Structure Database (LMSD)

Common Name
N-arachidonoyl L-serine
Systematic Name
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serine
Synonyms
  • EMA-6
  • Elmiric acid
LM ID
LMFA08020073
Formula
C23H37NO4
Exact Mass
Calculate m/z
391.272259
Sum Composition
NASer 20:4
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]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Targeted lipidomics approach for endogenous N-acyl amino acids in rat brain tissue.,
J Chromatogr B Analyt Technol Biomed Life Sci, 2009
Pubmed ID: 19168403

String Representations

InChiKey (Click to copy)
FQUVPTVNRMUOPO-UPQKDGGNSA-N
InChi (Click to copy)
InChI=1S/C23H37NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(26)24-21(20-25)23(27)28/h6-7,9-10,12-13,15-16,21,25H,2-5,8,11,14,17-20H2,1H3,(H,24,26)(H,27,28)/b7-6-,10-9-,13-12-,16-15-/t21-/m0/s1
SMILES (Click to copy)
C([C@H](CO)NC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)(=O)O

Other Databases

CHEBI ID
143514
PubChem CID
10596625

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 436.78
Topological Polar Surface Area 86.63
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 5.26
Molar Refractivity 116.06

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Created at
-
Updated at
19th Feb 2024