Details of Metabolite

General Information of MET (ID: META00352)
Name Ceramide(d18:1/23:0)
Synonyms   Click to Show/Hide Synonyms of This Metabolite
C23-Ceramide; Cer(d18:1/23:0); Ceramide; Ceramide (D18:1,C23:0); Ceramide(D18:1/23:0); N-(Tricosanoyl)-4-sphingenine; N-(Tricosanoyl)-D-erythro-sphingosine; N-(Tricosanoyl)-D-sphingosine; N-(Tricosanoyl)-erythro-4-sphingenine; N-(Tricosanoyl)-sphing-4-enine; N-(Tricosanoyl)-sphingenine; N-(Tricosanoyl)-sphingosine; N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-tricosanamide; N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecenyl]-tricosanamide; [R-[R*,s*-(e)]]-N-[2-hydroxy-1-(hydroxymethyl)-3-heptadecenyl]-tricosanamide
Source Endogenous;Sphingolipids;Food
Structure Type   Ceramides  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Sphingolipids
Ceramides
PubChem CID
52931115
HMDB ID
HMDB0000950
Formula
C41H81NO3
Structure
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3D MOL is unavailable 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
ChEBI ID
84372
FooDB ID
FDB022334
ChemSpider ID
24765757
METLIN ID
5896
Physicochemical Properties Molecular Weight 636.1 Topological Polar Surface Area 69.6
XlogP 16.7 Complexity 608
Heavy Atom Count 45 Rotatable Bond Count 37
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 3
Function
Ceramides, also known as N-acylsphingosines, consist of a sphingoid base linked to a fatty acid chain via the amine group. Ceramides are one of the hydrolysis byproducts of sphingomyelin via the enzyme sphingomyelinase (sphingomyelin phosphorylcholine phosphohydrolase, E.C.3.1.4.12) which has been identified in the subcellular fractions of human epidermis and many other tissues. They can also be synthesized from serine and palmitate in a de novo pathway and are regarded as important cellular signals for inducing apoptosis. Ceramides are key to the biosynthesis of glycosphingolipids and gangliosides. Cer(d18:1/23:0), in particular, consists of a monounsaturated 18-carbon dihydroxylated sphingoid base linked to one chain of tricosanoic acid. Cer(d18:1/23:0) has been identified in the stratum corneum by reversed-phase HPLC coupled with APPIS. It has been found in human blood plasma by gas-liquid chromatography on high temperature polarizable capillary columns.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Bone morphogenic antagonist (BMA)
            DAN domain family member 5 (DAND5) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockdown (siRNA) of DAND5
                      Induced Change Ceramide(d18:1/23:0) concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockdown of DAND5 leads to the increase of ceramide(d18:1/23:0) levels compared with control group.
      Hydrolases (EC 3)
            Alkaline ceramidase 1 (ACER1) Click to Show/Hide the Full List of Regulating Pair(s):   2 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair (1) Experim Info click to show the details of experiment for validating this pair [2]
                      Introduced Variation Knockout of Acer1
                      Induced Change Ceramide(d18:1/23:0) concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockout of Acer1 leads to the decrease of ceramide(d18:1/23:0) levels compared with control group.
               Regulating Pair (2) Experim Info click to show the details of experiment for validating this pair [2]
                      Introduced Variation Knockout of Acer1
                      Induced Change Ceramide(d18:1/23:0) concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockout of Acer1 leads to the increase of ceramide(d18:1/23:0) levels compared with control group.
References
1 Golgi alkaline ceramidase regulates cell proliferation and survival by controlling levels of sphingosine and S1P. FASEB J. 2006 Sep;20(11):1813-25.
2 Alkaline Ceramidase 1 Protects Mice from Premature Hair Loss by Maintaining the Homeostasis of Hair Follicle Stem Cells. Stem Cell Reports. 2017 Nov 14;9(5):1488-1500.

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