Structure Database (LMSD)

Common Name
N-octanoyl histidine
Systematic Name
N-octanoyl-histidine
Synonyms
LM ID
LMFA08020294
Formula
C14H23N3O3
Exact Mass
Calculate m/z
281.173942
Sum Composition
NAHis 8:0
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]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Legionella pneumophila (#446)
Gammaproteobacteria (#1236)
Acyl Histidines: New N-Acyl Amides from Legionella pneumophila.,
ChemBioChem, 2017
Pubmed ID: 28116768

String Representations

InChiKey (Click to copy)
GXEADBDXKQCWBQ-LBPRGKRZSA-N
InChi (Click to copy)
InChI=1S/C14H23N3O3/c1-2-3-4-5-6-7-13(18)17-12(14(19)20)8-11-9-15-10-16-11/h9-10,12H,2-8H2,1H3,(H,15,16)(H,17,18)(H,19,20)/t12-/m0/s1
SMILES (Click to copy)
C1(N=CNC=1)C[C@]([H])(NC(CCCCCCC)=O)C(=O)O

Other Databases

PubChem CID
22804202

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 1
Aromatic Rings 1
Rotatable Bonds 10
Van der Waals Molecular Volume 276.31
Topological Polar Surface Area 95.08
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 2.01
Molar Refractivity 75.68

Admin

Created at
16th Nov 2020
Updated at
19th Feb 2024