| Record Information |
|---|
| Version |
3.5 |
| Creation Date |
2009-01-08 10:24:10 -0700 |
| Update Date |
2013-02-08 17:26:46 -0700 |
| HMDB ID |
HMDB11537 |
| Secondary Accession Numbers |
None |
| Metabolite Identification |
|---|
| Common Name |
MG(0:0/18:1(9Z)/0:0) |
| Description |
MG(0:0/18:1(9Z)/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. |
| Structure |
Download:
MOL |
SDF |
SMILES |
InChI
Display:
2D Structure |
3D Structure
|
| Synonyms |
- 1-Monoacylglyceride
- 1-Monoacylglycerol
- 2-(9Z-Octadecenoyl)-rac-glycerol
- 2-OG
- 2-Oleoyl-glycerol
- b-Monoacylglycerol
- beta-Monoacylglycerol
- MAG(0:0/18:1)
- MAG(0:0/18:1n9)
- MAG(0:0/18:1w9)
- MAG(18:1)
- MG(0:0/18:1)
- MG(0:0/18:1n9)
- MG(0:0/18:1w9)
- MG(18:1)
|
| Chemical Formula |
C21H40O4 |
| Average Molecular Weight |
356.5399 |
| Monoisotopic Molecular Weight |
356.292659768 |
| IUPAC Name |
1,3-dihydroxypropan-2-yl (9Z)-octadec-9-enoate |
| Traditional IUPAC Name |
1,3-dihydroxypropan-2-yl (9Z)-octadec-9-enoate |
| CAS Registry Number |
Not Available |
| SMILES |
[H]C(CO)(CO)OC(=O)CCCCCCC\C=C/CCCCCCCC |
| InChI Identifier |
InChI=1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-20(18-22)19-23/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9- |
| InChI Key |
UPWGQKDVAURUGE-KTKRTIGZSA-N |
| Chemical Taxonomy |
|---|
| Kingdom |
Organic Compounds |
| Super Class |
Lipids |
| Class |
Glycerolipids |
| Sub Class |
Monoacylglycerols |
| Other Descriptors |
- Aliphatic Acyclic Compounds
- Monoacylglycerols(Lipidmaps)
|
| Substituents |
- Acyclic Alkene
- Carboxylic Acid Ester
- Fatty Acid Ester
- Primary Alcohol
- Saccharide
- Triose Monosaccharide
|
| Direct Parent |
Monoacylglycerols |
| Ontology |
|---|
| Status |
Detected and Quantified |
| Origin |
|
| Biofunction |
- Cell signaling
- Energy source
- Fuel and energy storage
- Fuel or energy source
- Membrane component
- Membrane integrity/stability
|
| Application |
- Emuslifiers
- Food additives
- 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 |
|
| Tissue Location |
|
| Pathways |
Not Available
|
| Normal Concentrations |
|---|
|
| Blood |
Detected and Quantified |
|
166 +/- 130 uM |
Adult (>18 years old) |
Not Specified |
Normal |
Pennington Plasma (n=70)
|
|
| Abnormal Concentrations |
|---|
|
Not Available |
| Associated Disorders and Diseases |
|---|
| Disease References |
None |
| Associated OMIM IDs |
None |
| External Links |
|---|
| DrugBank ID |
Not Available |
| Phenol Explorer Compound ID |
Not Available |
| Phenol Explorer Metabolite ID |
Not Available |
| FoodDB ID |
FDB009514 |
| KNApSAcK ID |
Not Available |
| Chemspider ID |
4478086  |
| KEGG Compound ID |
Not Available |
| BioCyc ID |
Not Available |
| BiGG ID |
Not Available |
| Wikipedia Link |
Not Available |
| NuGOwiki Link |
HMDB11537 |
| Metagene Link |
HMDB11537 |
| METLIN ID |
Not Available |
| PubChem Compound |
5319879 |
| PDB ID |
Not Available |
| ChEBI ID |
Not Available |
| References |
|---|
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available
|
| General References |
Not Available |
