LIPID MAPS

Structure Database (LMSD)

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Common Name

N-arachidonoyl glutamine

Systematic Name

N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glutamine

Synonyms

LM ID

LMFA08020126

Formula

C₂₅H₄₀N₂O₄

Exact Mass

Calculate m/z

432.298808

Sum Composition

NAGlu 20:4

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Rattus norvegicus (#10116)

Mammalia (#40674)

Identification of endogenous acyl amino acids based on a targeted lipidomics approach.,
J Lipid Res, 2010

Pubmed ID: 19584404

DOI: 10.1194/jlr.M900198-JLR200

String Representations

InChiKey (Click to copy)

XNAYJICFDMIWEO-HUDVFFLJSA-N

InChi (Click to copy)

InChI=1S/C25H40N2O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24(29)27-22(25(30)31)20-21-23(26)28/h6-7,9-10,12-13,15-16,22H,2-5,8,11,14,17-21H2,1H3,(H2,26,28)(H,27,29)(H,30,31)/b7-6-,10-9-,13-12-,16-15-/t22-/m0/s1

SMILES (Click to copy)

NC(=O)CC[C@]([H])(NC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)C(=O)O

Other Databases

CHEBI ID

165530

PubChem CID

52922070

Calculated Physicochemical Properties

Heavy Atoms 31

Rings 0

Aromatic Rings 0

Rotatable Bonds 19

Van der Waals Molecular Volume 479.74

Topological Polar Surface Area 109.49

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 4

logP 5.25

Molar Refractivity 126.91

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Created at

Updated at

19th Feb 2024