Structure Database (LMSD)
Common Name
PE(14:0(13Me)/0:0)
Systematic Name
1-(13-methyl-tetradecanoyl)-sn-glycero-3-phosphoethanolamine
Synonyms
- LPE(15:0)
LM ID
LMGP02050074
Formula
Exact Mass
Calculate m/z
439.269892
Sum Composition
Status
Active
3D model of PE(14:0(13Me)/0:0)
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Reactions
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Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Olivibacter sp.
(#1898398)
Sphingobacteriia
(#117747)
Novel Glycerophospholipid, Lipo- and N-acyl Amino Acids from Bacteroidetes: Isolation, Structure Elucidation and Bioactivity.,
Molecules, 2021
Molecules, 2021
Pubmed ID:
34500631
String Representations
InChiKey (Click to copy)
OTLGIBROBHTAHD-LJQANCHMSA-N
InChi (Click to copy)
InChI=1S/C20H42NO7P/c1-18(2)12-10-8-6-4-3-5-7-9-11-13-20(23)26-16-19(22)17-28-29(24,25)27-15-14-21/h18-19,22H,3-17,21H2,1-2H3,(H,24,25)/t19-/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCCN)([H])(O)COC(CCCCCCCCCCCC(C)C)=O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
29
Rings
Aromatic Rings
Rotatable Bonds
21
Van der Waals Molecular Volume
444.28
Topological Polar Surface Area
128.31
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
8
logP
5.53
Molar Refractivity
115.71
Admin
Created at
5th Nov 2021
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.