name:
DGKD
Uniprot ID:
Q16760
Gene Name:
DGKE
Uniprot ID:
P52429
Gene Name:
LIPF
Uniprot ID:
P07098
Gene Name:
PPAP2A
Uniprot ID:
O14494
Gene Name:
DGKB
Uniprot ID:
Q9Y6T7
Gene Name:
LIPG
Uniprot ID:
Q9Y5X9
Gene Name:
DGKI
Uniprot ID:
O75912
Gene Name:
CEL
Uniprot ID:
P19835
Gene Name:
PPAP2B
Uniprot ID:
O14495
Gene Name:
DGAT1
Uniprot ID:
O75907
Gene Name:
PNLIPRP2
Uniprot ID:
P54317
Gene Name:
DGKZ
Uniprot ID:
Q13574
Gene Name:
LPL
Uniprot ID:
P06858
Gene Name:
GAL3ST1
Uniprot ID:
Q99999
Gene Name:
LIPE
Uniprot ID:
Q05469
Gene Name:
CDS2
Uniprot ID:
O95674
Gene Name:
CDS1
Uniprot ID:
Q92903
Gene Name:
RAPGEF2
Uniprot ID:
Q9Y4G8
Gene Name:
PRKCA
Uniprot ID:
P17252
Gene Name:
CIT
Uniprot ID:
O14578
Gene Name:
PRKCB
Uniprot ID:
P05771
Gene Name:
PRKCZ
Uniprot ID:
Q05513
Gene Name:
PRKCI
Uniprot ID:
P41743
Gene Name:
ROCK1
Uniprot ID:
Q13464
Gene Name:
PRKD1
Uniprot ID:
Q15139
Gene Name:
PRKCG
Uniprot ID:
P05129
Gene Name:
ROCK2
Uniprot ID:
O75116
Gene Name:
PRKCD
Uniprot ID:
Q05655
Gene Name:
PRKD3
Uniprot ID:
O94806

Only showing the first 50 proteins. There are 130 proteins in total.