Structure Database (LMSD)

Common Name
N-(3-hydroxy-dodecanoyl)-homoserine lactone
Systematic Name
N-(3-hydroxy-dodecanoyl)-homoserine lactone
Synonyms
  • 3OH-C12-HSL
LM ID
LMFA08030013
Formula
C16H29NO4
Exact Mass
Calculate m/z
299.209659
Status
Active
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]
Hydroxy fatty acids [FA0105]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cereibacter sphaeroides (#1063)
Alphaproteobacteria (#28211)
A quorum-sensing system in the free-living photosynthetic bacterium Rhodobacter sphaeroides.,
J Bacteriol, 1997
Pubmed ID: 9393720

String Representations

InChiKey (Click to copy)
RGTXFFYJJNWEPV-KZUDCZAMSA-N
InChi (Click to copy)
InChI=1S/C16H29NO4/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20/h13-14,18H,2-12H2,1H3,(H,17,19)/t13?,14-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)CC(O)CCCCCCCCC

Other Databases

CHEBI ID
187815
PubChem CID
10891902

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 1
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 313.88
Topological Polar Surface Area 77.70
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 3.17
Molar Refractivity 82.25

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Updated at
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