Structure Database (LMSD)

Common Name
Cer(d18:1/17:0)
Systematic Name
N-(heptadecanoyl)-sphing-4-enine
Synonyms
  • Cer[NS]
LM ID
LMSP02010020
Formula
Exact Mass
Calculate m/z
551.527744
Sum Composition
Abbrev Chains
Cer 18:1;O2/17:0
Status
Curated




Classification

Biological Context

C17 Ceramide is a synthetic ceramide that contains a non-natural C17:0 fatty acid acylated to sphingosine.1 It has been used as a marker of arylsulfatase A and sphingolipid activator B activity in patients undergoing enzyme replacement therapy for the genetic disease metachromatic leukodystrophy. [Matreya, LLC. Catalog No. 2038]

This information has been provided by Cayman Chemical

References

1. Cui, Y., Colsch, B., Afonso, C., et al. Synthetic sulfogalactosylceramide (sulfatide) and its use for the mass spectrometric quantitative urinary determination in metachromatic leukodystrophies. Glycoconj. J. 25(2), 147-155 (2008).

Reactions

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Reactions graph legend

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

String Representations

InChiKey (Click to copy)
ICWGMOFDULMCFL-QKSCFGQVSA-N
InChi (Click to copy)
InChI=1S/C35H69NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-35(39)36-33(32-37)34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,33-34,37-38H,3-27,29,31-32H2,1-2H3,(H,36,39)/b30-28+/t33-,34+/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

Other Databases

CHEBI ID
PubChem CID
SwissLipids ID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 0
Aromatic Rings 0
Rotatable Bonds 31
Van der Waals Molecular Volume 646.15
Topological Polar Surface Area 69.56
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 10.81
Molar Refractivity 171.68

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Updated at
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