Structure Database (LMSD)

Common Name
PI-Cer(d18:0/20:0(2OH))
Systematic Name
N-(2-hydroxyeicosanoyl)-sphinganine-1-phospho-(1'-myo-inositol)
Synonyms
LM ID
LMSP03030032
Status
Active
Exact Mass
Calculate m/z
853.604417
Formula
C44H88NO12P
Abbrev
IPC 38:0;O3
Abbrev Chains
IPC 18:0;O2/20:0;O
Show lipids differing only in stereochemistry/bond geometry
Download as...
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)
IGPCXWLQRRNHRV-KIAQHEIPSA-N
InChi (Click to copy)
InChI=1S/C44H88NO12P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-37(47)44(53)45-35(36(46)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2)34-56-58(54,55)57-43-41(51)39(49)38(48)40(50)42(43)52/h35-43,46-52H,3-34H2,1-2H3,(H,45,53)(H,54,55)/t35-,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(=O)C(O)CCCCCCCCCCCCCCCCCC)[C@]([H])(O)CCCCCCCCCCCCCCC

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
70699104
SwissLipids ID
SLM:000508926

Calculated Physicochemical Properties

Heavy Atoms 58
Rings 1
Aromatic Rings 0
Rotatable Bonds 39
Van der Waals Molecular Volume 891.07
Topological Polar Surface Area 226.47
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 13
logP 10.68
Molar Refractivity 234.06

Admin

Created at
-
Updated at
16th Aug 2021