Structure Database (LMSD)
Common Name
Am-PE(O-18:0/18:2(9Z,12Z))
Systematic Name
N-(1-deoxyfructosyl)-1-octadecyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine
Synonyms
- Amadori-PE O-18:0/18:2
LM ID
LMGP21020004
Formula
Exact Mass
Calculate m/z
891.620067
Sum Composition
Abbrev Chains
Am-Hex-PE O-18:0/18:2
Status
Active
3D model of Am-PE(O-18:0/18:2(9Z,12Z))
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
References
String Representations
InChiKey (Click to copy)
VCJGCBRHYKZENW-FJLSSOIOSA-N
InChi (Click to copy)
InChI=1S/C47H90NO12P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-36-56-38-42(60-44(50)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)39-59-61(54,55)58-37-35-48-41-47(53)46(52)45(51)43(49)40-57-47/h12,14,18,20,42-43,45-46,48-49,51-53H,3-11,13,15-17,19,21-41H2,1-2H3,(H,54,55)/b14-12-,20-18-/t42-,43-,45-,46+,47-/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCCNC[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O)([H])(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COCCCCCCCCCCCCCCCCCC
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
61
Rings
1
Aromatic Rings
Rotatable Bonds
44
Van der Waals Molecular Volume
937.69
Topological Polar Surface Area
195.54
Hydrogen Bond Donors
6
Hydrogen Bond Acceptors
13
logP
13.11
Molar Refractivity
248.98
Admin
Created at
11th Aug 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.