Structure database (LMSD)

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LM IDLMGP06010566
Common NamePI(20:3(8Z,11Z,14Z)/17:1(9Z))
Systematic Name1-(8Z,11Z,14Z-eicosatrienoyl)-2-(9Z-heptadecenoyl)-glycero-3-phospho-(1'-myo-
inositol)
SynonymsPI(37:4); PI(17:1_20:3)
Exact Mass
872.5415 (neutral)    Calculate m/z:
FormulaC46H81O13P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoinositols [GP06]
Sub ClassDiacylglycerophosphoinositols [GP0601]
AbbrevPI 37:4
Abbrev ChainsPI 17:1_20:3
PubChem CID52928019
InChIKeyFGSKHHDSGGTVCD-PDCJJMGTSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C46H81O13P/c1-3-5-7-9-11-13-15-17-19-20-21-23-24-26-28-30-32-34-39(47)56-36-38(37-57-60(54,55)59-46-44(52)42(50)41(49)43(51)45(46)53)58-40(48)35-33-31-29-27-25-22-18-16-14-12-10-8-6-4-2/h11,13,16-19,21,23,38,41-46,49-53H,3-10,12,14-15,20,22,24-37H2,1-2H3,(H,54,55)/b13-11-,18-16-,19-17-,23-21-/t38-,41-,42-,43+,44-,45-,46-/m1/s1
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SMILES
[C@]([H])(OC(CCCCCCC/C=C\CCCCCCC)=O)(COP(=O)(O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)COC(CCCCCC/C=C\C/C=C\C/C=C\CCCCC)=O
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StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms60Rings1Aromatic Rings0Rotatable Bonds39
 van der Waals
Molecular Volume
910.26Topological Polar
Surface Area
209.51Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
13
 logP11.52Molar
Refractivity
239.28    
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.