Structure database (LMSD)

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LM IDLMGP06010318
Common NamePI(18:2(9Z,12Z)/18:1(9Z))
Systematic Name1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-glycero-3-phospho-(1'-myo-
inositol)
SynonymsPI(36:3); PI(18:1_18:2)
Exact Mass
860.5415 (neutral)    Calculate m/z:
FormulaC45H81O13P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoinositols [GP06]
Sub ClassDiacylglycerophosphoinositols [GP0601]
AbbrevPI 36:3
Abbrev ChainsPI 18:1_18:2
PubChem CID52927771
HMDB IDHMDB0009849
CHEBI ID88633
SWISSLIPIDS IDSLM:000018621
InChIKeyFZEAVXFBDFDVTA-WVTRDIJZSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C45H81O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11,13,17-20,37,40-45,48-52H,3-10,12,14-16,21-36H2,1-2H3,(H,53,54)/b13-11-,19-17-,20-18-/t37-,40?,41-,42?,43?,44?,45-/m1/s1
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SMILES
[C@]([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)(COP(=O)(O)O[C@@H]1C(O)[C@H](O)C(O)C(O)C1O)COC(CCCCCCC/C=C\C/C=C\CCCCC)=O
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StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms59Rings1Aromatic Rings0Rotatable Bonds39
 van der Waals
Molecular Volume
895.60Topological Polar
Surface Area
209.51Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
13
 logP11.36Molar
Refractivity
234.76    
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.