SML1635
Brassinin
≥98% (HPLC)
Synonym(s):
Brassinine, Methyl N-(1H-indol-3-ylmethyl)-carbamodithioate, N-(1H-indol-3-ylmethyl)-carbamodithioic acid methyl ester
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About This Item
Empirical Formula (Hill Notation):
C11H12N2S2
CAS Number:
Molecular Weight:
236.36
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Product Name
Brassinin, ≥98% (HPLC)
InChI
1S/C11H12N2S2/c1-15-11(14)13-7-8-6-12-10-5-3-2-4-9(8)10/h2-6,12H,7H2,1H3,(H,13,14)
SMILES string
S=C(SC)NCC1=CNC2=C1C=CC=C2
InChI key
QYKQWFZDEDFELK-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 20 mg/mL, clear
storage temp.
−20°C
Quality Level
Biochem/physiol Actions
Brassinin is a phytoalexin isolated from cruciferous vegetables that exhibits anticancer, chemopreventive, antiproliferative and antifungal activities.
Brassinin is a phytoalexin isolated from cruciferous vegetables that exhibits anticancer, chemopreventive, antiproliferative and antifungal activities. In lung cancer cells, brassinin inhibits constitutive and IL-6-inducible STAT3 signaling through modulation of PIAS-3 and SOCS-3. It appears that brassinin induces apoptosis in PC-3 prostate cancer cells via the suppression of PI3K/Akt/mTOR/S6K1 signaling.
Other Notes
air sensitive
Storage Class
11 - Combustible Solids
wgk
WGK 3
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Bobin Kang et al.
The Journal of pharmacy and pharmacology, 72(9), 1245-1255 (2020-05-23)
The effects and molecular mechanisms of brassinin (BR), an indole phytoalexin from cruciferous vegetables, on monocyte-to-macrophage differentiation and inflammatory responses were investigated in this study. Inflammatory responses from RAW264.7 cells and THP-1 were stimulated by lipopolysaccharide (1 µg/ml), and monocyte-to-macrophage differentiation
Guillaume Quang N'Guyen et al.
Frontiers in plant science, 11, 611643-611643 (2021-02-09)
Alternaria brassicicola causes black spot disease in Brassicaceae. During host infection, this necrotrophic fungus is exposed to various antimicrobial compounds, such as the phytoalexin brassinin which is produced by many cultivated Brassica species. To investigate the cellular mechanisms by which
Andrea Angarita-Rodríguez et al.
Molecules (Basel, Switzerland), 25(1) (2019-12-28)
There is a continuous search for more reliable and effective alternatives to control phytopathogens through different strategies. In this context, indole-containing phytoalexins are stimuli-induced compounds implicated in plant defense against plant pathogens. However, phytoalexins' efficacy have been limited by fungal
Taeyeon Hong et al.
Cells, 10(2) (2021-02-11)
Brassinin is a phytochemical derived from Chinese cabbage, a cruciferous vegetable. Brassinin has shown anticancer effects on prostate and colon cancer cells, among others. However, its mechanisms and effects on hepatocellular carcinoma (HCC) have not been elucidated yet. Our results
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