Structure Database (LMSD)

Common Name
PE 17:0/16:1(9Z)-d5
Systematic Name
1-heptadecanoyl-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphoethanolamine-1,1,2,3,3-d5
Synonyms
  • 1-heptadecanoyl-2-palmitoleoyl-sn-glycero(d5)-3-phosphoethanolamine
LM ID
LMGP02011282
Formula
C38H69D5NO8P
Exact Mass
Calculate m/z
708.546589
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]
Diacylglycerophosphoethanolamines [GP0201]

References

Taxonomy Information

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

String Representations

InChiKey (Click to copy)
HPHKBIBKNIIZJX-QTIFFFLQSA-N
InChi (Click to copy)
InChI=1S/C38H74NO8P/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-37(40)44-34-36(35-46-48(42,43)45-33-32-39)47-38(41)31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h14,16,36H,3-13,15,17-35,39H2,1-2H3,(H,42,43)/b16-14-/t36-/m1/s1/i34D2,35D2,36D
SMILES (Click to copy)
[C@](C([2H])([2H])OP(=O)(O)OCCN)([2H])(OC(CCCCCCC/C=C\CCCCCC)=O)C([2H])([2H])OC(CCCCCCCCCCCCCCCC)=O

Other Databases

PubChem CID
164516926
Avanti ID
856720-170-161-pe-d5

Calculated Physicochemical Properties

Heavy Atoms 48
Rings
Aromatic Rings
Rotatable Bonds 39
Van der Waals Molecular Volume 759.19
Topological Polar Surface Area 134.38
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 9
logP 12.26
Molar Refractivity 199.10

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.