Structure database (LMSD)

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LM IDLMGP03030014
Common NamePS(P-16:0/18:3(9Z,12Z,15Z))
Systematic Name1-(1Z-hexadecenyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-glycero-3-phosphoserine
SynonymsPS(P-34:3); PS(P-16:0/18:3)
Exact Mass
741.4945 (neutral)    Calculate m/z:
FormulaC40H72NO9P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoserines [GP03]
Sub Class1-(1Z-alkenyl),2-acylglycerophosphoserines [GP0303]
PubChem CID52926196
SWISSLIPIDS IDSLM:000051819
InChIKeyHIAPNMLQHCEDGR-UJWUCISSSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C40H72NO9P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-39(42)50-37(3
5-48-51(45,46)49-36-38(41)40(43)44)34-47-33-31-29-27-25-23-21-18-16-14-12-10-8-6
-4-2/h5,7,11,13,17,19,31,33,37-38H,3-4,6,8-10,12,14-16,18,20-30,32,34-36,41H2,1-
2H3,(H,43,44)(H,45,46)/b7-5-,13-11-,19-17-,33-31-/t37-,38+/m1/s1
SMILESC(O)(=O)[C@@]([H])(N)COP(OC[C@]([H])(OC(CCCCCCC/C=C\C/C=C\C/C=C\CC)=O)CO/C=C\CCC
CCCCCCCCCCC)(=O)O
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms51Rings0Aromatic Rings0Rotatable Bonds38
 van der Waals
Molecular Volume
794.66Topological Polar
Surface Area
154.61Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
9
 logP12.25Molar
Refractivity
209.63    
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.