Structure Database (LMSD)
Common Name
PC 18:0/22:6(4Z,7Z,10Z,13Z,15E,19Z)(17OH)
Systematic Name
1-octadecanoyl-2-(17-hydroxy-4Z,7Z,10Z,13Z,15E,19Z-docosapentaenoyl)-sn-glycero-3-phosphocholine
Synonyms
- 18:0/17-HDHA PC
LM ID
LMGP20010060
Formula
Exact Mass
Calculate m/z
849.588371
Sum Composition
Status
Curated
3D model of PC 18:0/22:6(4Z,7Z,10Z,13Z,15E,19Z)(17OH)
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
References
Taxonomy Information
String Representations
InChiKey (Click to copy)
SKVKYYZSUDDRPE-AGUUKRICSA-N
InChi (Click to copy)
InChI=1S/C48H84NO9P/c1-6-8-10-11-12-13-14-15-16-19-22-25-28-31-35-39-47(51)55-43-46(44-57-59(53,54)56-42-41-49(3,4)5)58-48(52)40-36-32-29-26-23-20-17-18-21-24-27-30-34-38-45(50)37-33-9-7-2/h9,18,20-21,23,27,29-30,32-34,38,45-46,50H,6-8,10-17,19,22,24-26,28,31,35-37,39-44H2,1-5H3/b21-18-,23-20-,30-27-,32-29-,33-9-,38-34+/t45?,46-/m1/s1
SMILES (Click to copy)
[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(OC(CC/C=C\C/C=C\C/C=C\C/C=C\C=C\C(O)C/C=C\CC)=O)COC(CCCCCCCCCCCCCCCCC)=O
Calculated Physicochemical Properties
Heavy Atoms
59
Rings
Aromatic Rings
Rotatable Bonds
42
Van der Waals Molecular Volume
927.78
Topological Polar Surface Area
131.42
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
10
logP
13.07
Molar Refractivity
244.62
Admin
Created at
17th Jun 2025
Updated at
11th Nov 2025
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.
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.