Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP21030002
Common NameAm-PE(P-20:0/18:2(9Z,12Z))
Systematic NameN-(1-deoxyfructosyl)-1-(1Z-eicosenyl)-2-(9Z,12Z-octadecadienoyl)-glycero-3-
phosphoethanolamine
SynonymsAmadori-PE P-20:0/18:2
Exact Mass
917.6357 (neutral)    Calculate m/z:
FormulaC49H92NO12P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamine glycans [GP21]
Sub Class1-(1Z-alkenyl),2-acylglycerophosphoethanolamine glycans [GP2103]
AbbrevAm-Hex-PE O-38:3
Abbrev ChainsAm-Hex-PE P-20:0/18:2
PubChem CID-
InChIKeyJBSIYQTWAMHTOW-OCAWJHQXSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C49H92NO12P/c1-3-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-35-38-58-40-44(62-46(52)36-34-32-30-28-26-24-22-18-16-14-12-10-8-6-4-2)41-61-63(56,57)60-39-37-50-43-49(55)48(54)47(53)45(51)42-59-49/h12,14,18,22,35,38,44-45,47-48,50-51,53-55H,3-11,13,15-17,19-21,23-34,36-37,39-43H2,1-2H3,(H,56,57)/b14-12-,22-18-,38-35-/t44-,45-,47-,48+,49-/m1/s1
Click to highlight InChI
SMILES
N(CCOP(OC[C@]([H])(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)CO/C=C\CCCCCCCCCCCCCCCCCC)(=O)O)C[C@]1(O)[C@@H](O)[C@H](O)[C@H](O)CO1
Click to highlight SMILES
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms63Rings1Aromatic RingsRotatable Bonds45
 van der Waals
Molecular Volume
969.65Topological Polar
Surface Area
195.54Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
13
 logP13.73Molar
Refractivity
257.38    
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.