Structure Database (LMSD)

Common Name
Macamide
Systematic Name
N-(5-oxo-6E,8E-octadecadienoyl) benzylamine
Synonyms
  • N-benzyl-5-oxo-6E,8E-octadecadienamide
LM ID
LMFA08020160
Formula
C25H37NO2
Exact Mass
Calculate m/z
383.282429
Sum Composition
NA 25:7;O
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]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Oxo fatty acids [FA0106]
Carbocyclic fatty acids [FA0114]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Lepidium meyenii (#153348)
Magnoliopsida (#3398)
Constituents of Lepidium meyenii 'maca'.,
Phytochemistry, 2002
Pubmed ID: 11754952

String Representations

InChiKey (Click to copy)
DKMGVACNAAKVRR-MRBSYODNSA-N
InChi (Click to copy)
InChI=1S/C25H37NO2/c1-2-3-4-5-6-7-8-9-10-11-15-19-24(27)20-16-21-25(28)26-22-23-17-13-12-14-18-23/h10-15,17-19H,2-9,16,20-22H2,1H3,(H,26,28)/b11-10+,19-15+
SMILES (Click to copy)
C(C1C=CC=CC=1)NC(CCCC(=O)/C=C/C=C/CCCCCCCCC)=O

Other Databases

PubChem CID
71770342

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 1
Aromatic Rings 1
Rotatable Bonds 16
Van der Waals Molecular Volume 427.90
Topological Polar Surface Area 46.17
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 6.30
Molar Refractivity 118.04

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Created at
-
Updated at
16th Dec 2020