| Identification | Back 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 Properties | Back 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) | [InChIKey]
MJQIARGPQMNBGT-WWUCIAQXSA-N | [SMILES]
OC[C@]([H])(NC(CCCCCCC/C=C\CCCCCCCC)=O)[C@]([H])(O)CCCCCCCCCCCCCCC |
| Hazard Information | Back 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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