| Identification | Back Directory | [Name]
(2Z)-2-Dodecenoic acid | [CAS]
55928-65-9 | [Synonyms]
BDSF DAR-4 (Z)-2-dodecenoic acid (Z)-Dodec-2-enoic acid (2Z)-2-Dodecenoic acid 2-Dodecenoic acid, (2Z)- Cis-2-dodecenoic acid,BDSF cis-2-Dodecenoic acid >=95.0% (HPLC) Burkholderia cenocepacia diffusible signal factor | [EINECS(EC#)]
662-796-1 | [Molecular Formula]
C12H22O2 | [MDL Number]
MFCD16661220 | [MOL File]
55928-65-9.mol | [Molecular Weight]
198.3 |
| Chemical Properties | Back Directory | [Boiling point ]
311.7±11.0 °C(Predicted) | [density ]
0.922±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [pka]
4.62±0.25(Predicted) | [BRN ]
1722818 | [InChI]
1S/C12H22O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h10-11H,2-9H2,1H3,(H,13,14)/b11-10- | [InChIKey]
PAWGRNGPMLVJQH-KHPPLWFESA-N | [SMILES]
CCCCCCCCC\C=C/C(O)=O |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,N | [Risk Statements ]
41-51/53 | [Safety Statements ]
26-39-61 | [RIDADR ]
UN 3077 9 / PGIII | [WGK Germany ]
3 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Aquatic Chronic 2 Eye Dam. 1 |
| Hazard Information | Back Directory | [Uses]
cis-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]. | [Definition]
ChEBI: Cis-2-dodecenoic acid is the cis isomer of 2-dodecenoic acid. | [Biological Activity]
Burkholderia cenocepacia produces a diffusible fatty acid signal moleculecis-2-dodecenoic acid (BDSF)th at has been implicated in interspecies and interkingdom communication. | [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. DOI:10.1186/1471-2180-13-231 |
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