Structure Database (LMSD)

Common Name
N-heptanoyl-homoserine lactone
Systematic Name
N-heptanoyl-homoserine lactone
Synonyms
  • N-Heptanoylhomoserine lactone
LM ID
LMFA08030006
Formula
Exact Mass
Calculate m/z
213.136494
Status
Curated



Classification

Biological Context

N-heptanoyl-L-Homoserine lactone is a small diffusible signaling molecule involved in quorum sensing, thereby controlling gene expression and affecting cellular metabolism.1,2 The diverse applications of this molecule include regulation of virulence, infection prevention, and septicemia in fish.3

This information has been provided by Cayman Chemical

References

2. Barnard, A.M.L., and Salmond, G.P.C. Quorum sensing: The complexities of chemical communication between bacteria. Complexus 5(2), 87-101 (2004).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rhizobium leguminosarum (#384)
Alphaproteobacteria (#28211)
Aryl-homoserine lactone quorum sensing in stem-nodulating photosynthetic bradyrhizobia,
Proc Natl Acad Sci U S A, 2019
Pubmed ID: 10931307

String Representations

InChiKey (Click to copy)
FTMZLSDESAOPSZ-VIFPVBQESA-N
InChi (Click to copy)
InChI=1S/C11H19NO3/c1-2-3-4-5-6-10(13)12-9-7-8-15-11(9)14/h9H,2-8H2,1H3,(H,12,13)/t9-/m0/s1
SMILES (Click to copy)
[C@H]1(C(OCC1)=O)NC(=O)CCCCCC

Other Databases

KEGG ID
CHEBI ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 15
Rings 1
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 218.59
Topological Polar Surface Area 57.47
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 1.96
Molar Refractivity 57.27

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Updated at
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