Structure Database (LMSD)
Common Name
Am-PE(P-18:0/22:4(7Z,10Z,13Z,16Z))
Systematic Name
N-(1-deoxyfructosyl)-1-(1Z-octadecenyl)-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-glycero-3-phosphoethanolamine
Synonyms
- Amadori-PE P-18:0/22:4
LM ID
LMGP21030005
Formula
Exact Mass
Calculate m/z
941.635717
Sum Composition
Abbrev Chains
Am-Hex-PE P-18:0/22:4
Status
Active
3D model of Am-PE(P-18:0/22:4(7Z,10Z,13Z,16Z))
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
References
String Representations
InChiKey (Click to copy)
VNMOTYYOORPEOB-YMYJBBIASA-N
InChi (Click to copy)
InChI=1S/C51H92NO12P/c1-3-5-7-9-11-13-15-17-19-21-22-23-24-26-28-30-32-34-36-38-48(54)64-46(42-60-40-37-35-33-31-29-27-25-20-18-16-14-12-10-8-6-4-2)43-63-65(58,59)62-41-39-52-45-51(57)50(56)49(55)47(53)44-61-51/h11,13,17,19,22-23,26,28,37,40,46-47,49-50,52-53,55-57H,3-10,12,14-16,18,20-21,24-25,27,29-36,38-39,41-45H2,1-2H3,(H,58,59)/b13-11-,19-17-,23-22-,28-26-,40-37-/t46-,47-,49-,50+,51-/m1/s1
SMILES (Click to copy)
C1O[C@](O)(CNCCOP(OC[C@]([H])(OC(CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)CO/C=C\CCCCCCCCCCCCCCCC)(=O)O)[C@@H](O)[C@H](O)[C@@H]1O
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
65
Rings
1
Aromatic Rings
Rotatable Bonds
45
Van der Waals Molecular Volume
998.97
Topological Polar Surface Area
195.54
Hydrogen Bond Donors
6
Hydrogen Bond Acceptors
13
logP
14.06
Molar Refractivity
266.42
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.