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camalexin

Product Name
camalexin
CAS No.
135531-86-1
Chemical Name
camalexin
Synonyms
camalexin;Camalexine;Camalexin >=98% (HPLC);Camalexin, 10 mM in DMSO;2-(1H-indol-3-yl)thiazole;3-(Thiazol-2-yl)-1H-indole;1H-Indole, 3-(2-thiazolyl)-;2-(1H-indol-3-yl)-1,3-thiazole;3-(1,3-Thiazol-2-yl)-1H-indole;3-(1,3-Thiazol-2-yl)-1H-indole, camalexin
CBNumber
CB51384054
Molecular Formula
C11H8N2S
Formula Weight
200.26
MOL File
135531-86-1.mol
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camalexin Property

Boiling point:
424.8±47.0 °C(Predicted)
Density 
1.336±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: soluble20mg/mL, clear
pka
15.49±0.30(Predicted)
form 
powder
color 
white to light brown
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38
Safety Statements 
26-36/37/39-45
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1016
Product name
Camalexin
Purity
≥98% (HPLC)
Packaging
5mg
Price
$88.2
Updated
2024/03/01
Sigma-Aldrich
Product number
SML1016
Product name
Camalexin
Purity
≥98% (HPLC)
Packaging
25mg
Price
$476
Updated
2024/03/01
Cayman Chemical
Product number
21971
Product name
Camalexin
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
21971
Product name
Camalexin
Purity
≥98%
Packaging
5mg
Price
$78
Updated
2024/03/01
Cayman Chemical
Product number
21971
Product name
Camalexin
Purity
≥98%
Packaging
10mg
Price
$122
Updated
2024/03/01
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camalexin Chemical Properties,Usage,Production

Description

Camalexin is an alkaloid released by plants of the Brassicaceae family in response to pathogen infection. In addition to antimicrobial properties and a role in plant defense, camalexin exhibits antiproliferative activity in vitro against various cancer cell lines. Camalexin is active against HeLa, Jurkat, MDA-MB-231, and CEM cancer cell lines (IC50s = 50.0, 46.2, 77.7, and 67.6 μM, respectively), but it is also toxic to primary human umbilical vein endothelial cells (HUVEC; (IC50 = 74.0 μM). Camalexin induces apoptosis in Jurkat cells by increasing reactive oxygen species (ROS) levels and activating caspase-8 and caspase-9. In human prostate cancer cell lines, camalexin (25 μM) is more active against aggressive lines and increases ROS levels and apoptosis via cathepsin D relocation from lysosomes to the cytosol.

Uses

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

Definition

ChEBI: An indole phytoalexin that is indole substituted at position 3 by a 1,3-thiazol-2-yl group.

Synthesis Reference(s)

Tetrahedron, 51, p. 773, 1995 DOI: 10.1016/0040-4020(94)00987-6

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.

camalexin Preparation Products And Raw materials

Raw materials

Preparation Products

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135531-86-1, camalexinRelated Search:


  • camalexin
  • 3-(Thiazol-2-yl)-1H-indole
  • Camalexine
  • 1H-Indole, 3-(2-thiazolyl)-
  • Camalexin >=98% (HPLC)
  • 3-(1,3-Thiazol-2-yl)-1H-indole, camalexin
  • 3-(1,3-Thiazol-2-yl)-1H-indole
  • Phytoalexin,antifungal,Camalexin,antiproliferative,Bacterial,anticancer,ROS,Fungal,Inhibitor,Reactive Oxygen Species,inhibit,antibacterial,cruciferous
  • 2-(1H-indol-3-yl)-1,3-thiazole
  • 2-(1H-indol-3-yl)thiazole
  • Camalexin, 10 mM in DMSO
  • 135531-86-1
  • 35531-86-1