Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP03010004
Common NamePS(21:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
Systematic Name1-heneicosanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-
phosphoserine
SynonymsGPSer(21:0/4Z,7Z,10Z,13Z,16Z,19Z-22:6); PS(21:0/22:6); PS(43:6); PS(21:0_22:6)
Exact Mass
877.5833 (neutral)    Calculate m/z:
FormulaC49H84NO10P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoserines [GP03]
Sub ClassDiacylglycerophosphoserines [GP0301]
PubChem CID5283503
SWISSLIPIDS IDSLM:000007320
InChIKeyAXNSCHNUPJRRCT-XAMIKVCJSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C49H84NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-
48(52)60-45(43-58-61(55,56)59-44-46(50)49(53)54)42-57-47(51)40-38-36-34-32-30-28
-26-24-22-20-18-16-14-12-10-8-6-4-2/h5,7,11,13,17,19,23,25,29,31,35,37,45-46H,3-
4,6,8-10,12,14-16,18,20-22,24,26-28,30,32-34,36,38-44,50H2,1-2H3,(H,53,54)(H,55,
56)/b7-5-,13-11-,19-17-,25-23-,31-29-,37-35-/t45-,46+/m1/s1
SMILES[C@](COP(O)(=O)OC[C@@]([H])(C(=O)O)N)([H])(OC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C
=C\CC)=O)COC(CCCCCCCCCCCCCCCCCCCC)=O
MS SpectraView MoNA MS spectra      Predict MS/MS spectrum (Neg. mode)
MS StandardView lipid standard
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms61Rings0Aromatic Rings0Rotatable Bonds45
 van der Waals
Molecular Volume
951.23Topological Polar
Surface Area
171.68Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
10
 logP14.49Molar
Refractivity
251.38    
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.