Structure Database (LMSD)

Common Name
Cer(t18:0/33:0(33OH))
Systematic Name
N-(33-hydroxy-tritriacontanoyl)-4R-hydroxysphinganine
Synonyms
  • N-(33-hydroxy-tritriacontanoyl)-phytoceramide
  • N-(omega-hydroxy-tritriacontanoyl)-phytoceramide
  • Cer[OP]
LM ID
LMSP02030045
Status
Active
Exact Mass
Calculate m/z
809.783624
Formula
C51H103NO5
Abbrev
Cer 51:0;O4
Abbrev Chains
Cer 18:0;O3/33:0;O
Show lipids differing only in stereochemistry/bond geometry
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Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acyl-4-hydroxysphinganines (phytoceramides) [SP0203]

String Representations

InChiKey (Click to copy)
ZWPDDZBUKIHUEA-CYNDXWADSA-N
InChi (Click to copy)
InChI=1S/C51H103NO5/c1-2-3-4-5-6-7-8-29-32-35-38-41-44-49(55)51(57)48(47-54)52-50(56)45-42-39-36-33-30-27-25-23-21-19-17-15-13-11-9-10-12-14-16-18-20-22-24-26-28-31-34-37-40-43-46-53/h48-49,51,53-55,57H,2-47H2,1H3,(H,52,56)/t48-,49+,51-/m0/s1
SMILES (Click to copy)
C(CCCC)CCCCCCCCC[C@@H](O)[C@H]([C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO)O

References

Reference
Comparative profiling and comprehensive quantification of stratum corneum ceramides in humans and mice by LC-MS/MS.
J Lipid Res. 2020
DOI: 10.1194/jlr.RA120000671
PMID: 32265320

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

Calculated Physicochemical Properties

Heavy Atoms 57
Rings 0
Aromatic Rings 0
Rotatable Bonds 49
Van der Waals Molecular Volume 943.17
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 15.79
Molar Refractivity 249.45

Admin

Created at
24th Apr 2020
Updated at
24th Apr 2020