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860627P

Avanti

C18 Dihydroceramide (d18:0/18:0)

Avanti Research - A Croda Brand

Synonym(s):

N-stearoyl-D-erythro-sphinganine

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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
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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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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)
Adipocyte Hypoxia-Inducible Factor 2alpha Suppresses Atherosclerosis by Promoting Adipose Ceramide Catabolism
Zhang X, et al.
Cell Metabolism, 30(5), 937-951 (2019)



Global Trade Item Number

SKUGTIN
860627P-5MG04061835318728
860627P-25MG04061835318711