Structure database (LMSD)

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LM IDLMGP01050138
Common NamePC(18:1(11Z)/0:0)
Systematic Name1-(11Z-octadecadienoyl)-sn-glycero-3-phosphocholine
SynonymsLPC(18:1)
Exact Mass
521.3481 (neutral)    Calculate m/z:
FormulaC26H52NO7P
CategoryGlycerophospholipids [GP]
Main ClassGlycerophosphocholines [GP01]
Sub ClassMonoacylglycerophosphocholines [GP0105]
AbbrevLPC 18:1
Abbrev ChainsLPC 18:1
PubChem CID53480465
KEGG IDC04230
HMDB IDHMDB0010385
CHEBI ID86255
SWISSLIPIDS IDSLM:000020711
InChIKeyPZRFVAHZNWPPAC-VBKSFVIKSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C26H52NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h10-11,25,28H,5-9,12-24H2,1-4H3/b11-10-/t25-/m1/s1
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SMILES
C(OP(OCC[N+](C)(C)C)(=O)[O-])[C@@](O)([H])COC(=O)CCCCCCCCC/C=C\CCCCCC
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms35Rings0Aromatic Rings0Rotatable Bonds25
 van der Waals
Molecular Volume
545.44Topological Polar
Surface Area
105.12Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
8
 logP6.56Molar
Refractivity
141.30    
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.