Structure Database (LMSD)

OH OH O H NH O OH H OH O P HO O HO HO OH
Common Name
PI-Cer(t18:0/16:0)
Systematic Name
N-(hexadecanoyl)-4R-hydroxysphinganine-1-phospho-(1'-myo-inositol)
Synonyms
LM ID
LMSP03030012
Formula
C40H80NO12P
Exact Mass
Calculate m/z
797.541817
Sum Composition
IPC 34:0;O3
Abbrev Chains
IPC 18:0;O3/16:0
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Phosphosphingolipids [SP03]
Ceramide phosphoinositols [SP0303]

String Representations

InChiKey (Click to copy)
JMFVHCDWSIWIQH-SKKLWFJZSA-N
InChi (Click to copy)
InChI=1S/C40H80NO12P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(43)41-31(30-52-54(50,51)53-40-38(48)36(46)35(45)37(47)39(40)49)34(44)32(42)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h31-32,34-40,42,44-49H,3-30H2,1-2H3,(H,41,43)(H,50,51)/t31-,32+,34-,35-,36-,37+,38+,39+,40-/m0/s1
SMILES (Click to copy)
[C@](COP(=O)(O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)([H])(NC(=O)CCCCCCCCCCCCCCC)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Saccharomyces cerevisiae (#4932)
Saccharomycetes (#4891)
Mass spectrometry-based profiling of phospholipids and sphingolipids in extracts from Saccharomyces cerevisiae.,
Yeast, 2006
Pubmed ID: 16652392

Other Databases

PubChem CID
70699085
SwissLipids ID
SLM:000508932

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 1
Aromatic Rings 0
Rotatable Bonds 35
Van der Waals Molecular Volume 821.87
Topological Polar Surface Area 226.47
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 13
logP 9.12
Molar Refractivity 215.60

Admin

Created at
-
Updated at
16th Aug 2021