Structure Database (LMSD)

Common Name
11-methyl-2Z-dodecenoic acid
Systematic Name
11-methyl-dodec-2Z-enoic Acid
Synonyms
  • (2Z)-11-Methyl-2-dodecenoic acid
  • diffusible signaling factor
  • DSF
LM ID
LMFA01020425
Formula
Exact Mass
Calculate m/z
212.17763
Sum Composition
Status
Curated

Classification

Biological Context

cis-Δ2-11-methyl-Dodecenoic acid is a diffusible signal factor (DSF) in extracellular microbial and fungal communication systems.1 In a DSF bioassay, the minimum concentration of cis-Δ2-11-methyl-dodecenoic acid required for induction of a DSF biosensor was about 0.5 µM, which is 200-fold lower than that of the conformational isomer (trans-Δ2-11-methyl-dodecenoic acid) and 20,000-fold lower than that of the corresponding saturated fatty acid (11-methyl-dodecanoic acid).

This information has been provided by Cayman Chemical

References

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Xanthomonas campestris pv. campestris (#340)
Gammaproteobacteria (#1236)
A bacterial cell-cell communication signal with cross-kingdom structural analogues.,
Mol Microbiol, 2004
Pubmed ID: 14731288

String Representations

InChiKey (Click to copy)
SNTXNGAQYNSTHI-LUAWRHEFSA-N
InChi (Click to copy)
InChI=1S/C13H24O2/c1-12(2)10-8-6-4-3-5-7-9-11-13(14)15/h9,11-12H,3-8,10H2,1-2H3,(H,14,15)/b11-9-
SMILES (Click to copy)
C(=C/CCCCCCCC(C)C)/C(=O)O

Other Databases

KEGG ID
CHEBI ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 15
Rings 0
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 245.76
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 4.01
Molar Refractivity 63.93

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Created at
8th Jul 2019
Updated at
12th Feb 2025