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1246298-58-7

1246298-58-7 Structure

1246298-58-7 Structure
IdentificationBack Directory
[Name]

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

1246298-58-7
[Synonyms]

N-C24:1-deoxysphingosine
N-nervonoyl-1-deoxysphingosine (M18
C24:1 1-Deoxyceramide (m18:1/24:1(15Z))
N-nervonoyl-1-deoxysphingosine (M18:1/24:1)
N-NERVONOYL-1-DEOXYSPHINGOSINE (M18:1/24:1);N-C24:1-DEOXYSPHINGOSINE
15-Tetracosenamide, N-[(1S,2R,3E)-2-hydroxy-1-methyl-3-heptadecen-1-yl]-, (15Z)-
[Molecular Formula]

C42H81NO2
[MDL Number]

MFCD22416691
[MOL File]

1246298-58-7.mol
[Molecular Weight]

632.1
Chemical PropertiesBack Directory
[Boiling point ]

717.2±53.0 °C(Predicted)
[density ]

0.886±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

DMF: >20 mg/ml; DMSO: >20 mg/ml; Ethanol: >30mg/ml; Ethanol:PBS (pH 7.2) (1:1): 0.5 mg/ml; PBS (pH 7.2): <50μg/ml
[form ]

A crystalline solid
[pka]

13.78±0.20(Predicted)
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

C24:1 1-Deoxyceramide (m18:1/24:1(15Z)) is a very long-chain atypical ceramide containing a 1-deoxysphingosine (m18:1(4E)) backbone. 1-Deoxysphingolipids are formed when serine palmitoyltransferase condenses palmitoyl-CoA with alanine instead of serine during sphingolipid synthesis.
[Uses]

C24:1 1-Deoxyceramide (m18:1/24:1(15Z)) (C24:1(15Z) 1-Deoxyceramide) 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] Hannich JT, et al., Ether lipids, sphingolipids and toxic 1-deoxyceramides as hallmarks for lean and obese type 2 diabetic patients. Acta Physiol (Oxf). 2021 May;232(1):e13610. DOI:10.1111/apha.13610
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