Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP00000053
Common Name-
Systematic Name1-eicosanoyl-2-docosanoyl-sn-glycero-3-phosphosulfocholine
Synonyms-
Exact Mass
876.6642 (neutral)    Calculate m/z:
FormulaC49H97O8PS
CategoryGlycerophospholipids [GP]
Main ClassOther Glycerophospholipids [GP00]
Sub Class-
PubChem CID42607422
InChIKeyKFASCEHBINZWBE-QZNUWAOFSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C49H97O8PS/c1-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-49(51)57-47(46-56-58(52,53)55-43-44-59(3)4)45-54-48(50)41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-2/h47H,5-46H2,1-4H3/t47-/m1/s1
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SMILES
[C@](COP(=O)([O-])OCC[S+](C)C)([H])(OC(CCCCCCCCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCCCC)=O
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StatusActive
CommentsSubmitted by Henry Boumann, Netherlands
ReferencesPubMed ID:620045
Calculated physicochemical properties (?):
 Heavy Atoms59Rings0Aromatic Rings0Rotatable Bonds50
 van der Waals
Molecular Volume
959.64Topological Polar
Surface Area
111.19Hydrogen
Bond Donors
0Hydrogen
Bond Acceptors
8
 logP16.11Molar
Refractivity
253.70    
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.