Structure Database (LMSD)

Common Name
PE(P-18:0/20:2(11Z,14Z))
Systematic Name
1-(1Z-octadecenyl)-2-(11Z,14Z-eicosadienoyl)-glycero-3-phosphoethanolamine
Synonyms
  • PE(P-38:2)
  • PE(P-18:0/20:2)
LM ID
LMGP02030054
Formula
Exact Mass
Calculate m/z
755.582891
Sum Composition
Abbrev Chains
PE P-18:0/20:2
Status
Active


Classification

Reactions

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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bos taurus (#9913)
Mammalia (#40674)
Deep profiling of plasmalogens by coupling the Paternò-Büchi derivatization with tandem mass spectrometry,
Anal Bioanal Chem, 2024
Pubmed ID: 38861160

String Representations

InChiKey (Click to copy)
HLSDKIUXCZPFLL-IRSYNFPBSA-N
InChi (Click to copy)
InChI=1S/C43H82NO7P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-43(45)51-42(41-50-52(46,47)49-39-37-44)40-48-38-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h11,13,17,19,35,38,42H,3-10,12,14-16,18,20-34,36-37,39-41,44H2,1-2H3,(H,46,47)/b13-11-,19-17-,38-35-/t42-/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCCN)([H])(OC(CCCCCCCCC/C=C\C/C=C\CCCCC)=O)CO/C=C\CCCCCCCCCCCCCCCC

Other Databases

HMDB ID
PubChem CID
SwissLipids ID

Calculated Physicochemical Properties

Heavy Atoms 52
Rings 0
Aromatic Rings 0
Rotatable Bonds 42
Van der Waals Molecular Volume 834.26
Topological Polar Surface Area 117.31
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 8
logP 14.58
Molar Refractivity 221.61

Admin

Created at
-
Updated at
18th Dec 2024
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.