Structure Database (LMSD)

Systematic Name
1-O-(6'-phosphoethanolaminy-β-D-glucopyranosyl)-(N-(2R-hydroxy-docosanoyl)-4R-hydroxy-15-methyl-hexadecasphinganine)
Synonyms
  • PEGC
LM ID
LMSP06040006
Formula
C47H95N2O13P
Exact Mass
Calculate m/z
926.657181
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)
CIJZNFNRZIHWGQ-RYLBTJLRSA-N
InChi (Click to copy)
InChI=1S/C47H95N2O13P/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23-26-29-32-40(51)46(56)49-38(42(52)39(50)31-28-25-22-20-19-21-24-27-30-37(2)3)35-59-47-45(55)44(54)43(53)41(62-47)36-61-63(57,58)60-34-33-48/h37-45,47,50-55H,4-36,48H2,1-3H3,(H,49,56)(H,57,58)/t38-,39+,40+,41+,42-,43+,44-,45+,47+/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)CCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@@H](CCCCCCCCCCC(C)C)O

Other Databases

PubChem CID
171118636

Calculated Physicochemical Properties

Heavy Atoms 63
Rings 1
Aromatic Rings 0
Rotatable Bonds 43
Van der Waals Molecular Volume 962.76
Topological Polar Surface Area 252.79
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 15
logP 11.35
Molar Refractivity 254.20

Admin

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