Structure Database (LMSD)
Common Name
PC 16:0/22:6(4Z,7Z,10Z,13Z,15E,19Z)(17OH)
Systematic Name
1-hexadecanoyl-2-(17-hydroxy-4Z,7Z,10Z,13Z,15E,19Z-docosapentaenoyl)-sn-glycero-3-phosphocholine
Synonyms
- 16:0/17-HDHA PC
LM ID
LMGP20010061
Formula
Exact Mass
Calculate m/z
821.557071
Sum Composition
Status
Curated
3D model of PC 16:0/22:6(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)
IGZIGAFXARKBJV-UYIMAWGQSA-N
InChi (Click to copy)
InChI=1S/C46H80NO9P/c1-6-8-10-11-12-13-14-16-20-23-26-29-33-37-45(49)53-41-44(42-55-57(51,52)54-40-39-47(3,4)5)56-46(50)38-34-30-27-24-21-18-15-17-19-22-25-28-32-36-43(48)35-31-9-7-2/h9,17-19,21,25,27-28,30-32,36,43-44,48H,6-8,10-16,20,22-24,26,29,33-35,37-42H2,1-5H3/b19-17-,21-18-,28-25-,30-27-,31-9-,36-32+/t43?,44-/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(CCCCCCCCCCCCCCC)=O
Calculated Physicochemical Properties
Heavy Atoms
57
Rings
Aromatic Rings
Rotatable Bonds
40
Van der Waals Molecular Volume
893.18
Topological Polar Surface Area
131.42
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
10
logP
12.29
Molar Refractivity
235.38
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.