Structure Database (LMSD)

Systematic Name
1-O-(6'-(N-methylphosphoethanolaminyl)-β-D-glucopyranosyl)-(N-(2R-hydroxy-tricosanoyl)-4R-hydroxy-15-methyl-hexadecasphinganine)
Synonyms
  • (R)-N-[(1S,2S,3R)-1-[[[6-O-[Hydroxy[2-(methylamino)ethoxy]phosphinyl]-beta-D-glucopyranosyl]oxy]methyl]-2,3-dihydroxy-14-methylpentadecyl]2-hydroxytridocosaneamide
  • mmPEGC
LM ID
LMSP06040003
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)
VUIJIBPWQZHZHS-AEUDKYRBSA-N
InChi (Click to copy)
InChI=1S/C49H99N2O13P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25-28-31-34-42(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)62-36-35-50-4/h39-47,49-50,52-57H,5-38H2,1-4H3,(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)(OCCNC)O)O1)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@@H](CCCCCCCCCCC(C)C)O

Other Databases

PubChem CID
171118633

Calculated Physicochemical Properties

Heavy Atoms 65
Rings 1
Aromatic Rings
Rotatable Bonds 45
Van der Waals Molecular Volume 997.36
Topological Polar Surface Area 238.80
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 15
logP 12.00
Molar Refractivity 263.69

Admin

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