Structure database (LMSD)

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LM IDLMGP03010042
Common NamePS-NAc(18:1(9Z)/18:1(9Z)/19:0)
Systematic Name1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-nonadecanoyl-L-serine
SynonymsPS-NAc(18:1/18:1/19:0); PS-NAc(36:2)
Exact Mass
1067.8130 (neutral)    Calculate m/z:
FormulaC61H114NO11P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoserines [GP03]
Sub ClassDiacylglycerophosphoserines [GP0301]
PubChem CID24779548
InChIKeyAGDQGBNVGMMQNG-MJBYPJHYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C61H114NO11P/c1-4-7-10-13-16-19-22-25-28-31-32-35-38-41-44-47-50-58(63)
62-57(61(66)67)55-72-74(68,69)71-54-56(73-60(65)52-49-46-43-40-37-34-30-27-24-21
-18-15-12-9-6-3)53-70-59(64)51-48-45-42-39-36-33-29-26-23-20-17-14-11-8-5-2/h26-
27,29-30,56-57H,4-25,28,31-55H2,1-3H3,(H,62,63)(H,66,67)(H,68,69)/b29-26-,30-27-
/t56-,57+/m1/s1
SMILESC(O)(=O)[C@@]([H])(NC(=O)CCCCCCCCCCCCCCCCCC)COP(OC[C@]([H])(OC(CCCCCCC/C=C\CCCCC
CCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O)(=O)O
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms74Rings0Aromatic Rings0Rotatable Bonds60
 van der Waals
Molecular Volume
1175.54Topological Polar
Surface Area
174.76Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
11
 logP19.47Molar
Refractivity
307.56    
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.