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Sigma-Aldrich

Camalexin

≥98% (HPLC)

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Synonym(s):
3-(Thiazol-2-yl)-1H-indole, Camalexine
Empirical Formula (Hill Notation):
C11H8N2S
CAS Number:
135531-86-1
Molecular Weight:
200.26
MDL number:
MFCD18451889
PubChem Substance ID:
329825632
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to light brown

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

C12=CC=CC=C1NC=C2C3=NC=CS3

InChI

1S/C11H8N2S/c1-2-4-10-8(3-1)9(7-13-10)11-12-5-6-14-11/h1-7,13H

InChI key

IYODIJVWGPRBGQ-UHFFFAOYSA-N

Application

Camalexin has been used in quantification and tolerance assays in Arabidopsis thaliana leaves.

Biochem/physiol Actions

Camalexin is a phytoalexin isolated from cruciferous plants that exhibits antibacterial, antifungal, antiproliferative and cancer chemopreventive activities. Apparently, camalexin increases the ROS levels and is more effective in aggressive prostate cancer cells that express high ROS levels. In Arabidopsis thaliana, camalexin and salicylic acid confer resistance to Phytophthora capsici.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 - H315 - H319 - H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Camalexin quantification in Arabidopsis thaliana leaves infected with Botrytis cinerea
Savatin DV, et al.
Bio-protocol, 5(2), e1379-e1379 (2015)
Siva K Malka et al.
Frontiers in plant science, 8, 2131-2131 (2018-01-10)
Glucosinolates (GLS) are a group of plant secondary metabolites mainly found in Cruciferous plants, share a core structure consisting of a β-thioglucose moiety and a sulfonated oxime, but differ by a variable side chain derived from one of the several
Yunxia He et al.
The Plant cell, 31(9), 2206-2222 (2019-06-27)
Plant defense often depends on the synthesis and targeted delivery of antimicrobial metabolites at pathogen contact sites. The pleiotropic drug resistance (PDR) transporter PENETRATION3 (PEN3)/PDR8 in Arabidopsis (Arabidopsis thaliana) has been implicated in resistance to a variety of fungal pathogens.
Zhiping Zhang et al.
Frontiers in microbiology, 11, 1824-1824 (2020-08-28)
Ceratocystis manginecans causes mango wilt with significant economic losses. In the infection court, cerato-platanin (CP) family proteins (CPPs) are believed to involve in pathogenesis but has not been determined in C. manginecans. To confirm this function, a CP protein (CmCP)
Md Tohidul Islam et al.
Frontiers in plant science, 11, 852-852 (2020-08-09)
Seaweed extracts are important sources of plant biostimulants that boost agricultural productivity to meet current world demand. The ability of seaweed extracts based on either of the Phaeophyceaean species Ascophyllum nodosum or Durvillaea potatorum to enhance plant growth or suppress
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