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34227-83-3

34227-83-3 Structure

34227-83-3 Structure
IdentificationBack Directory
[Name]

N-oleoyl-D-erythro-sphinganine
[CAS]

34227-83-3
[Synonyms]

C18:1-dihydro-Ceramide
N-oleoyl-D-erythro-sphinganine
N-[(9Z)-octadecenoyl]sphinganine
C18:1 Dihydroceramide (d18:0/18:1(9Z))
N-OLEOYL-D-ERYTHRO-SPHINGANINE;C18:1 DIHYDROCERAMIDE (D18:0/18:1(9Z))
9-Octadecenamide, N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-, (9Z)-
[Molecular Formula]

C36H71NO3
[MDL Number]

MFCD22495332
[MOL File]

34227-83-3.mol
[Molecular Weight]

565.95
Chemical PropertiesBack Directory
[Boiling point ]

694.5±55.0 °C(Predicted)
[density ]

0.915±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C
[form ]

powder
[pka]

14.30±0.20(Predicted)
Hazard InformationBack Directory
[Uses]

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.
[Definition]

ChEBI: A dihydroceramide in which the ceramide N-acyl group is specified as (9Z)-octadecenoyl (oleoyl).
[Biological Activity]

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.
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