Structure Database (LMSD)

Systematic Name
1-O-(6'-(N-methylphosphoethanolaminyl)-β-D-glucopyranosyl)-(N-(2R-hydroxy-tetracosanoyl)-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-hydroxytetradocosaneamide
  • mmPEGC
LM ID
LMSP06040004
Formula
C50H101N2O13P
Exact Mass
Calculate m/z
968.704131
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)
KJAYCAQYDDQPNZ-ZCGYGTKQSA-N
InChi (Click to copy)
InChI=1S/C50H101N2O13P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-26-29-32-35-43(54)49(59)52-41(45(55)42(53)34-31-28-25-23-22-24-27-30-33-40(2)3)38-62-50-48(58)47(57)46(56)44(65-50)39-64-66(60,61)63-37-36-51-4/h40-48,50-51,53-58H,5-39H2,1-4H3,(H,52,59)(H,60,61)/t41-,42+,43+,44+,45-,46+,47-,48+,50+/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)CCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@@H](CCCCCCCCCCC(C)C)O

Other Databases

PubChem CID
171118634

Calculated Physicochemical Properties

Heavy Atoms 66
Rings 1
Aromatic Rings
Rotatable Bonds 46
Van der Waals Molecular Volume 1014.66
Topological Polar Surface Area 238.80
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 15
logP 12.39
Molar Refractivity 268.31

Admin

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