Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP06010077
Common NamePI(14:1(9Z)/12:0)
Systematic Name1-(9Z-tetradecenoyl)-2-dodecanoyl-glycero-3-phospho-(1'-myo-inositol)
SynonymsPI(26:1); PI(12:0_14:1)
Exact Mass
724.4163 (neutral)    Calculate m/z:
FormulaC35H65O13P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoinositols [GP06]
Sub ClassDiacylglycerophosphoinositols [GP0601]
AbbrevPI 26:1
Abbrev ChainsPI 12:0_14:1
PubChem CID52927530
SWISSLIPIDS IDSLM:000018864
InChIKeyVRKGYYGLEXMCBQ-YHZGCCKDSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C35H65O13P/c1-3-5-7-9-11-13-14-16-17-19-21-23-28(36)45-25-27(47-29(37)24-22-20-18-15-12-10-8-6-4-2)26-46-49(43,44)48-35-33(41)31(39)30(38)32(40)34(35)42/h9,11,27,30-35,38-42H,3-8,10,12-26H2,1-2H3,(H,43,44)/b11-9-/t27-,30-,31-,32+,33-,34-,35-/m1/s1
Click to highlight InChI
SMILES
[C@]([H])(OC(CCCCCCCCCCC)=O)(COP(=O)(O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)COC(CCCCCCC/C=C\CCCC)=O
Click to highlight SMILES
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms49Rings1Aromatic Rings0Rotatable Bonds31
 van der Waals
Molecular Volume
727.88Topological Polar
Surface Area
209.51Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
13
 logP7.90Molar
Refractivity
188.78    
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.