| Identification | Back Directory | [Name]
b-D-Glucopyranosyl-1,1'-N-Docosanoyl-2'-Docosanamide-4'-octadecene-1',3'-diol | [CAS]
119242-44-3 | [Synonyms]
C22 Glucosylceramide (d18:1/22:0)
b-D-Glucopyranosyl-1,1'-N-Docosanoyl-2'-Docosanamide-4'-octadecene-1',3'-diol | [Molecular Formula]
C46H89NO8 | [MDL Number]
MFCD08703000 | [MOL File]
119242-44-3.mol | [Molecular Weight]
784.201 |
| Hazard Information | Back Directory | [Description]
C22 Glucosylceramide is an endogenous glucosylceramide.1,2,3 Glucosylceramides are major constituents of skin lipid membranes where they play a role in maintaining the water permeability barrier. They are precursors in the synthesis of lactosylceramide , as well as oligoglycolipids and gangliosides. Phospholipase A2 (PLA2) type XIIA knockdown increases C22 glucosylceramide expression in rat brain.3 It is also increased in the brain, but not the liver or spinal cord, of mice fed a methionine-restricted diet.2 In human athletes, plasma levels of C22 glucosylceramide increase during exercise and return to basal levels during recovery.1 This product contains C22 glucosylceramide isolated from bovine buttermilk. As this product is derived from a natural source, there may be variations in the sphingoid backbone. | [Definition]
ChEBI: Beta-D-glucosyl-N-(docosanoyl)sphingosine is a beta-D-glucosylceramide where the ceramide N-acyl group is specified as docosanoyl. It has a role as a mouse metabolite. It is functionally related to a docosanoic acid. | [References]
1. Bergman, B.C., Brozinick, J.T., Strauss, A., et al. Serum sphingolipids: Relationships to insulin sensitivity and changes with exercise in humans Am. J. Physiol. Endocrinol. Metab. 309(4),E398-E408(2015).
2. Jové, M., Ayala, V., Ramírez-Nú?ez, O., et al. Specific lipidome signatures in central nervous system from methionine-restricted mice J. Proteome Res. 12(6),2679-2689(2013).
3. Ee, S.-M., Lo, Y.-L., Shui, G., et al. Distribution of secretory phospholipase A2 XIIA in the brain and its role in lipid metabolism and cognition Mol. Neurobiol. 50(1),60-75(2014). |
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