Structure Database (LMSD)

Common Name
PE 19:0/0:0-d5
Systematic Name
1-nonadecanoyl-sn-glycero-3-phosphoethanolamine-1,1,2,3,3-d5
Synonyms
  • 1-nonadecanoyl-2-hydroxy-sn-glycero(d5)-3-phosphoethanolamine
LM ID
LMGP02050077
Formula
C24H45D5NO7P
Exact Mass
Calculate m/z
500.363874
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]
Monoacylglycerophosphoethanolamines [GP0205]

References

Taxonomy Information

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

String Representations

InChiKey (Click to copy)
GEWUBFCXNZWHKH-GWRKHGKMSA-N
InChi (Click to copy)
InChI=1S/C24H50NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25/h23,26H,2-22,25H2,1H3,(H,28,29)/t23-/m1/s1/i21D2,22D2,23D
SMILES (Click to copy)
[C@](C([2H])([2H])OP(=O)(O)OCCN)([2H])(O)C([2H])([2H])OC(CCCCCCCCCCCCCCCCCC)=O

Other Databases

PubChem CID
146171604
Avanti ID
856716-190-lyso-pe-d5

Calculated Physicochemical Properties

Heavy Atoms 33
Rings
Aromatic Rings
Rotatable Bonds 26
Van der Waals Molecular Volume 513.48
Topological Polar Surface Area 128.31
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 7.23
Molar Refractivity 134.25

Admin

Created at
20th Mar 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.