Structure database (LMSD)

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LM IDLMGP20010005
Common NamePC(16:0/5:0(CHO))
Systematic Name1-hexadecanoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphocholine
Synonyms1-Palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine; POVPC
Exact Mass
593.3693 (neutral)    Calculate m/z:
FormulaC29H56NO9P
CategoryGlycerophospholipids [GP]
Main ClassOxidized glycerophospholipids [GP20]
Sub ClassOxidized glycerophosphocholines [GP2001]
AbbrevPC 21:1;O
PubChem CID23557187
CHEBI ID77890
CAYMAN ID10031
InChIKeyRKIDALSACBQVTN-HHHXNRCGSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C29H56NO9P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-20-28(32)36-25-27(39-29(33)21-18-19-23-31)26-38-40(34,35)37-24-22-30(2,3)4/h23,27H,5-22,24-26H2,1-4H3/t27-/m1/s1
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SMILES
[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(OC(CCCC([H])=O)=O)COC(CCCCCCCCCCCCCCC)=O
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms40Rings0Aromatic Rings0Rotatable Bonds30
 van der Waals
Molecular Volume
612.28Topological Polar
Surface Area
128.26Hydrogen
Bond Donors
0Hydrogen
Bond Acceptors
10
 logP6.93Molar
Refractivity
155.95    
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.