Structure Database (LMSD)

Systematic Name
1-O-(6'-phosphoethanolaminy-β-D-glucopyranosyl)-(N-(2R-hydroxy-tetracosanoyl)-4R-hydroxy-15-methyl-hexadecasphinganine)
Synonyms
  • PEGC
LM ID
LMSP06040005
Formula
C49H99N2O13P
Exact Mass
Calculate m/z
954.688481
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Acidic glycosphingolipids [SP06]
Phosphoglycosphingolipids [SP0604]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Caenorhabditis elegans (#6239)
Chromadorea (#119089)
Phosphorylated glycosphingolipids essential for cholesterol mobilization in Caenorhabditis elegans.,
Nat Chem Biol, 2017
Pubmed ID: 28369040

String Representations

InChiKey (Click to copy)
VHRCWGYGDWZLHC-AEUDKYRBSA-N
InChi (Click to copy)
InChI=1S/C49H99N2O13P/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25-28-31-34-42(53)48(58)51-40(44(54)41(52)33-30-27-24-22-21-23-26-29-32-39(2)3)37-61-49-47(57)46(56)45(55)43(64-49)38-63-65(59,60)62-36-35-50/h39-47,49,52-57H,4-38,50H2,1-3H3,(H,51,58)(H,59,60)/t40-,41+,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](COP(=O)(OCCN)O)O1)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@@H](CCCCCCCCCCC(C)C)O

Other Databases

PubChem CID
171118635

Calculated Physicochemical Properties

Heavy Atoms 65
Rings 1
Aromatic Rings 0
Rotatable Bonds 45
Van der Waals Molecular Volume 997.36
Topological Polar Surface Area 252.79
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 15
logP 12.13
Molar Refractivity 263.44

Admin

Created at
27th Sep 2021
Updated at
4th Sep 2023