Structure Database (LMSD)
Common Name
PE(P-18:1(9Z)/20:4(5Z,8Z,11Z,13E)(15OH[S]))
Systematic Name
1-O-(1Z,9Z-octadecadienyl)-2-(15S-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine
Synonyms
- 18:1p/15-HETE-PE
- PE(P-40:5(OH))
- PE(P-18:1/20:4(OH))
LM ID
LMGP20020009
Status
Active
Exact Mass
Calculate m/z
765.530857
Formula
Abbrev
Abbrev Chains
PE P-18:1/20:4;O
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
MXWJFWXOLRUGLD-MQRYPQPWSA-N
InChi (Click to copy)
InChI=1S/C43H76NO8P/c1-3-5-7-8-9-10-11-12-13-14-15-19-22-25-28-32-37-49-39-42(40-51-53(47,48)50-38-36-44)52-43(46)35-31-27-24-21-18-16-17-20-23-26-30-34-41(45)33-29-6-4-2/h12-13,16-17,21,23-24,26,30,32,34,37,41-42,45H,3-11,14-15,18-20,22,25,27-29,31,33,35-36,38-40,44H2,1-2H3,(H,47,48)/b13-12-,17-16-,24-21-,26-23-,34-30+,37-32-/t41-,42+/m0/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCCN)([H])(OC(CCC/C=C\C/C=C\C/C=C\C=C\[C@@H](O)CCCCC)=O)CO/C=C\CCCCCC/C=C\CCCCCCCC
References
Calculated Physicochemical Properties
Heavy Atoms
53
Rings
0
Aromatic Rings
0
Rotatable Bonds
39
Van der Waals Molecular Volume
835.13
Topological Polar Surface Area
137.54
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
8
logP
13.17
Molar Refractivity
223.23
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.
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.