Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:39:27 UTC
Update Date2022-08-31 22:29:55 UTC
Metabolite IDMMDBc0033216
Metabolite Identification
Common NameCer 18:0;3/20:0;1
Description

Cer 18:0;3/20:0;1 is a ceramide. Ceramides are composed of a sphingosine and a fatty acid. Ceramides are found in high concentrations within the cell membrane of cells. Caramides are known to promote transport of secretory vesicles from the ER to the Golgi apparatus. Sphingolipids like ceramide play import roles in lipid rafts which in yeast are responsible for delivering and sorting membrane bound proteins. Lipid rafts also play roles in membrane fusion during mating.[PMID: 16730802 ]

↵

There are three major pathways of ceramide generation. The sphingomyelinase pathway uses an enzyme to breakdown IPC, MIPC and M(IP)2C in the cell membrane and release ceramide. The de novo pathway creates ceramide from less complex molecules. Ceramide generation can also occur through breakdown of complex sphingolipids that are ultimately broken down into sphingosine, which is then reused by reacylation to form ceramide. This latter pathway is termed the Salvage pathway.[Wikipedia, PMID: 16730802 ]

Structure
SynonymsNot Available
Molecular FormulaC38H77NO5
Average Mass628.0217
Monoisotopic Mass627.580174579
IUPAC Name(9R)-9-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]icosanamide
Traditional Name(9R)-9-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]icosanamide
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCCCC[C@H](O)CCCCCCCCCCC
InChI Identifier
InChI=1S/C38H77NO5/c1-3-5-7-9-11-13-14-15-17-19-23-27-31-36(42)38(44)35(33-40)39-37(43)32-28-24-20-22-26-30-34(41)29-25-21-18-16-12-10-8-6-4-2/h34-36,38,40-42,44H,3-33H2,1-2H3,(H,39,43)/t34-,35+,36-,38+/m1/s1
InChI KeyFUIXFCQVQDXBQN-MIDIUVBKSA-N