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860634P

Avanti

C16 Dihydroceramide (d18:0/16:0)

Avanti Research™ - A Croda Brand 860634P, powder

Synonym(s):

N-palmitoyl-D-erythro-sphinganine

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About This Item

Empirical Formula (Hill Notation):
C34H69NO3
CAS Number:
5966-29-0
Molecular Weight:
539.92
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 10 mg (860634P-10mg)
pkg of 1 × 5 mg (860634P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860634P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

OC[C@]([H])(NC(CCCCCCCCCCCCCCC)=O)[C@]([H])(O)CCCCCCCCCCCCCCC

InChI

1S/C34H69NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32-33,36-37H,3-31H2,1-2H3,(H,35,38)/t32-,33+/m0/s1

InChI key

GCGTXOVNNFGTPQ-JHOUSYSJSA-N

Application

C16 Dihydroceramide (d18:0/16:0) is suitable for use to study the potential relevance of the changes observed in the sphingolipid composition of autophagosomes and autolysosomes in tetrahydrocannabinol (THC) treated cells or to destabilize biological membranes.

Biochem/physiol Actions

Dihydroceramide acts as a precursor for ceramide synthesis. It has an ability to induce autophagy in the perinuclear region. Dihydroceramide affects autophagic flux and enhances the formation lipid droplets. Accumulation of C16-dihydroceramides might lead to liver injury.

Packaging

5 mL Amber Glass Screw Cap Vial (860634P-10mg)
5 mL Amber Glass Screw Cap Vial (860634P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Dihydroceramide accumulation mediates cytotoxic autophagy of cancer cells via autolysosome destabilization
Hernandez-Tiedra S, et al.
Autophagy, 12(11), 2213-2229 (2016)
Md Abdullah Al Sazzad et al.
Langmuir : the ACS journal of surfaces and colloids, 32(23), 5973-5980 (2016-05-25)
To better understand the interactions of saturated ceramides with unsaturated glycerophospholipids in bilayer membranes, we measured how palmitoyl ceramide (PCer) and dihydroceramide (dihydro-PCer, lacking the trans 4 double bond of the sphingoid base of ceramide) can interact with phosphatidylcholines (PCs)
Dihydroceramide is a key metabolite that regulates autophagy and promotes fibrosis in hepatic steatosis model
Lee Ah young, et al.
Biochemical and biophysical research communications, 494(3-4), 460-469 (2017)
Sonia Hernández-Tiedra et al.
Autophagy, 12(11), 2213-2229 (2016-11-02)
Autophagy is considered primarily a cell survival process, although it can also lead to cell death. However, the factors that dictate the shift between these 2 opposite outcomes remain largely unknown. In this work, we used Δ9-tetrahydrocannabinol (THC, the main

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