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19699

Sigma-Aldrich

cis-2-Decenoic acid

≥95.0% (HPLC)

Synonym(s):

2-Decenoic acid, (2Z)-

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About This Item

Empirical Formula (Hill Notation):
C10H18O2
CAS Number:
Molecular Weight:
170.25
Beilstein/REAXYS Number:
1721990
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

Quality Level

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

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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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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