Structure Database (LMSD)

Common Name
N-(3S,4S-methylene-decanoyl) histidine
Systematic Name
N-(3S,4S-methylene-decanoyl)-histidine
Synonyms
LM ID
LMFA08020296
Formula
C17H27N3O3
Exact Mass
Calculate m/z
321.205242
Sum Composition
NAHis 11:1
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]
Carbocyclic fatty acids [FA0114]

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)
ARKYDJFQKOJDSU-YDHLFZDLSA-N
InChi (Click to copy)
InChI=1S/C17H27N3O3/c1-2-3-4-5-6-12-7-13(12)8-16(21)20-15(17(22)23)9-14-10-18-11-19-14/h10-13,15H,2-9H2,1H3,(H,18,19)(H,20,21)(H,22,23)/t12-,13-,15-/m0/s1
SMILES (Click to copy)
C1(N=CNC=1)C[C@]([H])(NC(C[C@]1([H])C[C@]1([H])CCCCCC)=O)C(=O)O

Other Databases

PubChem CID
171120637

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 2
Aromatic Rings 1
Rotatable Bonds 11
Van der Waals Molecular Volume 315.85
Topological Polar Surface Area 95.08
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 2.65
Molar Refractivity 87.28

Admin

Created at
16th Nov 2020
Updated at
20th Feb 2024