Structure Database (LMSD)

Common Name
PI-Cer(d20:0/24:0(2OH))
Systematic Name
N-(2-hydroxytetracosanoyl)-eicosasphinganine-1-phospho-(1'-myo-inositol)
Synonyms
LM ID
LMSP03030052
Formula
C50H100NO12P
Exact Mass
Calculate m/z
937.698317
Sum Composition
IPC 44:0;O3
Abbrev Chains
IPC 20:0;O2/24:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
WHJKFPYARRPYJZ-FQJMCLRMSA-N
InChi (Click to copy)
InChI=1S/C50H100NO12P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-25-27-29-31-33-35-37-39-43(53)50(59)51-41(40-62-64(60,61)63-49-47(57)45(55)44(54)46(56)48(49)58)42(52)38-36-34-32-30-28-26-24-18-16-14-12-10-8-6-4-2/h41-49,52-58H,3-40H2,1-2H3,(H,51,59)(H,60,61)/t41-,42+,43?,44-,45-,46+,47+,48+,49-/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(C(O)CCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)CCCCCCCCCCCCCCCCC

Other Databases

CHEBI ID
62697
PubChem CID
70699124
SwissLipids ID
SLM:000508970

Calculated Physicochemical Properties

Heavy Atoms 64
Rings 1
Aromatic Rings 0
Rotatable Bonds 45
Van der Waals Molecular Volume 994.87
Topological Polar Surface Area 226.47
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 13
logP 13.02
Molar Refractivity 261.77

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Created at
-
Updated at
16th Aug 2021