| Identification | Back Directory | [Name]
N-OLEOYL-D-SPHINGOSINE | [CAS]
5966-28-9 | [Synonyms]
18:1 CERAMIDE
C18:1 CERAMIDE
OLEOYL CERAMIDE
N-OLEOYL-D-SPHINGOSINE
N-OLEOYL-D-ERYTHRO-SPHINGOSINE
C18:1 Ceramide (d18:1/18:1(9Z))
D-ERYTHRO-SPHINGOSINE, N-OLEOYL-
N-CIS-OCTADECENOYL-D-SPHINGOSINE
n-oleoyl-d-sphingosine semisynthetic
N-(cis-9-Octadecenoyl)-D-sphingosine
N-oleoyl-D-sphingosine (erythro form)
(2S,3R,4E)-2-(Oleoylamino)-4-octadecene-1,3-diol
N-cis-Octadecenoyl-D-sphingosine, Oleoyl ceramide
(9Z)-N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-9-octadecenamide
9-Octadecenamide, N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-, (9Z)- | [Molecular Formula]
C36H69NO3 | [MDL Number]
MFCD00057780 | [MOL File]
5966-28-9.mol | [Molecular Weight]
563.94 |
| Chemical Properties | Back Directory | [storage temp. ]
−20°C | [solubility ]
Chloroform: Soluble; DMF: 0.15 mg/ml | [form ]
lyophilized powder | [color ]
White to off-white | [BRN ]
6283861 | [InChIKey]
OBFSLMQLPNKVRW-RHPAUOISSA-N | [SMILES]
OC[C@]([H])(NC(CCCCCCC/C=C\CCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC |
| Hazard Information | Back Directory | [Description]
C18:1 Ceramide is a naturally occurring ceramide. Levels of C18:1 ceramide are elevated in overweight and insulin-resistant mice and cattle. C18:1 Ceramide is also increased in the plasma and ovarian tissue of patients with advanced ovarian cancer. | [Uses]
N-Oleoyl-D-erythro-sphingosine is a member of the ceramide family. | [Definition]
ChEBI: N-oleoylsphingosine is a N-acylsphingosine in which the ceramide N-acyl group is specified as oleoyl. It has a role as a mouse metabolite. It is functionally related to an oleic acid. | [References]
[1] MINI P SAJAN. Hepatic insulin resistance in ob/ob mice involves increases in ceramide, aPKC activity, and selective impairment of Akt-dependent FoxO1 phosphorylation.[J]. Journal of Lipid Research, 2015: 70-80. DOI: 10.1194/jlr.m052977
[2] J.E. RICO . Plasma ceramides are elevated in overweight Holstein dairy cows experiencing greater lipolysis and insulin resistance during the transition from late pregnancy to early lactation[J]. Journal of Dairy Science, 2015, 98 11: Pages 7757-7770. DOI: 10.3168/jds.2015-9519
[3] PAWE? KNAPP . Plasma and ovarian tissue sphingolipids profiling in patients with advanced ovarian cancer[J]. Gynecologic oncology, 2017, 147 1: Pages 139-144. DOI: 10.1016/j.ygyno.2017.07.143 |
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