CAS 55928-65-9|(Z)-dodec-2-enoic acid

Introduction:Basic information about CAS 55928-65-9|(Z)-dodec-2-enoic acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name(Z)-dodec-2-enoic acid
CAS Number55928-65-9Molecular Weight198.30
Density0.922 g/cm3Boiling Point311.7ºC at 760 mmHg
Molecular FormulaC12H22O2Melting Point/
MSDSChineseUSAFlash Point216.6ºC
Symbol
GHS05, GHS09
Signal WordDanger

Names

Namecis-2-Dodecenoic acid
SynonymMore Synonyms

(Z)-dodec-2-enoic acid BiologicalActivity

Descriptioncis-2-Dodecenoic acid, originally discovered in Burkholderia cenocepacia, can interfere with the bacterial quorum sensing system and inhibit bacterial biofilm formation and virulence factor production[1].
Related CatalogResearch Areas >>InfectionSignaling Pathways >>Anti-infection >>Bacterial
References

[1]. Yinyue Deng, et al. Cis-2-dodecenoic acid signal modulates virulence of Pseudomonas aeruginosa through interference with quorum sensing systems and T3SS. BMC Microbiol. 2013 Oct 18;13:231.  

Chemical & Physical Properties

Density0.922 g/cm3
Boiling Point311.7ºC at 760 mmHg
Molecular FormulaC12H22O2
Molecular Weight198.30
Flash Point216.6ºC
Exact Mass198.16200
PSA37.30000
LogP3.76790
InChIKeyPAWGRNGPMLVJQH-KHPPLWFESA-N
SMILESCCCCCCCCCC=CC(=O)O
Storage condition-20°C

Safety Information

Symbol
GHS05, GHS09
Signal WordDanger
Hazard StatementsH318-H411
Precautionary StatementsP273-P280-P305 + P351 + P338
Hazard CodesXi
RIDADRUN 3077 9 / PGIII

Articles3

More Articles
Intraspecies signaling involving the diffusible signal factor BDSF (cis-2-dodecenoic acid) influences virulence in Burkholderia cenocepacia.

J. Bacteriol. 191(15) , 5013-5019, (2009)

Burkholderia cenocepacia produces a diffusible fatty acid signal molecule, cis-2-dodecenoic acid (BDSF), that has been implicated in interspecies and interkingdom communication. Here, we show that BDS...

The AHL- and BDSF-dependent quorum sensing systems control specific and overlapping sets of genes in Burkholderia cenocepacia H111.

PLoS ONE 7 , e49966, (2012)

Quorum sensing in Burkholderia cenocepacia H111 involves two signalling systems that depend on different signal molecules, namely N-acyl homoserine lactones (AHLs) and the diffusible signal factor cis...

Cis-2-dodecenoic acid quorum sensing system modulates N-acyl homoserine lactone production through RpfR and cyclic di-GMP turnover in Burkholderia cenocepacia.

BMC Microbiol. 13 , 148, (2013)

Burkholderia cenocepacia employs both N-Acyl homoserine lactone (AHL) and cis-2-dodecenoic acid (BDSF) quorum sensing (QS) systems in regulation of bacterial virulence. It was shown recently that disr...

Synonyms

(2Z)-2-Dodecenoic acid
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