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About This Item
Empirical Formula (Hill Notation):
C36H73NO3
CAS Number:
Molecular Weight:
567.97
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
C18 Dihydroceramide (d18:0/18:0), Avanti Research™ - A Croda Brand 860627P, powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 25 mg (860627P-25mg), pkg of 1 × 5 mg (860627P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860627P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
OC[C@]([H])(NC(CCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)CCCCCCCCCCCCCCC
InChI
1S/C36H73NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h34-35,38-39H,3-33H2,1-2H3,(H,37,40)/t34-,35+/m0/s1
InChI key
KZTJQXAANJHSCE-OIDHKYIRSA-N
General description
C18 Dihydroceramide (d18:0/18:0) or N-Stearoylsphinganine is a synthetic lipid. Acylation of sphinganine with stearoyl (FA-CoA with C18 acyl chain) by dihydro ceramide synthase 1, yields C18-dihydroceramide.
Application
C18 Dihydroceramide (d18:0/18:0) has been used as a standard for the quantitation of sphingolipid metabolites in adipose tissues by quadrupole time-of-flight (Q-TOF) mass spectrometry.
Biochem/physiol Actions
Dihydroceramides act as precursors for ceramides in the mammalian de-novo sphingolipid pathway. vitamin D supplementation increases plasma C18 dihydroceramide (C18-DHC) levels in type 2 diabetes mellitus (T2D) patients. Low serum concentration of C18-DHC has been observed in patients with history of graft rejection and ischemic type biliary lesions (ITBL). Therefore, it can be used as a predictor of graft rejection.
Packaging
5 mL Amber Glass Screw Cap Vial (860627P-25mg)
5 mL Amber Glass Screw Cap Vial (860627P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
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Sabine Grösch et al.
Progress in lipid research, 51(1), 50-62 (2011-12-03)
Ceramides are a class of sphingolipids that are abundant in cell membranes. They are important structural components of the membrane but can also act as second messengers in various signaling pathways. Until recently, ceramides and dihydroceramides were considered as a
Thomas D Mullen et al.
Journal of lipid research, 52(1), 68-77 (2010-10-14)
Mammalian ceramide synthases 1 to 6 (CerS1-6) generate Cer in an acyl-CoA-dependent manner, and expression of individual CerS has been shown to enhance the synthesis of ceramides with particular acyl chain lengths. However, the contribution of each CerS to steady-state
Selective knockdown of ceramide synthases reveals complex interregulation of sphingolipid metabolism
Mullen TD, et al.
Journal of Lipid Research, 52(1), 68-77 (2011)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 860627P-25MG | 04061835318711 |
| 860627P-5MG | 04061835318728 |