Structure Database (LMSD)

Common Name
PI-Cer(d20:0/18:0(2OH))
Systematic Name
N-(2-hydroxyoctadecanoyl)-eicosasphinganine-1-phospho-(1'-myo-inositol)
Synonyms
LM ID
LMSP03030049
Formula
C44H88NO12P
Exact Mass
Calculate m/z
853.604417
Sum Composition
IPC 38:0;O3
Abbrev Chains
IPC 20:0;O2/18:0;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)
ACYXVYFLWWPNMG-KIAQHEIPSA-N
InChi (Click to copy)
InChI=1S/C44H88NO12P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-36(46)35(34-56-58(54,55)57-43-41(51)39(49)38(48)40(50)42(43)52)45-44(53)37(47)33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/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(C(O)CCCCCCCCCCCCCCCC)=O)[C@]([H])(O)CCCCCCCCCCCCCCCCC

Other Databases

PubChem CID
70699121
SwissLipids ID
SLM:000508967

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