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b-D-Glucopyranosyl-1,1'-N-Docosanoyl-2'-Docosanamide-4'-octadecene-1',3'-diol

CAS No.
119242-44-3
Chemical Name:
b-D-Glucopyranosyl-1,1'-N-Docosanoyl-2'-Docosanamide-4'-octadecene-1',3'-diol
Synonyms
C22 Glucosylceramide (d18:1/22:0);b-D-Glucopyranosyl-1,1'-N-Docosanoyl-2'-Docosanamide-4'-octadecene-1',3'-diol;N-[(1S,2R,3E)-1-[(β-D-glucopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-docosanamide;Docosanamide, N-[(1S,2R,3E)-1-[(β-D-glucopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-
CBNumber:
CB84204198
Molecular Formula:
C46H89NO8
Molecular Weight:
784.201
MDL Number:
MFCD08703000
MOL File:
119242-44-3.mol
Last updated:2023-05-21 10:59:17

b-D-Glucopyranosyl-1,1'-N-Docosanoyl-2'-Docosanamide-4'-octadecene-1',3'-diol Properties

Boiling point 887.4±65.0 °C(Predicted)
Density 1.03±0.1 g/cm3(Predicted)
storage temp. Store at -20°C
solubility Chloroform: Soluble
form A solid
pka 12.92±0.70(Predicted)

b-D-Glucopyranosyl-1,1'-N-Docosanoyl-2'-Docosanamide-4'-octadecene-1',3'-diol price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 23210 C22 Glucosylceramide (d18:1/22:0) >98% 119242-44-3 1mg $517 2024-03-01 Buy
AK Scientific 7040CR Glucosylceramide(d18:1/22:0) 119242-44-3 1mg $700 2021-12-16 Buy
Product number Packaging Price Buy
23210 1mg $517 Buy
7040CR 1mg $700 Buy

b-D-Glucopyranosyl-1,1'-N-Docosanoyl-2'-Docosanamide-4'-octadecene-1',3'-diol Chemical Properties,Uses,Production

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).

b-D-Glucopyranosyl-1,1'-N-Docosanoyl-2'-Docosanamide-4'-octadecene-1',3'-diol Preparation Products And Raw materials

Raw materials

Preparation Products

b-D-Glucopyranosyl-1,1'-N-Docosanoyl-2'-Docosanamide-4'-octadecene-1',3'-diol Suppliers

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b-D-Glucopyranosyl-1,1'-N-Docosanoyl-2'-Docosanamide-4'-octadecene-1',3'-diol C22 Glucosylceramide (d18:1/22:0) Docosanamide, N-[(1S,2R,3E)-1-[(β-D-glucopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]- N-[(1S,2R,3E)-1-[(β-D-glucopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-docosanamide 119242-44-3