Structure Database (LMSD)

Common Name
PI-Cer(d20:0/26:0(2OH))
Systematic Name
N-(2-hydroxyhexacosanoyl)-eicosasphinganine-1-phospho-(1'-myo-inositol)
Synonyms
LM ID
LMSP03030053
Formula
C52H104NO12P
Exact Mass
Calculate m/z
965.729617
Sum Composition
IPC 46:0;O3
Abbrev Chains
IPC 20:0;O2/26:0;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)
MDDAIDDQKALICV-WTTQSCOLSA-N
InChi (Click to copy)
InChI=1S/C52H104NO12P/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-25-27-29-31-33-35-37-39-41-45(55)52(61)53-43(42-64-66(62,63)65-51-49(59)47(57)46(56)48(58)50(51)60)44(54)40-38-36-34-32-30-28-26-18-16-14-12-10-8-6-4-2/h43-51,54-60H,3-42H2,1-2H3,(H,53,61)(H,62,63)/t43-,44+,45?,46-,47-,48+,49+,50+,51-/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)CCCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)CCCCCCCCCCCCCCCCC

Other Databases

CHEBI ID
62698
PubChem CID
70699125
SwissLipids ID
SLM:000508971

Calculated Physicochemical Properties

Heavy Atoms 66
Rings 1
Aromatic Rings 0
Rotatable Bonds 47
Van der Waals Molecular Volume 1029.47
Topological Polar Surface Area 226.47
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 13
logP 13.80
Molar Refractivity 271.00

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Created at
-
Updated at
16th Aug 2021