Structure Database (LMSD)

Common Name
GlcCer(d18:0/16:0(2OH[R]))
Systematic Name
N-(2R-hydroxyhexadecanoyl)-1-β-glucosyl-octadecasphinganine
Synonyms
  • N-(2R-hydroxyhexadecanoyl)-1-beta-glucosyl-sphinganine
LM ID
LMSP05010075
Formula
C40H79NO9
Exact Mass
Calculate m/z
717.575484
Sum Composition
HexCer 34:0;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Neutral glycosphingolipids [SP05]
Simple Glc series [SP0501]

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)
BTXMXJCBJRQENK-WTBYJSMPSA-N
InChi (Click to copy)
InChI=1S/C40H79NO9/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-33(43)32(31-49-40-38(47)37(46)36(45)35(30-42)50-40)41-39(48)34(44)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h32-38,40,42-47H,3-31H2,1-2H3,(H,41,48)/t32-,33+,34+,35+,36+,37-,38+,40+/m0/s1
SMILES (Click to copy)
[C@](CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)([H])(NC([C@H](O)CCCCCCCCCCCCCC)=O)[C@]([H])(O)CCCCCCCCCCCCCCC

Other Databases

PubChem CID
134812569

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 1
Aromatic Rings 0
Rotatable Bonds 34
Van der Waals Molecular Volume 775.67
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 9.44
Molar Refractivity 204.75

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Created at
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Updated at
26th Jul 2021