Structure database (LMSD)

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LM IDLMGP21010003
Common NameAm-PE(18:1/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
Systematic NameN-(1-deoxyfructosyl)-1-(9Z-octadecenoyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-
docosahexaenoyl)-sn-glycero-3-phosphoethanolamine
SynonymsAmadori-PE 18:1/22:6
Exact Mass
951.5837 (neutral)    Calculate m/z:
FormulaC51H86NO13P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoethanolamine glycans [GP21]
Sub ClassDiacylglycerophosphoethanolamine glycans [GP2101]
AbbrevAm-Hex-PE 40:7
Abbrev ChainsAm-Hex-PE 18:1_22:6
PubChem CID-
InChIKeyCNQVZTAVPQLFQU-DMIXPXPQSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C51H86NO13P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-48(55)65-45(41-61-47(54)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2)42-64-66(59,60)63-40-39-52-44-51(58)50(57)49(56)46(53)43-62-51/h5,7,11,13,17-19,21-23,26,28,32,34,45-46,49-50,52-53,56-58H,3-4,6,8-10,12,14-16,20,24-25,27,29-31,33,35-44H2,1-2H3,(H,59,60)/b7-5-,13-11-,19-17-,22-21-,23-18-,28-26-,34-32-/t45-,46-,49-,50+,51-/m1/s1
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SMILES
[C@](COP(=O)(O)OCCNC[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O)([H])(OC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms66Rings1Aromatic RingsRotatable Bonds43
 van der Waals
Molecular Volume
999.84Topological Polar
Surface Area
212.61Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
14
 logP12.79Molar
Refractivity
266.62    
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.