Structure Database (LMSD)

Common Name
Cer(d18:1(8E)/20:0(2OH[R]))
Systematic Name
N-(2R-hydroxyicosanoyl)-8Z-octadecasphingenine
Synonyms
LM ID
LMSP02010102
Formula
C38H75NO4
Exact Mass
Calculate m/z
609.569609
Sum Composition
Cer 38:1;O3
Abbrev Chains
Cer 18:1;O2/20:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

Reactions

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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Avena abyssinica (#146529)
Magnoliopsida (#3398)
Potential application of oat-derived ceramides in improving skin barrier function: Part 1. Isolation and structural characterization.,
J Chromatogr B Analyt Technol Biomed Life Sci, 2017
Pubmed ID: 28950193

String Representations

InChiKey (Click to copy)
BFOBXWUPPFTLDM-XMVBEEBVSA-N
InChi (Click to copy)
InChI=1S/C38H75NO4/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-37(42)38(43)39-35(34-40)36(41)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h22,24,35-37,40-42H,3-21,23,25-34H2,1-2H3,(H,39,43)/b24-22+/t35-,36+,37+/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)CCCC/C=C/CCCCCCCCC

Other Databases

PubChem CID
134812529

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 0
Aromatic Rings 0
Rotatable Bonds 34
Van der Waals Molecular Volume 706.84
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 11.24
Molar Refractivity 187.44

Admin

Created at
-
Updated at
18th Mar 2021