Structure database (LMSD)

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LM IDLMGP01012209
Common NamePC(20:4(8Z,11Z,14Z,17Z)/14:0)
Systematic Name1-(8Z,11Z,14Z,17Z-eicosatetraenoyl)-2-tetradecanoyl-sn-glycero-3-phosphocholine
SynonymsPC(34:4); PC(14:0_20:4)
Exact Mass
753.5309 (neutral)    Calculate m/z:
FormulaC42H76NO8P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphocholines [GP01]
Sub ClassDiacylglycerophosphocholines [GP0101]
AbbrevPC 34:4
Abbrev ChainsPC 14:0_20:4
PubChem CID53479057
HMDB IDHMDB0008459
YMDB IDYMDB02132
CHEBI ID88897
SWISSLIPIDS IDSLM:000011629
InChIKeyZSYMQFVRTIVMFA-JAHIUHDMSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C42H76NO8P/c1-6-8-10-12-14-16-18-19-20-21-22-23-25-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-24-17-15-13-11-9-7-2/h8,10,14,16,19-20,22-23,40H,6-7,9,11-13,15,17-18,21,24-39H2,1-5H3/b10-8-,16-14-,20-19-,23-22-/t40-/m1/s1
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SMILES
[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(OC(CCCCCCCCCCCCC)=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 Atoms52Rings0Aromatic Rings0Rotatable Bonds38
 van der Waals
Molecular Volume
820.47Topological Polar
Surface Area
111.19Hydrogen
Bond Donors
0Hydrogen
Bond Acceptors
9
 logP11.92Molar
Refractivity
215.20    
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.