Structure database (LMSD)

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LM IDLMGP03020004
Common NamePS(O-16:0/14:1(9Z))
Systematic Name1-hexadecyl-2-(9Z-tetradecenoyl)-glycero-3-phosphoserine
SynonymsPS(O-30:1); PS(O-16:0/14:1)
Exact Mass
691.4788 (neutral)    Calculate m/z:
FormulaC36H70NO9P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoserines [GP03]
Sub Class1-alkyl,2-acylglycerophosphoserines [GP0302]
PubChem CID52926093
SWISSLIPIDS IDSLM:000044841
InChIKeyKYVMYTILRAAPCK-HLNMDXRWSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C36H70NO9P/c1-3-5-7-9-11-13-15-16-17-19-21-23-25-27-29-43-30-33(31-44-4
7(41,42)45-32-34(37)36(39)40)46-35(38)28-26-24-22-20-18-14-12-10-8-6-4-2/h10,12,
33-34H,3-9,11,13-32,37H2,1-2H3,(H,39,40)(H,41,42)/b12-10-/t33-,34+/m1/s1
SMILESC(O)(=O)[C@@]([H])(N)COP(OC[C@]([H])(OC(CCCCCCC/C=C\CCCC)=O)COCCCCCCCCCCCCCCCC)(
=O)O
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms47Rings0Aromatic Rings0Rotatable Bonds37
 van der Waals
Molecular Volume
733.38Topological Polar
Surface Area
154.61Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
9
 logP11.30Molar
Refractivity
192.18    
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.