Structure Database (LMSD)

Common Name
N-(9,12-octadecadienoyl)-glutamic acid
Systematic Name
N-(9Z,12Z-octadecadienoyl)-glutamic acid
Synonyms
LM ID
LMFA08020217
Formula
C23H39NO5
Exact Mass
Calculate m/z
409.282824
Sum Composition
NAGlu 18:2
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]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Epirrita autumnata (#201501)
Insecta (#50557)
New fatty acid amides from regurgitant of Lepidopteran (Noctuidae, Geometridae) Caterpillars,
Tetrahedron, 1999

String Representations

InChiKey (Click to copy)
KUOWDMBZTRBDRI-GSNKCQISSA-N
InChi (Click to copy)
InChI=1S/C23H39NO5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(25)24-20(23(28)29)18-19-22(26)27/h6-7,9-10,20H,2-5,8,11-19H2,1H3,(H,24,25)(H,26,27)(H,28,29)/b7-6-,10-9-/t20-/m0/s1
SMILES (Click to copy)
[C@]([H])(NC(=O)CCCCCCC/C=C\C/C=C\CCCCC)(CCC(O)=O)C(O)=O

Other Databases

CHEBI ID
186733
PubChem CID
6444189

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 0
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 448.21
Topological Polar Surface Area 103.70
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 5.52
Molar Refractivity 116.31

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Created at
-
Updated at
19th Feb 2024