Structure Database (LMSD)

Common Name
GlcCer(d18:1(8Z)/25:0(2OH[R]))
Systematic Name
N-(2R-hydroxypentacosanoyl)-1-β-glucosyl-4R-hydroxy-8Z-octadecasphingenine
Synonyms
  • 1-O-glucopyranosyl-2-N-2'-hydroxypentacosanoyl-8-sphingenine
LM ID
LMSP05010046
Formula
C49H95NO10
Exact Mass
Calculate m/z
857.695599
Sum Composition
HexCer 43:1;O4
Abbrev Chains
GlcCer 18:1;O3/25:1;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

Reactions

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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Euphorbia (#3990)
Magnoliopsida (#3398)
Sphingolipids with neuritogenic activity from Euphorbia sororia.,
Chem Phys Lipids, 2007
Pubmed ID: 17540352

String Representations

InChiKey (Click to copy)
YWTIAAFQKDQDKK-VYHSCUCNSA-N
InChi (Click to copy)
InChI=1S/C49H95NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-43(53)48(57)50-41(40-58-49-47(56)46(55)45(54)44(39-51)59-49)42(52)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h27,29,41-47,49,51-56H,3-26,28,30-40H2,1-2H3,(H,50,57)/b29-27-/t41-,42+,43+,44+,45+,46-,47+,49+/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)CCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)CCCC/C=C\CCCCCCCCC

Other Databases

PubChem CID
11308939

Calculated Physicochemical Properties

Heavy Atoms 60
Rings 1
Aromatic Rings 0
Rotatable Bonds 42
Van der Waals Molecular Volume 937.52
Topological Polar Surface Area 191.24
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 11.99
Molar Refractivity 248.11

Admin

Created at
-
Updated at
26th Jul 2021