Structure Database (LMSD)

Common Name
PC(P-18:0/18:1(9Z))-d9
Systematic Name
1-(1Z-octadecenyl)-2-(9Z-octadecenoyl-15,15,16,16,17,17,18,18,18-d9)-sn-glycero-3-phosphocholine
Synonyms
  • 1-(1Z-octadecenyl)-2-oleoyl(d9)-sn-glycero-3-phosphocholine
LM ID
LMGP01030169
Formula
Exact Mass
Calculate m/z
779.664405
Status
Curated

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Synthetic deuterated standard

String Representations

InChiKey (Click to copy)
DSWOVBIRJNAJAF-KRPAZUIFSA-N
InChi (Click to copy)
InChI=1S/C44H86NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-41-43(42-51-53(47,48)50-40-38-45(3,4)5)52-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h21,23,36,39,43H,6-20,22,24-35,37-38,40-42H2,1-5H3/b23-21-,39-36-/t43-/m1/s1/i2D3,7D2,9D2,11D/t11?,43-
SMILES (Click to copy)
[C@](COP(=O)([O-])OCC[N+](C)(C)C)([H])(OC(CCCCCCC/C=C\CCCCC([H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])=O)CO/C=C\CCCCCCCCCCCCCCCC

Other Databases

Avanti ID

Calculated Physicochemical Properties

Heavy Atoms 53
Rings
Aromatic Rings
Rotatable Bonds 42
Van der Waals Molecular Volume 854.20
Topological Polar Surface Area 94.12
Hydrogen Bond Donors
Hydrogen Bond Acceptors 8
logP 13.97
Molar Refractivity 224.23

Admin

Created at
24th Mar 2025
Updated at
24th Mar 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.