Structure

Brassinin

CAS
105748-59-2
Catalog Number
ACM105748592-1
Category
Inhibitors
Molecular Weight
236.35
Molecular Formula
C11H12N2S2

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Specification

Description
Brassinin is an indoleamine-2,3-dioxygenase inhibitor found in cruciferous vegetables. It induces cell cycle arrest and apoptosis in prostate cancer cells and inhibits DMBA-induced skin tumor formation in vivo.
Synonyms
Brassinine; CCG-208623; CCG208623; CCG 208623; HE-005916; HE005916; HE 005916; HE-292778; HE292778; HE292778
IUPAC Name
methyl ((1H-indol-3-yl)methyl)carbamodithioate
Canonical SMILES
S=C(SC)NCC1=CNC2=C1C=CC=C2
InChI
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)
InChI Key
QYKQWFZDEDFELK-UHFFFAOYSA-N
Solubility
Soluble in DMSO
Appearance
Solid powder
Shelf Life
>2 years if stored properly
Storage
Dry, dark and at 0-4 °C for short term (days to weeks) or -20 °C for long term (months to years).
Biological Target
An anticancer phytoalexin.
Drug Formulation
This drug may be formulated in DMSO
Elemental Analysis
C, 55.90; H, 5.12; N, 11.85; S, 27.13
Exact Mass
236.0442
HS Tariff Code
2934.99.9001
In Vitro Activity
Brassinin reduced cell proliferation in a dose-dependent manner (Figure 1A,B). Specifically, 100 µM of brassinin reduced the proliferation of Huh7 cells to 39% and that of Heb3B cells to 49% (*** p < 0.001). In contrast, brassinin suppressed the viability of AML-12 cells (mouse normal liver cells) to about 86% compared with the vehicle, which implies that brassinin works specifically on HCC cells (Supplementary Figure S1A).
Reference: Cells. 2021 Feb; 10(2): 332. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7915448/
In Vivo Activity
BSN (brassinin) alone when given at 180 mg/kg very effective inhibited the growth of the tumor when compared with control. Paclitaxel alone was also significantly when compared with control. The combination of the two agents was more effective in reducing the tumor burden (Fig. 6B and C). The tumor weight (Fig. 6D) in the combination of BSN and paclitaxel group was significantly lower than BSN alone group or paclitaxel alone group. Furthermore, the BSN and paclitaxel did not affect the body weight of mice (Fig. 6E).
Reference: Oncotarget. 2015 Mar 20;6(8):6386-405. https://pubmed.ncbi.nlm.nih.gov/25788267/
Shipping
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Stock Solution Storage
0-4 °C for short term (days to weeks), or -20 °C for long term (months).
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