Structure Database (LMSD)

Common Name
PI(P-20:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
Systematic Name
1-(1Z-eicosenyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phospho-(1'-myo-inositol)
Synonyms
  • PI(20:0p/22:6)
  • PI(P-42:6)
  • PI(P-20:0/22:6)
LM ID
LMGP06030001
Status
Active
Exact Mass
Calculate m/z
922.593518
Formula
Abbrev
Abbrev Chains
PI P-20:0/22:6



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Main

Classification

String Representations

InChiKey (Click to copy)
FAALIJRVOXTMQQ-BSTCEMPUSA-N
InChi (Click to copy)
InChI=1S/C51H87O12P/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-45(52)62-44(43-61-64(58,59)63-51-49(56)47(54)46(53)48(55)50(51)57)42-60-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17,19,23-24,28,30,34,36,39,41,44,46-51,53-57H,3-4,6,8-10,12,14-16,18,20-22,25-27,29,31-33,35,37-38,40,42-43H2,1-2H3,(H,58,59)/b7-5-,13-11-,19-17-,24-23-,30-28-,36-34-,41-39-/t44-,46-,47-,48+,49-,50-,51-/m1/s1
SMILES (Click to copy)
[C@]([H])(OC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O)(COP(=O)(O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)CO/C=C\CCCCCCCCCCCCCCCCCC

References

Reference
Quantitative analysis of phospholipids containing arachidonate and
docosahexaenoate chains in microdissected regions of mouse brain
Paul H. Axelsen and Robert C. Murphy
J. Lipid Res. 2010 51:(3) 660-671

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mus musculus (#10090)
Mammalia (#40674)
Quantitative analysis of phospholipids containing arachidonate and docosahexaenoate chains in microdissected regions of mouse brain.,
J Lipid Res, 2010
Pubmed ID: 19767534

Other Databases

PubChem CID
SwissLipids ID

Calculated Physicochemical Properties

Heavy Atoms 64
Rings 1
Aromatic Rings 0
Rotatable Bonds 41
Van der Waals Molecular Volume 982.69
Topological Polar Surface Area 192.44
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 12
logP 13.62
Molar Refractivity 261.70

Admin

Created at
-
Updated at
25th Apr 2022
LIPID MAPS® abbreviations for glycerophospholipids (GP)

The LIPID MAPS® glycerophospholipid abbreviations (PC, PE, etc.) are used here to refer to species with one or two radyl side-chains where the structures of the side chains are indicated within parentheses in the 'Headgroup(sn1/sn2)' format (e.g. PC(16:0/18:1(9Z)). By default, R stereochemistry at the C-2 carbon of glycerol and attachment of the headgroup at the sn3 position is assumed. Also, acyl chains are assumed by default. The 'O-' prefix is used to indicate the presence of an alkyl ether substituent e.g. PC(O-16:0/18:1(9Z)), whereas the 'P-' prefix is used for the 1Z-alkenyl ether (Plasmalogen) substituent e.g. PC(P-16:0/18:1(9Z)).

For molecules with opposite (S) stereochemistry at C2 of the glycerol group and attachment of the headgroup at the sn1 position, the stereochemistry specification of [S] is appended to the abbreviation. The 'Headgroup(sn3/sn2)' abbreviation format is used.

For molecules with unknown stereochemistry at the C-2 carbon of the glycerol group, the stereochemistry specification of [U] is appended to the abbreviation and the structure is drawn with C-2 stereochemistry unspecified.