Structure Database (LMSD)

Common Name
N-(9Z-hexadecenoyl)-homoserine lactone
Systematic Name
N-(9Z-hexadecenoyl)-homoserine lactone
Synonyms
  • C16:1-HSL
LM ID
LMFA08030018
Formula
C20H35NO3
Exact Mass
Calculate m/z
337.261694
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]
Unsaturated fatty acids [FA0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sinorhizobium meliloti (#382)
Alphaproteobacteria (#28211)
Characterization of the Sinorhizobium meliloti sinR/sinI locus and the production of novel N-acyl homoserine lactones.,
J Bacteriol, 2002
Pubmed ID: 12270827

String Representations

InChiKey (Click to copy)
BDQHAQLGRDSHKW-ZEVQVBBLSA-N
InChi (Click to copy)
InChI=1S/C20H35NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)21-18-16-17-24-20(18)23/h7-8,18H,2-6,9-17H2,1H3,(H,21,22)/b8-7-/t18-/m0/s1
SMILES (Click to copy)
[C@@H]1(CCOC1=O)NC(=O)CCCCCCC/C=C\CCCCCC

Other Databases

PubChem CID
71684635
Cayman ID
10012673

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 1
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 371.65
Topological Polar Surface Area 57.47
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 5.25
Molar Refractivity 98.73

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Updated at
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