Structure Database (LMSD)

Common Name
Am-LPE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0)
Systematic Name
N-(1-deoxyfructosyl)-1-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoethanolamine
Synonyms
  • Amadori-LPE 22:6/0:0
LM ID
LMGP21050003
Status
Active
Exact Mass
Calculate m/z
687.338367
Formula
Abbrev
Abbrev Chains
Am-Hex-LPE 22:6


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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)
AKXNPTXZQGVZOD-YCRCIVEVSA-N
InChi (Click to copy)
InChI=1S/C33H54NO12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-30(37)43-24-28(35)25-46-47(41,42)45-23-22-34-27-33(40)32(39)31(38)29(36)26-44-33/h3-4,6-7,9-10,12-13,15-16,18-19,28-29,31-32,34-36,38-40H,2,5,8,11,14,17,20-27H2,1H3,(H,41,42)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-/t28-,29-,31-,32+,33-/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])(O)COC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O

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

Calculated Physicochemical Properties

Heavy Atoms 47
Rings 1
Aromatic Rings
Rotatable Bonds 26
Van der Waals Molecular Volume 684.93
Topological Polar Surface Area 206.54
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 13
logP 6.20
Molar Refractivity 183.30

Admin

Created at
11th Aug 2021
Updated at
11th Aug 2021
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.