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
InChI
InChI=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
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SMILES
C(O)(=O)[C@@]([H])(NC(=O)CCCCCCCCCCCCCCCCCC)COP(OC[C@]([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O)(=O)O
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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.