cis-2-Decenoic acid

Name: <I>cis</I>-2-Decenoic acid
Brand: SIGMA

≥95.0% (HPLC)

Synonym(s):

2-Decenoic acid, (2Z)-

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About This Item

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

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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. It has also been used to study its synergistic anti-spirochetal effect.

Biochem/physiol Actions

cis-2-Decenoic acid is a fatty acid messenger (signaling molecule) produced by Pseudomonas aeruginosa. It possesses anti-biofilm property and converts most of the cells to planktonic (free-swimming) phenotype. 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. 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.