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Merck

19699

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:
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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Product Name

cis-2-Decenoic acid, ≥95.0% (HPLC)

SMILES string

CCCCCCC\C=C/C(O)=O

InChI key

WXBXVVIUZANZAU-HJWRWDBZSA-N

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-

assay

≥95.0% (HPLC)
95.0-105.0% (T)

form

liquid

functional group

carboxylic acid

lipid type

unsaturated FAs

storage temp.

−20°C

Quality Level

100

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1 of 4

This Item
C1875I438675447
cis-2-Decenoic acid ≥95.0% (HPLC)

Sigma-Aldrich

19699

cis-2-Decenoic acid

Decanoic acid ≥98.0%

Sigma-Aldrich

C1875

Decanoic acid

Iodoacetic acid ≥98.0% (T)

Sigma-Aldrich

I4386

Iodoacetic acid

2-Oxoadipic acid ≥95.0% (HPLC)

Sigma-Aldrich

75447

2-Oxoadipic acid

assay

≥95.0% (HPLC), 95.0-105.0% (T)

assay

≥98.0%

assay

≥98.0% (T)

assay

≥95.0% (HPLC), ≥97.0% (T)

functional group

carboxylic acid

functional group

carboxylic acid

functional group

-

functional group

-

storage temp.

−20°C

storage temp.

room temp

storage temp.

−20°C

storage temp.

2-8°C

form

liquid

form

crystals

form

powder or flakes

form

powder

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

lipid type

unsaturated FAs

lipid type

saturated FAs

lipid type

-

lipid type

saturated FAs

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk

WGK 1

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN7881
BCCK0436
BCCF9075
BCCD7928
BCCB9517

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Majed Alrobaian et al.
Molecules (Basel, Switzerland), 24(10) (2019-05-28)
Two series of novel 5-arylazo-3-cyano-2-(2″,3″,4″,6″-tetra-O-acetyl-β-d-galacto pyranosyloxy) pyridines and 3-cyano-2-(2″,3″,4″,6″-tetra-O-acetyl-β-d-galactopyranosyloxy) pyridines were synthesized in high yields utilizing a microwave-assisted synthesis tool guided by the principles of green chemistry. The chemical structures of the new substances were confirmed on the basis of
Azadeh Rahmani-Badi et al.
Archives of oral biology, 60(11), 1655-1661 (2015-09-10)
To investigate the ability of cis-2-decenoic acid (C2DA) to induce dispersion in single-species biofilms formed by Streptococcus mutans and Candida albicans, as well as to remove their bacterial-fungal dual-species biofilms when combined with low concentrations of chlorhexidine (CHX). For biofilm
Han-Shin Kim et al.
Biotechnology and bioengineering, 118(1), 82-93 (2020-09-04)
Bacterial biofilm formation causes serious problems in various fields of medical, clinical, and industrial settings. Antibiotics and biocide treatments are typical methods used to remove bacterial biofilms, but biofilms are difficult to remove effectively from surfaces due to their increased
Martha María Juárez-Rodríguez et al.
Frontiers in cellular and infection microbiology, 10, 597517-597517 (2021-02-16)
Blocking virulence is a promising alternative to counteract Pseudomonas aeruginosa infections. In this regard, the phenomenon of cell-cell communication by quorum sensing (QS) is an important anti-virulence target. In this field, fatty acids (FA) have gained notoriety for their role
A Goc et al.
Journal of applied microbiology, 123(3), 637-650 (2017-06-24)
Borrelia sp., a causative pathogenic factor of Lyme disease (LD), has become a major public health threat. Current treatments based on antibiotics often lead to relapse after their withdrawal. Naturally derived substances that could work synergistically to display higher efficacy
View All Related Papers

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