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About This Item
Empirical Formula (Hill Notation):
C36H71NO3
CAS Number:
Molecular Weight:
565.95
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
C18:1 Dihydroceramide (d18:0/18:1(9Z)), Avanti Research™ - A Croda Brand 860624P, powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 5 mg (860624P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860624P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
OC[C@]([H])(NC(CCCCCCC/C=C\CCCCCCCC)=O)[C@]([H])(O)CCCCCCCCCCCCCCC
InChI
1S/C36H71NO3/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/h17-18,34-35,38-39H,3-16,19-33H2,1-2H3,(H,37,40)/b18-17-/t34-,35+/m0/s1
InChI key
MJQIARGPQMNBGT-WWUCIAQXSA-N
General description
C18:1 Dihydroceramide (d18:0/18:1(9Z)) is a synthetic lipid. Dihydroceramide belongs to the ceramide family. It contains sphinganine, which is devoid of the 4,5-trans-double bond in the sphingoid base backbone.
Application
C18:1 Dihydroceramide (d18:0/18:1(9Z)) has been used as an internal standard to quantify the levels of serum and skeletal muscle lipids extracted from muscle tissue by liquid chromatography-mass spectrometry (MS) analysis. It has also been used as an standard to study its structural characterization by positive-ionization mode 193 nm ultraviolet photodissociation (UVPD)-mass spectrometry/MS.
Biochem/physiol Actions
Dihydroceramide is synthesized by the N-acylation of dihydrosphingosine. It functions as an inactive precursor for ceramide in de-novo sphingolipid synthesis. (Dihydro)-ceramide desaturase catalyzes the conversion of dihydroceramide to ceramide by the addition of C4–5 trans-double bond in the sphingoid backbone. Dihydroceramide has an ability to induce autophagy.
Packaging
5 mL Amber Glass Screw Cap Vial (860624P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk
WGK 3
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Skeletal muscle ceramides and relationship with insulin sensitivity after 2 weeks of simulated sedentary behaviour and recovery in healthy older adults
Reidy PT, et al.
The Journal of Physiology, 596(21), 5217-5236 (2018)
Sexual dimorphism in activation of placental autophagy in obese women with evidence for fetal programming from a placenta-specific mouse model
Muralimanoharan S, et al.
Autophagy, 12(5), 752-769 (2016)
Ceramide function in the brain: when a slight tilt is enough
Mencarelli C and Martinez-Martinez, P
Cellular and Molecular Life Sciences, 70(2), 181-203 (2013)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 860624P-5MG | 04061835318681 |