Structure Database (LMSD)

Common Name
(S)-(-)-N-(alpha-methylbenzyl)-oleamide
Systematic Name
N-[(1S)-1-Phenylethyl]octadec-9Z-enamide
Synonyms
  • N-methyl-benzyloleamide
LM ID
LMFA08020388
Formula
C26H43NO
Exact Mass
Calculate m/z
385.334464
Sum Composition
NA 26:5
Status
Curated
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]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Tropaeolum tuberosum (#147035)
Magnoliopsida (#3398)
Anti-glycative and anti-inflammatory effects of macamides isolated from Tropaeolum tuberosum in skin cells.,
Nat Prod Res, 2021
Pubmed ID: 34935571

String Representations

InChiKey (Click to copy)
FJLUUWDWYAESOS-QROQDFCZSA-N
InChi (Click to copy)
InChI=1S/C26H43NO/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20-23-26(28)27-24(2)25-21-18-17-19-22-25/h10-11,17-19,21-22,24H,3-9,12-16,20,23H2,1-2H3,(H,27,28)/b11-10-/t24-/m0/s1
SMILES (Click to copy)
[C@H](C)(C1C=CC=CC=1)NC(CCCCCCC/C=C\CCCCCCCC)=O

Other Databases

PubChem CID
71588938

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 1
Aromatic Rings 1
Rotatable Bonds 17
Van der Waals Molecular Volume 441.69
Topological Polar Surface Area 29.10
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 7.90
Molar Refractivity 122.45

Admin

Created at
24th Dec 2021
Updated at
26th Dec 2021