Structure Database (LMSD)

Common Name
Volicitin
Systematic Name
N-(17-hydroxy-9Z,12Z,15Z-octadecatrienoyl) glutamine
Synonyms
  • N-(17-hydroxylinolenoyl)-L-glutamine
LM ID
LMFA08020212
Formula
C23H38N2O5
Exact Mass
Calculate m/z
422.278073
Sum Composition
NAGln 18:3;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 amino acids [FA0805]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]
Amino fatty acids [FA0110]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Spodoptera frugiperda (#7108)
Insecta (#50557)
New fatty acid amides from regurgitant of Lepidopteran (Noctuidae, Geometridae) Caterpillars,
Tetrahedron, 1999

String Representations

InChiKey (Click to copy)
YDUZXFXPORORCL-RXMDRCAOSA-N
InChi (Click to copy)
InChI=1S/C23H38N2O5/c1-19(26)15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-22(28)25-20(23(29)30)17-18-21(24)27/h2-3,7,9,13,15,19-20,26H,4-6,8,10-12,14,16-18H2,1H3,(H2,24,27)(H,25,28)(H,29,30)/b3-2-,9-7-,15-13-/t19?,20-/m0/s1
SMILES (Click to copy)
[C@]([H])(NC(=O)CCCCCCC/C=C\C/C=C\C/C=C\C(O)C)(CCC(N)=O)C(O)=O

Other Databases

PubChem CID
10960832

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 456.57
Topological Polar Surface Area 129.72
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 3.95
Molar Refractivity 119.67

Admin

Created at
-
Updated at
19th Feb 2024