Structure Database (LMSD)

Common Name
N-docosahexaenoyl glutamine
Systematic Name
N-(4Z,7Z,10Z,12E,16Z,19Z-docosahexaenoyl)-glutamine
Synonyms
LM ID
LMFA08020129
Formula
C27H40N2O4
Exact Mass
Calculate m/z
456.298808
Sum Composition
NAGln 22:6
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amino acids [FA0805]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Amino fatty acids [FA0110]

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

String Representations

InChiKey (Click to copy)
WBPJNGNLQDHVDT-PJEZTNATSA-N
InChi (Click to copy)
InChI=1S/C27H40N2O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-26(31)29-24(27(32)33)22-23-25(28)30/h3-4,6-7,9-10,12-13,15-16,18-19,24H,2,5,8,11,14,17,20-23H2,1H3,(H2,28,30)(H,29,31)(H,32,33)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-/t24-/m0/s1
SMILES (Click to copy)
NC(=O)CC[C@]([H])(NC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O)C(=O)O

Other Databases

CHEBI ID
165534
PubChem CID
52922073

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 0
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 509.06
Topological Polar Surface Area 109.49
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.59
Molar Refractivity 135.96

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Created at
-
Updated at
19th Feb 2024