Structure Database (LMSD)

OH H NH OH O OH H
Common Name
Cer(d18:1(4E)/19:0(3OH))
Systematic Name
N-(3R-hydroxy-nonadecanoyl)-sphing-4-enine
Synonyms
  • N-(3R-hydroxy-nonadecanoyl)-sphingosine
  • Cer[BS]
LM ID
LMSP02010212
Formula
C37H73NO4
Exact Mass
Calculate m/z
595.553959
Sum Composition
Cer 37:1;O3
Abbrev Chains
Cer 18:1;O2/19:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acylsphingosines (ceramides) [SP0201]

String Representations

InChiKey (Click to copy)
AIMXFYBSNNHTQN-CDKDJBPESA-N
InChi (Click to copy)
InChI=1S/C37H73NO4/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-34(40)32-37(42)38-35(33-39)36(41)31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h29,31,34-36,39-41H,3-28,30,32-33H2,1-2H3,(H,38,42)/b31-29+/t34-,35+,36-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C[C@H](O)CCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Comparative profiling and comprehensive quantification of stratum corneum ceramides in humans and mice by LC/MS/MS.,
J Lipid Res, 2020
Pubmed ID: 32265320

Other Databases

PubChem CID
171119472

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 0
Aromatic Rings 0
Rotatable Bonds 33
Van der Waals Molecular Volume 689.54
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 10.85
Molar Refractivity 182.82

Reactions

Filter by species:
ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

Admin

Created at
8th Jun 2020
Updated at
8th Jun 2020