Structure Database (LMSD)
Common Name
Cer(d18:1/2:0)
Systematic Name
N-(acetyl)-sphing-4-enine
Synonyms
- C2-ceramide
- N-(acetyl)-ceramide
- N-(acetyl)-ceramide
- N-acetylsphingosine
- Cer[NS]
LM ID
LMSP02010014
Formula
Exact Mass
Calculate m/z
341.292994
Sum Composition
Abbrev Chains
Cer 18:1;O2/2:0
Status
Curated
3D model of Cer(d18:1/2:0)
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
C2 ceramide is a cell-permeable analog of naturally occurring ceramides. It mediates many diverse biological activities, as do natural ceramides. These processes include differentiation of HL-60 cells,1 induction of apoptosis,2 activation of protein phosphatase 2A,3 and inhibition of the mitochondrial respiratory chain.4 C2 ceramide also enhances the expression of COX-2 in human dermal fibroblasts5 and stimulates the growth of bovine aortic smooth muscle cells.6 The ability of C2 ceramide to destabilize membranes may be responsible for its inhibition of platelet aggregation.7
This information has been provided by Cayman Chemical
References
Reactions
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String Representations
InChiKey (Click to copy)
BLTCBVOJNNKFKC-QUDYQQOWSA-N
InChi (Click to copy)
InChI=1S/C20H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h15-16,19-20,22,24H,3-14,17H2,1-2H3,(H,21,23)/b16-15+/t19-,20+/m0/s1
SMILES (Click to copy)
C(/[C@H]([C@H](CO)NC(=O)C)O)=C\CCCCCCCCCCCCC
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
24
Rings
0
Aromatic Rings
0
Rotatable Bonds
16
Van der Waals Molecular Volume
386.65
Topological Polar Surface Area
69.56
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
3
logP
4.96
Molar Refractivity
102.43
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Updated at
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