Structure Database (LMSD)

Common Name
N-(3-oxo-tetradecanoyl)-homoserine lactone
Systematic Name
N-(3-oxo-tetradecanoyl)-homoserine lactone
Synonyms
  • 3O-C14-HSL
LM ID
LMFA08030015
Formula
C18H31NO4
Exact Mass
Calculate m/z
325.225309
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
Fatty acyl homoserine lactones [FA0803]
Fatty Acids and Conjugates [FA01]
Oxo fatty acids [FA0106]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sinorhizobium meliloti (#382)
Alphaproteobacteria (#28211)
Characterization of the Sinorhizobium meliloti sinR/sinI locus and the production of novel N-acyl homoserine lactones.,
J Bacteriol, 2002
Pubmed ID: 12270827

String Representations

InChiKey (Click to copy)
YQFJJDSGBAAUPW-INIZCTEOSA-N
InChi (Click to copy)
InChI=1S/C18H31NO4/c1-2-3-4-5-6-7-8-9-10-11-15(20)14-17(21)19-16-12-13-23-18(16)22/h16H,2-14H2,1H3,(H,19,21)/t16-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)CC(=O)CCCCCCCCCCC

Other Databases

CHEBI ID
84459
PubChem CID
9883786
Cayman ID
13063
PDB ID
K4G

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 345.84
Topological Polar Surface Area 74.54
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 3.87
Molar Refractivity 89.98

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Created at
-
Updated at
6th Feb 2021