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camalexin

CAS No.
135531-86-1
Chemical Name:
camalexin
Synonyms
camalexin;Camalexine;Camalexin >=98% (HPLC);3-(Thiazol-2-yl)-1H-indole;1H-Indole, 3-(2-thiazolyl)-;3-(1,3-Thiazol-2-yl)-1H-indole;3-(1,3-Thiazol-2-yl)-1H-indole, camalexin;Phytoalexin,antifungal,Camalexin,antiproliferative,Bacterial,anticancer,ROS,Fungal,Inhibitor,Reactive Oxygen Species,inhibit,antibacterial,cruciferous
CBNumber:
CB51384054
Molecular Formula:
C11H8N2S
Molecular Weight:
200.26
MDL Number:
MFCD18451889
MOL File:
135531-86-1.mol
MSDS File:
SDS
Last updated:2023-09-20 16:43:00

camalexin Properties

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xn,Xi
Risk Statements  22-36/37/38
Safety Statements  26-36/37/39-45
WGK Germany  3
NFPA 704
0
2 0

camalexin price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1016 Camalexin ≥98% (HPLC) 135531-86-1 5mg $88.2 2024-03-01 Buy
Sigma-Aldrich SML1016 Camalexin ≥98% (HPLC) 135531-86-1 25mg $476 2024-03-01 Buy
Cayman Chemical 21971 Camalexin ≥98% 135531-86-1 1mg $32 2024-03-01 Buy
Cayman Chemical 21971 Camalexin ≥98% 135531-86-1 5mg $78 2024-03-01 Buy
Cayman Chemical 21971 Camalexin ≥98% 135531-86-1 10mg $122 2024-03-01 Buy
Product number Packaging Price Buy
SML1016 5mg $88.2 Buy
SML1016 25mg $476 Buy
21971 1mg $32 Buy
21971 5mg $78 Buy
21971 10mg $122 Buy

camalexin Chemical Properties,Uses,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.

3034-53-5
120-72-9
135531-86-1
Synthesis of camalexin from 2-Bromothiazole and Indole

camalexin Preparation Products And Raw materials

Raw materials

Preparation Products

camalexin Suppliers

Global( 41)Suppliers
Supplier Tel Email Country ProdList Advantage
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58
LEAPCHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 43348 58
Shanghai Acmec Biochemical Technology Co., Ltd.
+undefined18621343501 product@acmec-e.com China 33349 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 57511 58
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9709 58
Tianjin Kailiqi Biotechnology Co., Ltd. 15076683720 klq@cw-bio.com China 3412 55
ShangHai Biochempartner Co.,Ltd 17754423994 17754423994 2853530910@QQ.com China 8017 62

camalexin Spectrum

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 135531-86-1 35531-86-1