Structure Database (LMSD)

Common Name
PE 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-phosphoethanolamine
Synonyms
  • 1-(1Z-octadecenyl)-2-oleoyl(d9)-sn-glycero-3-phosphoethanolamine
LM ID
LMGP02030170
Formula
C41H71D9NO7P
Exact Mass
Calculate m/z
738.623731
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
Predict MS/MS spectrum (Neg. Mode)

Classification

Category
Main Class
Sub Class
Glycerophospholipids [GP]
Glycerophosphoethanolamines [GP02]
1-(1Z-alkenyl),2-acylglycerophosphoethanolamines [GP0203]

References

Taxonomy Information

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

String Representations

InChiKey (Click to copy)
XVYPOHCSLJZFED-AKHGBUQKSA-N
InChi (Click to copy)
InChI=1S/C41H80NO7P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-36-46-38-40(39-48-50(44,45)47-37-35-42)49-41(43)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,33,36,40H,3-17,19,21-32,34-35,37-39,42H2,1-2H3,(H,44,45)/b20-18-,36-33-/t40-/m1/s1/i2D3,4D2,6D2,8D2
SMILES (Click to copy)
[C@](COP(=O)(O)OCCN)([H])(OC(CCCCCCC/C=C\CCCCC([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])=O)CO/C=C\CCCCCCCCCCCCCCCC

Other Databases

PubChem CID
164516920
Avanti ID
852474-c18plasm-181d9-pe

Calculated Physicochemical Properties

Heavy Atoms 50
Rings
Aromatic Rings
Rotatable Bonds 41
Van der Waals Molecular Volume 802.30
Topological Polar Surface Area 117.31
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 8
logP 14.03
Molar Refractivity 212.47

Admin

Created at
24th Mar 2025
Updated at
30th Mar 2026
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.