LIPID MAPS

Structure Database (LMSD)

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Common Name

Cer(d18:1/20:0)

Systematic Name

N-(eicosanoyl)-sphing-4-enine

Synonyms

C20 Cer
N-(eicosanoyl)-ceramide
N-(eicosanoyl)-ceramide
Cer[NS]

LM ID

LMSP02010007

Formula

C₃₈H₇₅NO₃

Exact Mass

Calculate m/z

593.574694

Sum Composition

Cer 38:1;O2

Abbrev Chains

Cer 18:1;O2/20:0

Status

Curated

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Predict MS/MS spectrum ([M-H]-)

Classification

Biological Context

C20 Ceramide is a natural 20:0 ceramide that is abundant in the brain. It is synthesized de novo by ceramide synthases 1 and 2.1,2

This information has been provided by Cayman Chemical

References

1. Pewzner-Jung, Y., Ben-Dor, S., and Futerman, A.H. When do lasses (longevity assurance genes) become CerS (ceramide synthases)? J. Biol. Chem. 281(35), 25001-25005 (2006).

2. Cowart, L.A. Sphingolipids: Players in the pathology of metabolic disease. Trends Endocrinol. Metab. 20(1), 34-42 (2008).

Reactions

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References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010

Pubmed ID: 20671299

DOI: 10.1194/jlr.M009449

Mus musculus (#10090)

Mammalia (#40674)

Subcellular organelle lipidomics in TLR-4-activated macrophages.,
J Lipid Res, 2010

Pubmed ID: 20574076

DOI: 10.1194/jlr.M008748

String Representations

InChiKey (Click to copy)

XWBWIAOWSABHFI-NUKVNZTCSA-N

InChi (Click to copy)

InChI=1S/C38H75NO3/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-38(42)39-36(35-40)37(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h31,33,36-37,40-41H,3-30,32,34-35H2,1-2H3,(H,39,42)/b33-31+/t36-,37+/m0/s1

SMILES (Click to copy)

[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC