Structure database (LMSD)

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LM IDLMGP01012212
Common NamePC(20:4(8Z,11Z,14Z,17Z)/18:2(9Z,12Z))
Systematic Name1-(8Z,11Z,14Z,17Z-eicosatetraenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-
phosphocholine
SynonymsPC(38:6); PC(18:2_20:4)
Exact Mass
805.5622 (neutral)    Calculate m/z:
FormulaC46H80NO8P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphocholines [GP01]
Sub ClassDiacylglycerophosphocholines [GP0101]
AbbrevPC 38:6
Abbrev ChainsPC 18:2_20:4
PubChem CID53479073
HMDB IDHMDB0008467
YMDB IDYMDB02135
CHEBI ID88915
SWISSLIPIDS IDSLM:000011607
InChIKeyCEJUIQBITPKHHY-OWEZASBCSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-26-28-30-32-34-36-38-45(48)52-42-44(43-54-56(50,51)53-41-40-47(3,4)5)55-46(49)39-37-35-33-31-29-27-24-21-19-17-15-13-11-9-7-2/h8,10,14-17,20-22,24-26,44H,6-7,9,11-13,18-19,23,27-43H2,1-5H3/b10-8-,16-14-,17-15-,22-20-,24-21-,26-25-/t44-/m1/s1
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SMILES
[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COC(CCCCCC/C=C\C/C=C\C/C=C\C/C=C\CC)=O
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StatusActive
CommentsYeast Metabolome Database (http://www.ymdb.ca)
Calculated physicochemical properties (?):
 Heavy Atoms56Rings0Aromatic Rings0Rotatable Bonds40
 van der Waals
Molecular Volume
884.39Topological Polar
Surface Area
111.19Hydrogen
Bond Donors
0Hydrogen
Bond Acceptors
9
 logP13.03Molar
Refractivity
233.48    
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.