Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 22:53:47 UTC
Update Date2024-10-07 03:15:20 UTC
Metabolite IDMMDBc0054111
Metabolite Identification
Common Name1-(9Z-Octadecenoyl)-glycerol
Description1-(9Z-Octadecenoyl)-glycerol, also known as MG(18:1(9Z)/0:0/0:0), 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
Synonyms
ValueSource
1-(9Z-Octadecenoyl)-glycerolChEBI
1-(9Z-Octadecenoyl)-rac-glycerolChEBI
1-MonooleinChEBI
1-Monooleoyl-rac-glycerolChEBI
1-MonooleoylglycerolChEBI
1-Oleoyl-rac-glycerolChEBI
2,3-Dihydroxypropyl oleateChEBI
MG (18:1/0:0/0:0)ChEBI
2,3-Dihydroxypropyl oleic acidGenerator
Glyceryl 1-oleic acidGenerator
1-(9Z)-OctadecenoylglycerolChEBI, HMDB
1-Oleoyl monoglycerideMeSH, HMDB
1-Oleoyl-2-glycerolMeSH, HMDB
MonoelaidinMeSH, HMDB
Myverol 18-99MeSH, HMDB
sn-1-O-(cis-9)OctadecenylglycerolMeSH, HMDB
Glyceryl monooleateMeSH, HMDB
MonoleinMeSH, HMDB
Glycerol monooleateMeSH, HMDB
GlycerylmonooleateMeSH, HMDB
mono-OleoylglycerolMeSH, HMDB
Oleic acid monoglycerideMeSH, HMDB
Molecular FormulaC21H40O4
Average Mass356.5399
Monoisotopic Mass356.292659768
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILESNot Available
InChI Identifier
InChI=1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9-
InChI KeyRZRNAYUHWVFMIP-KTKRTIGZSA-N