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SML1016

Sigma-Aldrich

Camalexin

≥98% (HPLC)

Synonym(s):

3-(Thiazol-2-yl)-1H-indole, Camalexine

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About This Item

Empirical Formula (Hill Notation):
C11H8N2S
CAS Number:
135531-86-1
Molecular Weight:
200.26
MDL number:
MFCD18451889
UNSPSC Code:
12352200
PubChem Substance ID:
329825632
NACRES:
NA.77

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

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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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.
Mariola Piślewska-Bednarek et al.
Plant physiology, 176(1), 538-551 (2017-11-11)
Glutathione (GSH) and indole glucosinolates (IGs) exert key functions in the immune system of the model plant Arabidopsis (
Hector R Huarte et al.
Plants (Basel, Switzerland), 9(9) (2020-09-24)
The association among environmental cues, ethylene response, ABA signaling, and reactive oxygen species (ROS) homeostasis in the process of seed dormancy release is nowadays well-established in many species. Alternating temperatures are recognized as one of the main environmental signals determining
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