Structure Database (LMSD)

Common Name
PE(P-15:0/18:2(9Z,12Z))
Systematic Name
1-(1Z-pentadecenyl)-2-(9Z,12Z-octadecadienoyl)-glycero-3-phosphoethanolamine
Synonyms
LM ID
LMGP02030108
Formula
Exact Mass
Calculate m/z
685.504641
Sum Composition
Abbrev Chains
PE P-14:0/18:2
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)
ODWOSIBXGXXKQP-DVIYPWIDSA-N
InChi (Click to copy)
InChI=1S/C38H72NO7P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-38(40)46-37(36-45-47(41,42)44-34-32-39)35-43-33-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h11,13,17-18,30,33,37H,3-10,12,14-16,19-29,31-32,34-36,39H2,1-2H3,(H,41,42)/b13-11-,18-17-,33-30-/t37-/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCCN)([H])(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)CO/C=C\CCCCCCCCCCCCC

Calculated Physicochemical Properties

Heavy Atoms 47
Rings
Aromatic Rings
Rotatable Bonds 37
Van der Waals Molecular Volume 747.76
Topological Polar Surface Area 117.31
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 8
logP 12.63
Molar Refractivity 198.53

Admin

Created at
17th Dec 2024
Updated at
17th 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.