Structure Database (LMSD)

Common Name
PI-Cer(t20:0/18:0(2OH))
Systematic Name
N-(2-hydroxyoctadecanoyl)-4R-hydroxyeicosasphinganine-1-phospho-(1'-myo-inositol)
Synonyms
LM ID
LMSP03030043
Status
Active
Exact Mass
Calculate m/z
869.599332
Formula
C44H88NO13P
Abbrev
IPC 38:0;O4
Abbrev Chains
IPC 20:0;O3/18:0;O
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

String Representations

InChiKey (Click to copy)
ZJDRKKCHMHRPHA-HDOIFJRDSA-N
InChi (Click to copy)
InChI=1S/C44H88NO13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-35(46)37(48)34(33-57-59(55,56)58-43-41(52)39(50)38(49)40(51)42(43)53)45-44(54)36(47)32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h34-43,46-53H,3-33H2,1-2H3,(H,45,54)(H,55,56)/t34-,35+,36?,37-,38-,39-,40+,41+,42+,43-/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)CCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCCCC

References

Reference
Mass spectrometry-based profiling of phospholipids and sphingolipids in extracts from Saccharomyces cerevisiae
Xue Li Guan, Markus R. Wenk
Yeast,23(6), 465-477, (2006)

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
70699115
SwissLipids ID
SLM:000508988

Calculated Physicochemical Properties

Heavy Atoms 59
Rings 1
Aromatic Rings 0
Rotatable Bonds 39
Van der Waals Molecular Volume 899.86
Topological Polar Surface Area 246.70
Hydrogen Bond Donors 10
Hydrogen Bond Acceptors 14
logP 9.94
Molar Refractivity 235.97

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Created at
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Updated at
16th Aug 2021