| 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 |
|
| 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 |
Download:
MOL |
SDF |
PDB |
SMILES |
InChI
Display:
2D Structure |
3D Structure
|
| Synonyms |
- 2-Octadecanoyl-1-hexadecyl-sn-glycerol
- 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 |
|
| Biofunction |
- Cell signaling
- Fuel and energy storage
- Fuel or energy source
- Membrane integrity/stability
|
| Application |
- Nutrients
- Stabilizers
- Surfactants and Emulsifiers
|
| Cellular locations |
|
| 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 |
|
| Spectra |
|---|
|
Not Available
|
| Biological Properties |
|---|
| Cellular Locations |
|
| Biofluid Locations |
Not Available
|
| Tissue Location |
Not Available
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| Pathways |
Not Available
|
| Normal Concentrations |
|---|
|
Not Available |
| Abnormal Concentrations |
|---|
|
Not Available |
| Associated Disorders and Diseases |
|---|
| Disease References |
None |
| Associated OMIM IDs |
None |
| External Links |
|---|
| 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  |
| KEGG Compound ID |
Not Available |
| BioCyc ID |
Not Available |
| BiGG ID |
Not Available |
| Wikipedia Link |
Not Available |
| NuGOwiki Link |
HMDB11146 |
| Metagene Link |
HMDB11146 |
| METLIN ID |
Not Available |
| PubChem Compound |
18603089 |
| PDB ID |
Not Available |
| ChEBI ID |
Not Available |
| References |
|---|
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available
|
| General References |
Not Available |
