Indole-3-carbinol

Indole-3-carbinol
Names

IUPAC name 1H-Indol-3-ylmethanol
Other names Indole-3-carbinol; 3-Indolylcarbinol; 1H-Indole-3-methanol; 3-Hydroxymethylindole; 3-Indolemethanol; Indole-3-methanol; I3C
Identifiers
CAS Number	700-06-1^Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:24814^Y
ChemSpider	3581^Y
ECHA InfoCard	100.010.762
EC Number	211-836-2
PubChem CID	3712
RTECS number	NL9483000
InChI InChI=1S/C9H9NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-5,10-11H,6H2^Y Key: IVYPNXXAYMYVSP-UHFFFAOYSA-N^Y InChI=1/C9H9NO/c11-6-7-5-10-9- 4-2-1-3-8(7)9/h1-5,10-11H,6H2 InChI=1/C9H9NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-5,10-11H,6H2 Key: IVYPNXXAYMYVSP-UHFFFAOYAO
SMILES OCc2c1ccccc1nc2
Properties
Chemical formula	C₉H₉NO
Molar mass	147.18 g·mol⁻¹
Appearance	Off-white solid
Melting point	96 to 99 °C (205 to 210 °F; 369 to 372 K)
Solubility in water	Partially in cold water
Hazards
EU classification (DSD)	Irritating (Xi)
R-phrases	R36/38
S-phrases	S26, S36
NFPA 704	0 1 0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y (what is ^YN ?)
Infobox references

Indole-3-carbinol (C₉H₉N O) 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. It is also available in dietary supplements. Indole-3-carbinol is the subject of on-going biomedical research into its possible anticarcinogenic,antioxidant, and anti-atherogenic effects. Research on indole-3-carbinol has been conducted primarily using laboratory animals and cultured cells. Limited and inconclusive human studies have been reported. A recent review of the biomedical research literature found that "evidence of an inverse association between cruciferous vegetable intake and breast or prostate cancer in humans is limited and inconsistent" and "larger randomized controlled trials are needed" to determine if supplemental indole-3-carbinol has health benefits.

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.

...
Wikipedia