Structure Database (LMSD)

Common Name
N-benzyl docosahexaenamide
Systematic Name
N-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl) benzylamine
Synonyms
  • macamide, NB-DHA
LM ID
LMFA08020335
Formula
C29H39NO
Exact Mass
Calculate m/z
417.303164
Sum Composition
NA 29:10
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Lepidium meyenii (#153348)
Magnoliopsida (#3398)
A newly identified polyunsaturated macamide alleviates dextran sulfate sodium-induced colitis in mice.,
Fitoterapia, 2021
Pubmed ID: 33945874

String Representations

InChiKey (Click to copy)
QGOQGFAWRREGIL-KUBAVDMBSA-N
InChi (Click to copy)
InChI=1S/C29H39NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23-26-29(31)30-27-28-24-21-20-22-25-28/h3-4,6-7,9-10,12-13,15-16,18-22,24-25H,2,5,8,11,14,17,23,26-27H2,1H3,(H,30,31)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-
SMILES (Click to copy)
C(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)(=O)NCC1=CC=CC=C1

Other Databases

PubChem CID
90008837

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 1
Aromatic Rings 1
Rotatable Bonds 16
Van der Waals Molecular Volume 480.39
Topological Polar Surface Area 29.10
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 7.78
Molar Refractivity 135.74

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Created at
11th May 2021
Updated at
11th May 2021