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1246298-60-1

1246298-60-1 Structure

1246298-60-1 Structure
IdentificationBack Directory
[Name]

N-nervonoyl-1-deoxysphinganine (M18:0/24:1)
[CAS]

1246298-60-1
[Synonyms]

N-C24:1-deoxysphinganine
C24:1 dihydro 1-Deoxyceramide (m18:0/24:1)
N-nervonoyl-1-deoxysphinganine (M18:0/24:1)
N-NERVONOYL-1-DEOXYSPHINGANINE (M18:0/24:1);N-C24:1-DEOXYSPHINGANINE
15-Tetracosenamide, N-[(1S,2R)-2-hydroxy-1-methylheptadecyl]-, (15Z)-
[Molecular Formula]

C42H83NO2
[MDL Number]

MFCD22416693
[MOL File]

1246298-60-1.mol
[Molecular Weight]

634.11
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[solubility ]

DMF: 0.5 mg/ml
[form ]

A crystalline solid
[color ]

White to off-white
Hazard InformationBack Directory
[Description]

C24:1 dihydro 1-Deoxyceramide (m18:0/24:1) is a very long-chain atypical ceramide containing a 1-deoxysphinganine (m18:0) backbone. 1-Deoxysphingolipids are formed when serine palmitoyltransferase condenses palmitoyl-CoA with alanine instead of serine during sphingolipid synthesis.1,2 C24:1 dihydro 1-Deoxyceramide (m18:0/24:1) has been found as a major 1-deoxyceramide species in mouse embryonic fibroblasts (MEFs) following application of 1-deoxysphinganine alkyne or 1-deoxysphinanine-d3.3
[Uses]

C24:1 Dihydro 1-deoxyceramide (m18:0/24:1) (C24:1 Deoxy dihydroceramide) is a lipid molecule, which is composed of a long-chain fatty acid (24:1) and a 1-deoxysphingoid backbone. Deoxyceramide accumulates under the conditions of obesity and type 2 diabetes (T2D). Deoxyceramide is unable to be further metabolized to more complex sphingolipid, and is toxic when accumulates in the body. Deoxyceramide increases in differentiated adipocytes in vitro[1].
[References]

1. Steiner, R., Saied, E.M., Othman, A., et al. Elucidating the chemical structure of native 1-deoxysphingosine J. Lipid Res. 57(7),1194-1203(2016).
2. Alecu, I., Othman, A., Penno, A., et al. Cytotoxic 1-deoxysphingolipids are metabolized by a cytochrome P450-dependent pathway J. Lipid Res. 58(1),60-71(2017).
3. Alecu, I., Tedeschi, A., Behler, N., et al. Localization of 1-deoxysphingolipids to mitochondria induces mitochondrial dysfunction J. Lipid. Res. 58(1),42-59(2017).
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