Structure database (LMSD)

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LM IDLMGP06010767
Common NamePI(22:4(7Z,10Z,13Z,16Z)/18:0)
Systematic Name1-(7Z,10Z,13Z,16Z-docosatetraenoyl)-2-octadecanoyl-glycero-3-phospho-(1'-myo-
inositol)
SynonymsPI(40:4); PI(18:0_22:4)
Exact Mass
914.5884 (neutral)    Calculate m/z:
FormulaC49H87O13P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphoinositols [GP06]
Sub ClassDiacylglycerophosphoinositols [GP0601]
AbbrevPI 40:4
Abbrev ChainsPI 18:0_22:4
PubChem CID52928220
HMDB IDHMDB0009915
CHEBI ID89304
SWISSLIPIDS IDSLM:000017846
InChIKeyCRHVNDIIVMMHRQ-CJXRWIEJSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C49H87O13P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-25-27-29-31-33-35-37-42(50)59-39-41(40-60-63(57,58)62-49-47(55)45(53)44(52)46(54)48(49)56)61-43(51)38-36-34-32-30-28-26-23-18-16-14-12-10-8-6-4-2/h11,13,17,19,21-22,25,27,41,44-49,52-56H,3-10,12,14-16,18,20,23-24,26,28-40H2,1-2H3,(H,57,58)/b13-11-,19-17-,22-21-,27-25-/t41-,44?,45-,46?,47?,48?,49-/m1/s1
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SMILES
[C@]([H])(OC(CCCCCCCCCCCCCCCCC)=O)(COP(=O)(O)O[C@@H]1C(O)[C@H](O)C(O)C(O)C1O)COC(CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O
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StatusActive (generated by computational methods)
Calculated physicochemical properties (?):
 Heavy Atoms63Rings1Aromatic Rings0Rotatable Bonds42
 van der Waals
Molecular Volume
962.16Topological Polar
Surface Area
209.51Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
13
 logP12.69Molar
Refractivity
253.13    
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.