Structure Database (LMSD)

Common Name
N-docosahexaenoyl histidine
Systematic Name
N-(4Z,7Z,10Z,12E,16Z,19Z-docosahexaenoyl)-histidine
Synonyms
LM ID
LMFA08020134
Formula
C28H39N3O3
Exact Mass
Calculate m/z
465.299142
Sum Composition
NAHis 22:6
Status
Curated
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
Rattus norvegicus (#10116)
Mammalia (#40674)
Identification of endogenous acyl amino acids based on a targeted lipidomics approach.,
J Lipid Res, 2010
Pubmed ID: 19584404

String Representations

InChiKey (Click to copy)
CSYKKUPVQHFOBC-FJXNLOIUSA-N
InChi (Click to copy)
InChI=1S/C28H39N3O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-27(32)31-26(28(33)34)22-25-23-29-24-30-25/h3-4,6-7,9-10,12-13,15-16,18-19,23-24,26H,2,5,8,11,14,17,20-22H2,1H3,(H,29,30)(H,31,32)(H,33,34)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-/t26-/m0/s1
SMILES (Click to copy)
C1(N=CNC=1)C[C@]([H])(NC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O)C(=O)O

Other Databases

CHEBI ID
165535
PubChem CID
52922078

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 1
Aromatic Rings 1
Rotatable Bonds 18
Van der Waals Molecular Volume 502.67
Topological Polar Surface Area 95.08
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 6.13
Molar Refractivity 139.75

Admin

Created at
-
Updated at
20th Feb 2024