LIPID MAPS

Structure Database (LMSD)

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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

Main

Classification

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

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

DOI: 10.1016/S0040-4020(99)00639-0

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

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Created at

Updated at

19th Feb 2024