Structure Database (LMSD)

Common Name
GlcCer(d18:2(4E,8Z)/16:0)
Systematic Name
N-(hexadecanoyl)-1-β-glucosyl-4E,8Z-sphingadienine
Synonyms
  • GlcCer(d18:2(4E,8Z)/16:0)
  • Glucosyl ceramide
LM ID
LMSP05010088
Formula
C40H75NO8
Exact Mass
Calculate m/z
697.549269
Sum Composition
HexCer 34:2;O2
Abbrev Chains
GlcCer 18:2;O2/16:0
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]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Prunus dulcis (#3755)
Magnoliopsida (#3398)
Discovery of Unexpected Sphingolipids in Almonds and Pistachios with an Innovative Use of Triple Quadrupole Tandem Mass Spectrometry.,
Foods, 2020
Pubmed ID: 31972966

String Representations

InChiKey (Click to copy)
VCLOTRNDBUPTQD-BASWENMZSA-N
InChi (Click to copy)
InChI=1S/C40H75NO8/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(43)33(32-48-40-39(47)38(46)37(45)35(31-42)49-40)41-36(44)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h19,21,27,29,33-35,37-40,42-43,45-47H,3-18,20,22-26,28,30-32H2,1-2H3,(H,41,44)/b21-19-,29-27+/t33-,34+,35+,37+,38-,39+,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(CCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CC/C=C\CCCCCCCCC

Other Databases

PubChem CID
11802827

Calculated Physicochemical Properties

Heavy Atoms 49
Rings 1
Aromatic Rings 0
Rotatable Bonds 32
Van der Waals Molecular Volume 761.60
Topological Polar Surface Area 150.78
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 9.74
Molar Refractivity 202.66

Admin

Created at
17th Mar 2020
Updated at
20th Apr 2021