Structure database (LMSD)

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LM IDLMGP06020019
Common NamePI(O-18:0/12:0)
Systematic Name1-octadecyl-2-dodecanoyl-glycero-3-phospho-(1'-myo-inositol)
SynonymsPI(O-30:0); PI(O-18:0/12:0)
Exact Mass
768.5153 (neutral)    Calculate m/z:
FormulaC39H77O12P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoinositols [GP06]
Sub Class1-alkyl,2-acylglycerophosphoinositols [GP0602]
AbbrevPI O-30:0
Abbrev ChainsPI O-18:0/12:0
PubChem CID52928433
SWISSLIPIDS IDSLM:000053465
InChIKeyOONYYFUJSGUXAS-SFGAOWFVSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C39H77O12P/c1-3-5-7-9-11-13-14-15-16-17-18-19-21-23-25-27-29-48-30-32(50-33(40)28-26-24-22-20-12-10-8-6-4-2)31-49-52(46,47)51-39-37(44)35(42)34(41)36(43)38(39)45/h32,34-39,41-45H,3-31H2,1-2H3,(H,46,47)/t32-,34-,35-,36+,37-,38-,39-/m1/s1
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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)COCCCCCCCCCCCCCCCCCC
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StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms52Rings1Aromatic Rings0Rotatable Bonds36
 van der Waals
Molecular Volume
793.57Topological Polar
Surface Area
192.44Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
12
 logP10.45Molar
Refractivity
207.69    
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.