Structure Database (LMSD)

Common Name
Am-PE(O-18:0/18:2(9Z,12Z))
Systematic Name
N-(1-deoxyfructosyl)-1-octadecyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamine
Synonyms
  • Amadori-PE O-18:0/18:2
LM ID
LMGP21020004
Formula
Exact Mass
Calculate m/z
891.620067
Sum Composition
Abbrev Chains
Am-Hex-PE O-18:0/18:2
Status
Active

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Comprehensive Identification of Amadori Compound-Modified Phosphatidylethanolamines in Human Plasma.,
Chem Res Toxicol, 2019
Pubmed ID: 31188577

String Representations

InChiKey (Click to copy)
VCJGCBRHYKZENW-FJLSSOIOSA-N
InChi (Click to copy)
InChI=1S/C47H90NO12P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-36-56-38-42(60-44(50)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)39-59-61(54,55)58-37-35-48-41-47(53)46(52)45(51)43(49)40-57-47/h12,14,18,20,42-43,45-46,48-49,51-53H,3-11,13,15-17,19,21-41H2,1-2H3,(H,54,55)/b14-12-,20-18-/t42-,43-,45-,46+,47-/m1/s1
SMILES (Click to copy)
[C@](COP(=O)(O)OCCNC[C@@]1(O)OC[C@@H](O)[C@@H](O)[C@@H]1O)([H])(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COCCCCCCCCCCCCCCCCCC

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 61
Rings 1
Aromatic Rings
Rotatable Bonds 44
Van der Waals Molecular Volume 937.69
Topological Polar Surface Area 195.54
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 13
logP 13.11
Molar Refractivity 248.98

Admin

Created at
11th Aug 2021
Updated at
25th Apr 2022
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.