Structure database (LMSD)

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LM IDLMGP06010026
Common NamePI(12:0/19:1(9Z))
Systematic Name1-dodecanoyl-2-(9Z-nonadecenoyl)-glycero-3-phospho-(1'-myo-inositol)
SynonymsPI(31:1); PI(12:0_19:1)
Exact Mass
794.4945 (neutral)    Calculate m/z:
FormulaC40H75O13P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoinositols [GP06]
Sub ClassDiacylglycerophosphoinositols [GP0601]
PubChem CID52927479
InChIKeyIJWIPUDQELDDPC-FLQUJWTRSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C40H75O13P/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-23-25-27-29-34(42)52-32(30-50-33(41)28-26-24-22-20-12-10-8-6-4-2)31-51-54(48,49)53-40-38(46)36(44)35(43)37(45)39(40)47/h16-17,32,35-40,43-47H,3-15,18-31H2,1-2H3,(H,48,49)/b17-16-/t32-,35?,36-,37?,38?,39?,40-/m1/s1
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SMILES
[C@]([H])(OC(CCCCCCC/C=C\CCCCCCCCC)=O)(COP(=O)(O)O[C@@H]1C(O)[C@H](O)C(O)C(O)C1O)COC(CCCCCCCCCCC)=O
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MS SpectraView MoNA MS spectra      Predict MS/MS spectrum (Neg. mode)
StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms54Rings1Aromatic Rings0Rotatable Bonds36
 van der Waals
Molecular Volume
814.38Topological Polar
Surface Area
209.51Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
13
 logP9.86Molar
Refractivity
211.86    
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.