General Information of MET (ID: META00549)
Name GlcCer(d18:1/22:0)
Synonyms   Click to Show/Hide Synonyms of This Metabolite
1-O-b-D-Glucopyranosyl-ceramide; 1-O-beta-delta-Glucopyranosyl-ceramide; C22 GlcCer; CMH; Ganglioside GL1a; Gaucher cerebroside', GLC-beta1->1'cer, 'GlcCeramide; GlcCer(D18:1/22:0); Glucocerebroside; Glucosylceramide; Glucosylceramide (D18:1/22:0); N-(Docosanoyl)-1-beta-glucosyl-sphing-4-enine; beta-D-Glucopyranosyl-N-(docosanoyl)sphingosine; beta-D-Glucosyl-N-(behenoyl)sphingosine; beta-D-Glucosyl-N-docosanoylsphingosine; beta-GlcCer; beta-Glucosylceramide
Source Aliphatic heteromonocyclic compounds
Structure Type   Glycosphingolipids  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Sphingolipids
Glycosphingolipids
PubChem CID
10373084
HMDB ID
HMDB0004974
Formula
C46H89NO8
Structure
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3D MOL is unavailable 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C01190
ChEBI ID
62107
FooDB ID
FDB023561
ChemSpider ID
8548528
METLIN ID
7227
Physicochemical Properties Molecular Weight 784.2 Topological Polar Surface Area 149
XlogP 14.5 Complexity 875
Heavy Atom Count 55 Rotatable Bond Count 39
Hydrogen Bond Donor Count 6 Hydrogen Bond Acceptor Count 8
Function
GlcCer(d18:1/22:0) is a glycosphingolipid (ceramide and oligosaccharide)or oligoglycosylceramide with one or more sialic acids (i.e. n-acetylneuraminic acid) linked on the sugar chain. It is a component the cell plasma membrane which modulates cell signal transduction events. Gangliosides have been found to be highly important in immunology. Ganglioside GL1a carries a net-negative charge at pH 7.0 and is acidic. Gangliosides can amount to 6% of the weight of lipids from brain, but they are found at low levels in all animal tissues.Cerebrosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Cerebrosides have a single sugar group linked to ceramide. The most common are galactocerebrosides (containing galactose), the least common are glucocerebrosides (containing glucose). Galactocerebrosides are found predominantly in neuronal cell membranes. In contrast glucocerebrosides are not normally found in membranes. Instead, they are typically intermediates in the synthesis or degradation of more complex glycosphingolipids. Galactocerebrosides are synthesized from ceramide and UDP-galactose. Excess lysosomal accumulation of glucocerebrosides is found in Gaucher disease.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Transferases (EC 2)
            Beta-galactosyltransferase 5 (B4GALT5) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockdown (shRNA) of B4galt5
                      Induced Change GlcCer(d18:1/22:0) concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockdown of B4galt5 leads to the increase of glcCer(d18:1/22:0) levels compared with control group.
            Ceramide glucosyltransferase (UGCG) Click to Show/Hide the Full List of Regulating Pair(s):   2 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair (1) Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Inhibition (AMP-DNM) of Ugcg
                      Induced Change GlcCer(d18:1/22:0) concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that inhibition of Ugcg leads to the decrease of glcCer(d18:1/22:0) levels compared with control group.
               Regulating Pair (2) Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockdown (shRNA) of Ugcg
                      Induced Change GlcCer(d18:1/22:0) concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockdown of Ugcg leads to the decrease of glcCer(d18:1/22:0) levels compared with control group.
References
1 Adipocytes harbor a glucosylceramide biosynthesis pathway involved in iNKT cell activation. Biochim Biophys Acta Mol Cell Biol Lipids. 2019 Aug;1864(8):1157-1167.

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