2-dodecenoic acid
dodec-2-enoic acid
 
Notes:
None found
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CAS Number: 4412-16-2Picture of molecule3D/inchi
MDL: MFCD00045906
XlogP3-AA: 4.80 (est)
Molecular Weight: 198.30574000
Formula: C12 H22 O2
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Category: natural substances and extractives
 
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 17.10 °C. @ 760.00 mm Hg
Boiling Point: 311.74 °C. @ 760.00 mm Hg (est)
Flash Point: 422.00 °F. TCC ( 216.60 °C. ) (est)
logP (o/w): 4.734 (est)
Soluble in:
 water, 9.123 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Capot Chemical
2-Dodecenoic Acid
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for 2-dodecenoic acid usage levels up to:
 not for fragrance use.
 
Recommendation for 2-dodecenoic acid flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
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EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 96204
National Institute of Allergy and Infectious Diseases: Data
 dodec-2-enoic acid
Chemidplus: 0004412162
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References:
 dodec-2-enoic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 96204
Pubchem (sid): 44426658
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
HMDB (The Human Metabolome Database): Search
VCF-Online: VCF Volatile Compounds in Food
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 found in nature
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Synonyms:
 dodec-2-enoic acid
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Articles:
PubMed: Efficient click chemistry towards fatty acids containing 1,2,3-triazole: Design and synthesis as potential antifungal drugs for Candida albicans.
PubMed: High intracellular c-di-GMP levels antagonize quorum sensing and virulence gene expression in Burkholderia cenocepacia H111.
PubMed: Essential oil constituents of the aerial parts and root of Cymbocarpum anethoides (Apiaceae) from Iran.
PubMed: Xanthomonas campestris FabH is required for branched-chain fatty acid and DSF-family quorum sensing signal biosynthesis.
PubMed: The Crystal Structure of Burkholderia cenocepacia DfsA Provides Insights into Substrate Recognition and Quorum Sensing Fatty Acid Biosynthesis.
PubMed: The Multiple DSF-family QS Signals are Synthesized from Carbohydrate and Branched-chain Amino Acids via the FAS Elongation Cycle.
PubMed: Burkholderia Diffusible Signal Factor Signals to Francisella novicida To Disperse Biofilm and Increase Siderophore Production.
PubMed: The DSF Family of Cell-Cell Signals: An Expanding Class of Bacterial Virulence Regulators.
PubMed: The host plant metabolite glucose is the precursor of diffusible signal factor (DSF) family signals in Xanthomonas campestris.
PubMed: Diffusible signal factor (DSF) quorum sensing signal and structurally related molecules enhance the antimicrobial efficacy of antibiotics against some bacterial pathogens.
PubMed: Production of Xylella fastidiosa diffusible signal factor in transgenic grape causes pathogen confusion and reduction in severity of Pierce's disease.
PubMed: Cis-2-dodecenoic acid signal modulates virulence of Pseudomonas aeruginosa through interference with quorum sensing systems and T3SS.
PubMed: BDSF inhibits Candida albicans adherence to urinary catheters.
PubMed: The putative enoyl-coenzyme A hydratase DspI is required for production of the Pseudomonas aeruginosa biofilm dispersion autoinducer cis-2-decenoic acid.
PubMed: Cis-2-dodecenoic acid quorum sensing system modulates N-acyl homoserine lactone production through RpfR and cyclic di-GMP turnover in Burkholderia cenocepacia.
PubMed: Phenotypic and genotypic characterisation of Burkholderia cenocepacia J2315 mutants affected in homoserine lactone and diffusible signal factor-based quorum sensing systems suggests interplay between both types of systems.
PubMed: The AHL- and BDSF-dependent quorum sensing systems control specific and overlapping sets of genes in Burkholderia cenocepacia H111.
PubMed: Cis-2-dodecenoic acid receptor RpfR links quorum-sensing signal perception with regulation of virulence through cyclic dimeric guanosine monophosphate turnover.
PubMed: The Burkholderia cenocepacia BDSF quorum sensing fatty acid is synthesized by a bifunctional crotonase homologue having both dehydratase and thioesterase activities.
PubMed: Blocking of Candida albicans biofilm formation by cis-2-dodecenoic acid and trans-2-dodecenoic acid.
PubMed: A sensor kinase recognizing the cell-cell signal BDSF (cis-2-dodecenoic acid) regulates virulence in Burkholderia cenocepacia.
PubMed: Structural and functional characterization of diffusible signal factor family quorum-sensing signals produced by members of the Burkholderia cepacia complex.
PubMed: Differential modulation of Burkholderia cenocepacia virulence and energy metabolism by the quorum-sensing signal BDSF and its synthase.
PubMed: Clp and RpfF up-regulate transcription of pelA1 gene encoding the major pectate lyase in Xanthomonas campestris pv. campestris.
PubMed: Intraspecies signaling involving the diffusible signal factor BDSF (cis-2-dodecenoic acid) influences virulence in Burkholderia cenocepacia.
PubMed: Regulation of the pehA gene encoding the major polygalacturonase of Xanthomonas campestris by Clp and RpfF.
PubMed: A novel DSF-like signal from Burkholderia cenocepacia interferes with Candida albicans morphological transition.
PubMed: Characterization of a putative Xylella fastidiosa diffusible signal factor by HRGC-EI-MS.
PubMed: Characterization of a putative Xylella fastidiosa diffusible signal factor by HRGC-EI-MS.
PubMed: Genome scale analysis of diffusible signal factor regulon in Xanthomonas campestris pv. campestris: identification of novel cell-cell communication-dependent genes and functions.
PubMed: A bacterial cell-cell communication signal with cross-kingdom structural analogues.
PubMed: Chemistry of the anal glands of Bothriomyrmex syrius forel. Olfactory mimetism and temporary social parasitism.
PubMed: Synthesis and properties of L(+)-2,4-dimethyl-2-dodecenoic acid.
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