Structure database (LMSD)

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LM IDLMGP03010041
Common NamePS-NAc(18:0/18:1(9Z)/16:0)
Systematic Name1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-hexadecanoyl-L-serine
SynonymsPS-NAc(18:0/18:1/16:0); PS-NAc(36:1)
Exact Mass
1027.7817 (neutral)    Calculate m/z:
FormulaC58H110NO11P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoserines [GP03]
Sub ClassDiacylglycerophosphoserines [GP0301]
PubChem CID24779547
InChIKeyDMBATYOPPCIICJ-YWPJBLNKSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C58H110NO11P/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-56(61)67-
50-53(70-57(62)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2)51-68-71(65,66)69
-52-54(58(63)64)59-55(60)47-44-41-38-35-32-29-24-21-18-15-12-9-6-3/h26,28,53-54H
,4-25,27,29-52H2,1-3H3,(H,59,60)(H,63,64)(H,65,66)/b28-26-/t53-,54+/m1/s1
SMILESC(O)(=O)[C@@]([H])(NC(=O)CCCCCCCCCCCCCCC)COP(OC[C@]([H])(OC(CCCCCCC/C=C\CCCCCCCC
)=O)COC(CCCCCCCCCCCCCCCCC)=O)(=O)O
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms71Rings0Aromatic Rings0Rotatable Bonds58
 van der Waals
Molecular Volume
1126.28Topological Polar
Surface Area
174.76Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
11
 logP18.52Molar
Refractivity
293.80    
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.