19699

cis-2-Decenoic acid

≥95.0% (HPLC)

• Synonym(s): 2-Decenoic acid, (2Z)-
• Empirical Formula (Hill Notation): C₁₀H₁₈O₂
• CAS Number: 15790-91-7
• Molecular Weight: 170.25
• UNSPSC Code: 12352211
• NACRES: NA.25
• PubChem Substance ID: 329751935
• MDL number: MFCD20543109
• Beilstein/REAXYS Number: 1721990

Properties

• Quality Segment: 100
• assay: ≥95.0% (HPLC), 95.0-105.0% (T)
• form: liquid
• functional group: carboxylic acid
• lipid type: unsaturated FAs
• storage temp.: −20°C
• SMILES string: CCCCCCC\C=C/C(O)=O
• InChI: 1S/C10H18O2/c1-2-3-4-5-6-7-8-9-10(11)12/h8-9H,2-7H2,1H3,(H,11,12)/b9-8-
• InChI key: WXBXVVIUZANZAU-HJWRWDBZSA-N

Description

Application

cis-2-Decenoic acid may be used to study its cytotoxic effect on the human HepG2 cell line.[1] It has also been used to study its synergistic anti-spirochetal effect.[2]

Biochem/physiol Actions

cis-2-Decenoic acid is a fatty acid messenger (signaling molecule) produced by Pseudomonas aeruginosa.[3] It possesses anti-biofilm property[3] and converts most of the cells to planktonic (free-swimming) phenotype.[4] cis-2-Decenoic acid retains the susceptibility of the bacteria towards antimicrobial agents. It does not exhibit any toxicity towards human cells and thus, might be used for treating biofilm-associated infections. cis-2-Decenoic acid is considered active even in nano-molar ranges.[3] It mediates the transition of dormant P. aeruginosa and Escherichia coli to their biologically active state without affecting the number of cells. cis-2-Decenoic acid is effective against E. coli and Klebsiella pneumoniae mixed-species biofilms when used along with antimicrobial agents.[4]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H412
• pcodes: P264 - P273 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313
• Hazard Classifications: Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2
• Storage Class: 10 - Combustible liquids
• wgk: WGK 1