Structure Database (LMSD)

Common Name
N-(3-oxododecanoyl) homoserine lactone
Systematic Name
N-(3-oxododecanoyl) homoserine lactone
Synonyms
LM ID
LMFA08030001
Status
Active
Exact Mass
Calculate m/z
297.194009
Formula
C16H27NO4
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

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]

String Representations

InChiKey (Click to copy)
PHSRRHGYXQCRPU-AWEZNQCLSA-N
InChi (Click to copy)
InChI=1S/C16H27NO4/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20/h14H,2-12H2,1H3,(H,17,19)/t14-/m0/s1
SMILES (Click to copy)
N([C@H]1CCOC1=O)C(CC(=O)CCCCCCCCC)=O

References

Reference
Structure of the autoinducer required for expression of Pseudomonas aeruginosa virulence genes
Proc Natl Acad Sci U S A. 1994
10.1073/pnas.91.1.197
8278364

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pseudomonas aeruginosa (#287)
Gammaproteobacteria (#1236)
Structure of the autoinducer required for expression of Pseudomonas aeruginosa virulence genes,
Proc Natl Acad Sci U S A., 1994
Pubmed ID: 8278364

Other Databases

CHEBI ID
44534
PubChem CID
3246941
Cayman ID
10007895

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 1
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 311.24
Topological Polar Surface Area 74.54
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 3.09
Molar Refractivity 80.74

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Created at
-
Updated at
17th Nov 2020