Human Metabolome Database Version 3.5

Showing metabocard for DG(16:0e/18:0/0:0) (HMDB11146)

Record Information
Version 3.5
Creation Date 2008-10-29 08:21:14 -0600
Update Date 2013-02-08 17:25:46 -0700
HMDB ID HMDB11146
Secondary Accession Numbers
  • HMDB11184
Metabolite Identification
Common Name DG(16:0e/18:0/0:0)
Description 2-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
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 2-Octadecanoyl-1-hexadecyl-sn-glycerol
  2. DG(O-16:0/18:0/0:0)
Chemical Formula C37H74O4
Average Molecular Weight 582.9811
Monoisotopic Molecular Weight 582.558710856
IUPAC Name (2S)-1-(hexadecyloxy)-3-hydroxypropan-2-yl octadecanoate
Traditional IUPAC Name (2S)-1-(hexadecyloxy)-3-hydroxypropan-2-yl octadecanoate
CAS Registry Number Not 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 Key ALBMTLREXAADKV-BHVANESWSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Glycerolipids
Sub Class Other Glycerolipids
Other Descriptors
  • Aliphatic Acyclic Compounds
Substituents
  • Carboxylic Acid Ester
  • Dialkyl Ether
  • Fatty Acid Ester
  • Primary Alcohol
  • Saccharide
  • Triose Monosaccharide
Direct Parent Other Glycerolipids
Ontology
Status Expected 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
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 1.570E-05 g/L ALOGPS
LogP 10.43 ALOGPS
LogP 13.27 ChemAxon
LogS -7.57 ALOGPS
pKa (strongest acidic) 14.58 ChemAxon
pKa (strongest basic) -3 ChemAxon
Hydrogen Acceptor Count 3 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 55.76 A2 ChemAxon
Rotatable Bond Count 36 ChemAxon
Refractivity 177.15 ChemAxon
Polarizability 79.55 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB027921
KNApSAcK ID Not Available
Chemspider ID 18558308 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB11146 Link_out
Metagene Link HMDB11146 Link_out
METLIN ID Not Available
PubChem Compound 18603089 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available

Enzymes

Show all enzymes and transporters Important Only showing the first 50 enzymes. There are 130 enzymes in total.

Name: Diacylglycerol kinase theta
Reactions: Not Available
Gene Name: DGKQ
Uniprot ID: P52824 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Pancreatic triacylglycerol lipase
Reactions: Not Available
Gene Name: PNLIP
Uniprot ID: P16233 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-1
Reactions: Not Available
Gene Name: PLCB1
Uniprot ID: Q9NQ66 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-4
Reactions: Not Available
Gene Name: PLCB4
Uniprot ID: Q15147 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-2
Reactions: Not Available
Gene Name: PLCB2
Uniprot ID: Q00722 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Diacylglycerol kinase gamma
Reactions: Not Available
Gene Name: DGKG
Uniprot ID: P49619 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Hepatic triacylglycerol lipase
Reactions: Not Available
Gene Name: LIPC
Uniprot ID: P11150 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-3
Reactions: Not Available
Gene Name: PLCB3
Uniprot ID: Q01970 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Inactive pancreatic lipase-related protein 1
Reactions: Not Available
Gene Name: PNLIPRP1
Uniprot ID: P54315 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-2
Reactions: Not Available
Gene Name: PLCG2
Uniprot ID: P16885 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Lipid phosphate phosphohydrolase 2
Reactions: Not Available
Gene Name: PPAP2C
Uniprot ID: O43688 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Patatin-like phospholipase domain-containing protein 3
Reactions: Not Available
Gene Name: PNPLA3
Uniprot ID: Q9NST1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Diacylglycerol kinase alpha
Reactions: Not Available
Gene Name: DGKA
Uniprot ID: P23743 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Diacylglycerol kinase delta
Reactions: Not Available
Gene Name: DGKD
Uniprot ID: Q16760 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Diacylglycerol kinase epsilon
Reactions: Not Available
Gene Name: DGKE
Uniprot ID: P52429 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Gastric triacylglycerol lipase
Reactions: Not Available
Gene Name: LIPF
Uniprot ID: P07098 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Lipid phosphate phosphohydrolase 1
Reactions: Not Available
Gene Name: PPAP2A
Uniprot ID: O14494 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Diacylglycerol kinase beta
Reactions: Not Available
Gene Name: DGKB
Uniprot ID: Q9Y6T7 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Endothelial lipase
Reactions: Not Available
Gene Name: LIPG
Uniprot ID: Q9Y5X9 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Diacylglycerol kinase iota
Reactions: Not Available
Gene Name: DGKI
Uniprot ID: O75912 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Bile salt-activated lipase
Reactions: Not Available
Gene Name: CEL
Uniprot ID: P19835 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Lipid phosphate phosphohydrolase 3
Reactions: Not Available
Gene Name: PPAP2B
Uniprot ID: O14495 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Diacylglycerol O-acyltransferase 1
Reactions: Not Available
Gene Name: DGAT1
Uniprot ID: O75907 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1
Reactions: Not Available
Gene Name: PLCG1
Uniprot ID: P19174 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Pancreatic lipase-related protein 2
Reactions: Not Available
Gene Name: PNLIPRP2
Uniprot ID: P54317 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Diacylglycerol kinase zeta
Reactions: Not Available
Gene Name: DGKZ
Uniprot ID: Q13574 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-1
Reactions: Not Available
Gene Name: PLCD1
Uniprot ID: P51178 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Lipoprotein lipase
Reactions: Not Available
Gene Name: LPL
Uniprot ID: P06858 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Galactosylceramide sulfotransferase
Reactions: Not Available
Gene Name: GAL3ST1
Uniprot ID: Q99999 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Hormone-sensitive lipase
Reactions: Not Available
Gene Name: LIPE
Uniprot ID: Q05469 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidate cytidylyltransferase 2
Reactions: Not Available
Gene Name: CDS2
Uniprot ID: O95674 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Choline-phosphate cytidylyltransferase A
Reactions: Not Available
Gene Name: PCYT1A
Uniprot ID: P49585 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidate cytidylyltransferase 1
Reactions: Not Available
Gene Name: CDS1
Uniprot ID: Q92903 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylcholine:ceramide cholinephosphotransferase 2
Reactions: Not Available
Gene Name: SGMS2
Uniprot ID: Q8NHU3 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: CDP-diacylglycerol--inositol 3-phosphatidyltransferase
Reactions: Not Available
Gene Name: CDIPT
Uniprot ID: O14735 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphatidylcholine:ceramide cholinephosphotransferase 1
Reactions: Not Available
Gene Name: SGMS1
Uniprot ID: Q86VZ5 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Rap guanine nucleotide exchange factor 2
Reactions: Not Available
Gene Name: RAPGEF2
Uniprot ID: Q9Y4G8 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: RAF proto-oncogene serine/threonine-protein kinase
Reactions: Not Available
Gene Name: RAF1
Uniprot ID: P04049 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Protein kinase C alpha type
Reactions: Not Available
Gene Name: PRKCA
Uniprot ID: P17252 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Serine/threonine-protein kinase A-Raf
Reactions: Not Available
Gene Name: ARAF
Uniprot ID: P10398 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Citron Rho-interacting kinase
Reactions: Not Available
Gene Name: CIT
Uniprot ID: O14578 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Protein kinase C beta type
Reactions: Not Available
Gene Name: PRKCB
Uniprot ID: P05771 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Protein kinase C zeta type
Reactions: Not Available
Gene Name: PRKCZ
Uniprot ID: Q05513 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Protein kinase C iota type
Reactions: Not Available
Gene Name: PRKCI
Uniprot ID: P41743 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Rho-associated protein kinase 1
Reactions: Not Available
Gene Name: ROCK1
Uniprot ID: Q13464 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Serine/threonine-protein kinase D1
Reactions: Not Available
Gene Name: PRKD1
Uniprot ID: Q15139 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Protein kinase C gamma type
Reactions: Not Available
Gene Name: PRKCG
Uniprot ID: P05129 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Rho-associated protein kinase 2
Reactions: Not Available
Gene Name: ROCK2
Uniprot ID: O75116 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Protein kinase C delta type
Reactions: Not Available
Gene Name: PRKCD
Uniprot ID: Q05655 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Serine/threonine-protein kinase D3
Reactions: Not Available
Gene Name: PRKD3
Uniprot ID: O94806 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA