Structure Database (LMSD)

Common Name
N-(3-hydroxy-heptanoyl)-homoserine lactone
Systematic Name
N-(3-hydroxy-heptanoyl)-homoserine lactone
Synonyms
  • 3-hydroxy-C7-HSL
  • 3OH-C7-HSL
LM ID
LMFA08030034
Formula
C11H19NO4
Exact Mass
Calculate m/z
229.131409
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]

References

Reference
Synthesis of N-Acyl Homoserine Lactone Analogues Reveals Strong Activators of SdiA, the Salmonella enterica Serovar Typhimurium LuxR Homologue. Joost C. A. Janssens, Kristine Metzger, Ruth Daniels, Dave Ptacek, Tine Verhoeven, Lothar W. Habel, Jos Vanderleyden, Dirk E. De Vos and Sigrid C. J. De Keersmaecker. Applied and Environmental Microbiology. Volume 73. No. 2, 2007, p. 535–544. doi:10.1128/AEM.01451-06
https://aem.asm.org/content/73/2/535.long

String Representations

InChiKey (Click to copy)
HKTRVVRDLKOZKT-GKAPJAKFSA-N
InChi (Click to copy)
InChI=1S/C11H19NO4/c1-2-3-4-8(13)7-10(14)12-9-5-6-16-11(9)15/h8-9,13H,2-7H2,1H3,(H,12,14)/t8?,9-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)CC(O)CCCC

Other Databases

PubChem CID
101683572

Calculated Physicochemical Properties

Heavy Atoms 16
Rings 1
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 227.38
Topological Polar Surface Area 77.70
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 1.22
Molar Refractivity 59.17

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Created at
2nd Jul 2019
Updated at
2nd Jul 2019