LIPID MAPS

Structure Database (LMSD)

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Common Name

N-octanoyl-homoserine lactone

Systematic Name

N-octanoyl-homoserine lactone

Synonyms

C8-HSL

LM ID

LMFA08030035

Formula

C₁₂H₂₁NO₃

Exact Mass

Calculate m/z

227.152144

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

synthetic construct (#32630)

Synthesis of N-acyl homoserine lactone analogues reveals strong activators of SdiA, the Salmonella enterica serovar Typhimurium LuxR homologue,
Appl Environ Microbiol, 2007

Pubmed ID: 17085703

DOI: 10.1128/AEM.01451-06

String Representations

InChiKey (Click to copy)

JKEJEOJPJVRHMQ-JTQLQIEISA-N

InChi (Click to copy)

InChI=1S/C12H21NO3/c1-2-3-4-5-6-7-11(14)13-10-8-9-16-12(10)15/h10H,2-9H2,1H3,(H,13,14)/t10-/m0/s1

SMILES (Click to copy)

[C@@H]1(CCOC1=O)NC(=O)CCCCCCC

Other Databases

CHEBI ID

195581

PubChem CID

6914579

Cayman ID

10011199

PDB ID

HTF

GuidePharm ID

12447

Calculated Physicochemical Properties

Heavy Atoms 16

Rings 1

Aromatic Rings 0

Rotatable Bonds 7

Van der Waals Molecular Volume 235.89

Topological Polar Surface Area 57.47

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 4

logP 2.35

Molar Refractivity 61.88

Admin

Created at

2nd Jul 2019

Updated at