LIPID MAPS

Structure Database (LMSD)

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Common Name

N-arachidonoyl histidine

Systematic Name

N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-histidine

Synonyms

LM ID

LMFA08020131

Formula

C₂₆H₃₉N₃O₃

Exact Mass

Calculate m/z

441.299142

Sum Composition

NAHis 20:4

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Rattus norvegicus (#10116)

Mammalia (#40674)

Identification of endogenous acyl amino acids based on a targeted lipidomics approach.,
J Lipid Res, 2010

Pubmed ID: 19584404

DOI: 10.1194/jlr.M900198-JLR200

String Representations

InChiKey (Click to copy)

ABUCWBYLNFOFEI-UGLSNKNVSA-N

InChi (Click to copy)

InChI=1S/C26H39N3O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(30)29-24(26(31)32)20-23-21-27-22-28-23/h6-7,9-10,12-13,15-16,21-22,24H,2-5,8,11,14,17-20H2,1H3,(H,27,28)(H,29,30)(H,31,32)/b7-6-,10-9-,13-12-,16-15-/t24-/m0/s1

SMILES (Click to copy)

C1(N=CNC=1)C[C@]([H])(NC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)C(=O)O

Other Databases

CHEBI ID

165531

PubChem CID

52922075

Calculated Physicochemical Properties

Heavy Atoms 32

Rings 1

Aromatic Rings 1

Rotatable Bonds 18

Van der Waals Molecular Volume 473.35

Topological Polar Surface Area 95.08

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 6

logP 5.80

Molar Refractivity 130.71

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Created at

Updated at

20th Feb 2024