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  • Indole-3-carbinol
  • Indole-3-carbinol
  • Indole-3-carbinol
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Indole-3-carbinol

  • Category: Chemicals
  • CAS No.:700-06-1
  • Molecular Formula: C9H9NO
  • Molecular Weight: 147.17
  • Other names: 3-Indolylcarbinol; 1H-Indole-3-methanol; 3-Hydroxymethylindole; 3-Indolemethanol; Indole-3-methanol; I3C, indol 3 Karbinol
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Product name: Indole-3-carbinol 98%
CAS:700-06-1

Other names: 3-Indolylcarbinol; 1H-Indole-3-methanol; 3-Hydroxymethylindole; 3-Indolemethanol; Indole-3-methanol; I3C, indol 3 Karbinol
Molecular Formula: C9H9NO
Molecular Weight: 147.17
Storage: Store in a well closed dry place with constant low temperature (2~ 8℃) and no direct sun light.


Specification Sheet:

ITEM

SPECIFICATION

STANDARD

Physical

Appearance

White or Off-white Crystalline powder

Visual

Loss on drying

2.00%

Rapid moisture analyzer

Reside on ignition

≤0.1%

2g/800/5hrs

Odor & Taste

Characteristic

Sensory

Solubility

Soluble in ethanol

Visual

Density

0.3~0.6g/ml

W/V

Particle size

20~60mesh

Sieve

PH

6-9

ChP

Melting point

96.0℃-99.0℃

ChP

Solubility

Soluble in 96% ethanol and acetone, slightly soluble in chloroform, almost insoluble in water.

ChP

Color of  solution

1g dissolved in 96% ethanol must be equivalent to BY5 standard color.

ChP

HPLC identification

The retention time of the main peak on the chromatogram of the solution should be consistent with the retention time of the main peak on the chromatogram of the Indole-3methanol standard solution.

ChP

UV identification

The UV absorption spectrum of the solution and the standard solution of hydrazine 3 methanol in the range of 220 to 380 nm should have the same maximum wavelength, minimum value and shoulder peak value.

UV

Chemical

Heavy metals

≤10ppm

Colorimetric method

Arsenic(As)

1.0ppm

Atomic Absorption

Lead(Pb)

3.0ppm

Atomic Absorption

Cadmium(Cd)

≤1.0ppm

Atomic Absorption

Mercury(Hg)

0.1ppm

Atomic Absorption

Chlorides

0.1%

ChP

Sulphates

0.1%

ChP

Ammonnium

0.1%

ChP

Residual Isopropyl alcohol

(

0.5%

GC

Assay

Indole-3-carbinol

≥98.00%

HPLC

Any impurities

0.4%

HPLC

Total impurities

1.0%

HPLC

Microbial

Total microbacterial

≤1000CFU/g

ChP

Yeast &Mould

≤100CFU/g

ChP

Escherichia Coli

Negative/g

ChP

Salmonella

Negative/10g

ChP

Pseudomonas

Negative/g

ChP

Stahylococcus aureus

Negative/g

ChP

Else

Packing

Pack in paper-drums and two food grade poly bags inside. Net weight: 25kg/drum

Storage condition

Store in a well closed dry place with constant low temperature (2~8) and no direct sun light

Shelf life

One year when properly stored.


Description:

Indole 3 carbinol  (C9H9NO) is produced by the breakdown of the glucosinolate glucobrassicin, which can be found at relatively high levels in cruciferous vegetables such as broccoli, cabbage, cauliflower, brussels sprouts, collard greens and kale.  indole-3-carbinol is also available in a dietary supplement.  indole-3-carbinol is the subject of on-going Biomedical research into its possible anticarcinogenic, antioxidant, and antiatherogenic effects.



Indole 3 carbinol and Cancer:

Investigation of mechanisms by which consumption of indole-3-carbinol might influence cancer incidence focuses on its ability to alter estrogen metabolism and other cellular effects. Controlled studies have been performed on such animals as rats, mice, and rainbow trout, introducing various controlled levels of carcinogens, and levels of indole-3-carbinol into their daily diet.  Results showed dose-related decreases in tumor susceptibility due to indole-3-carbinol (inferred by decreases in aflatoxin–DNA binding).  The first direct evidence of pure anti-initiating activity by a natural anticarcinogen (indole-3-carbinol) found in human diet was claimed by Dashwood et al. in 1989.


Indole-3-carbinol induces a G1 growth arrest of human reproductive cancer cells.  This is potentially relevant to the prevention and treatment of cancer, as the G1 phase of cell growth occurs early in the cell life cycle, and, for most cells, is the major period of cell cycle during its lifespan.  The G1 phase is marked by synthesis of various enzymes that are required in the next ("S") phase, including those needed for DNA replication.


Overuse of indole-3-carbinol supplements in the hope of preventing cancer may be unwise, as the hormone balance should be tested (via simple blood test) before regular consumption.  Such caution is advised, due to its effect on estrogen levels (estrogen has a significant impact on brain function).


It promotes liver cancer in trout when it is combined with aflatoxin B1 and demotes metastasis.


Indole-3-Carbinol and Melanoma:

Indole-3-carbinol causes proliferation arrest and apoptosis in human melanoma cells. Kim et al. (2011) showed that the master regulator of melanoma biology, microphthalmia-associated transcription factor (MITF-M) was downregulated by indole-3-carbinol to induce apoptosis.Kundu et al. (2017) demonstrated that the anticancer property of indole-3-carbinol is driven by specific targeting of oncogenic pathways. In two different studies using xenografted mouse model of melanoma, they observed that subcutaneous injection of indole-3-carbinol could bring down tumor burden significantly. The underlying molecular mechanism of this anti-tumor effect was found to be by the specific inhibition of activity of oncogenic BRAFV600E in tumors that harbored the mutation. However, in tumors that expressed wild type BRAF, indole-3-carbinol did not cause any comparable antiproliferative effect. Additionally indole-3-carbinol did not cause antiproliferation even in normal epidermal melanocytes underscoring the specificity and selectivity of its action. Kundu et al.[citation needed] further showed that inhibition of BRAF V600E activity by indole-3-carbinol resulted in downregulation of MITF-M by downstream signaling which caused a G1 cell cycle arrest leading to the observed antiproliferative effect.

In a second study Kundu et al.[citation needed] showed that in melanoma cells where PTEN is downregulated, indole-3-carbinol directly interacts with NEDD41 to prevent PTEN ubiquitination and subsequent proteasomal degradation. This results in stabilization of PTEN and inhibition of proliferation by downstream AKT signaling. Overall scientific evidence shows that in melanoma, indole-3-carbinol specifically inhibits the two most commonly associated driver mutation signaling pathways to cause proliferation, a fact that can be used to design clinical trial to treat human patients with indole-3-carbinol in future.

Indole-3-Carbinol and Systemic lupus erythematosus:

Indole-3-carbinol can shift estrogen metabolism towards less estrogenic metabolites. Systemic lupus erythematosus (SLE, or lupus), an autoimmune disease, is associated with estrogen. In a study using mice bred to develop lupus, indole-3-carbinol was fed to one group while another group was fed a standard mouse diet; the group fed the indole-3-carbinol diet lived longer and had fewer signs of disease.

Another study of lupus-prone mice with indole-3-carbinol defined the mechanism for the improvement of their disease to be due to sequential blocks in the development of B and T cells of these mice. The maturation arrests resulted in a fall in autoantibody production, thought to be a crucial component of lupus causation. In addition, I3C supplementation of the disease prone mice led to a normalization of their T cell function.

Women with lupus can manifest a metabolic response to indole-3-carbinol and might also benefit from its antiestrogenic effects. Clinical trials are currently underway to determine the efficacy of treating human patients with lupus using indole-3-carbinol.

Effect in recurrent respiratory papillomatosis

There is evidence suggesting that indole-3-carbinol may have an effect on human papillomavirus-infected cells in both pediatrics and adult patients Research is ongoing.

Application:

■ It is also called indol 3 Karbinol and has been used as Nutraceutical.

■ As a pharmaceutical intermediate, it has been used in the medicines field.

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