Structure database (LMSD)

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LM IDLMGP03030002
Common NamePS(P-16:0/13:0)
Systematic Name1-(1Z-hexadecenyl)-2-tridecanoyl-glycero-3-phosphoserine
SynonymsPS(P-29:0); PS(P-16:0/13:0)
Exact Mass
677.4632 (neutral)    Calculate m/z:
FormulaC35H68NO9P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoserines [GP03]
Sub Class1-(1Z-alkenyl),2-acylglycerophosphoserines [GP0303]
PubChem CID52926184
SWISSLIPIDS IDSLM:000051845
InChIKeyOXGZETUPCROIDN-MGBAONRBSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C35H68NO9P/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-42-29-32(30-43-4
6(40,41)44-31-33(36)35(38)39)45-34(37)27-25-23-21-19-14-12-10-8-6-4-2/h26,28,32-
33H,3-25,27,29-31,36H2,1-2H3,(H,38,39)(H,40,41)/b28-26-/t32-,33+/m1/s1
SMILESC(O)(=O)[C@@]([H])(N)COP(OC[C@]([H])(OC(CCCCCCCCCCCC)=O)CO/C=C\CCCCCCCCCCCCCC)(=
O)O
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms46Rings0Aromatic Rings0Rotatable Bonds36
 van der Waals
Molecular Volume
716.08Topological Polar
Surface Area
154.61Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
9
 logP10.97Molar
Refractivity
186.83    
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.