3,3'-Diindolylmethane Struktur

3,3'-Diindolylmethane

Bezeichnung:3,3'-Diindolylmethane

CAS-Nr1968-05-4

Englisch Name:3,3'-Diindolylmethane

CBNumberCB7396111

SummenformelC17H14N2

Molgewicht246.31

MOL-Datei1968-05-4.mol

3,3'-Diindolylmethane physikalisch-chemischer Eigenschaften

Schmelzpunkt	167 °C
Siedepunkt	230 °C(Press: 0.01 Torr)
Dichte	1.271±0.06 g/cm3(Predicted)
storage temp.	2-8°C
Löslichkeit	Chloroform (Sparingly), Methanol (Slightly)
pka	16.91±0.30(Predicted)
Aggregatzustand	Off-white powder.
Farbe	White to Pale Beige
InChI	InChI=1S/C17H14N2/c1-3-7-16-14(5-1)12(10-18-16)9-13-11-19-17-8-4-2-6-15(13)17/h1-8,10-11,18-19H,9H2
InChIKey	VFTRKSBEFQDZKX-UHFFFAOYSA-N
SMILES	C(C1C2=C(NC=1)C=CC=C2)C1C2=C(NC=1)C=CC=C2
LogP	4.401 (est)
CAS Datenbank	1968-05-4(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	22-24/25-26
WGK Germany	3
RTECS-Nr.	NM0332000
HazardClass	IRRITANT
HS Code	29349990

Gefahreninformationscode (GHS)

3,3'-Diindolylmethane Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
Solid
Verwenden
3,3′-Diindolylmethane may be used as a model substrate to analyze the role of 3,3′-diindolylmethane in inducing apoptosis in human cancer cells.
Verwenden
An antineoplastic agent that activates Chk 2 and cytochrome p450
Verwenden
apoptosis inducer
Definition
ChEBI: 3,3'-diindolylmethane is a member of indoles. It has a role as an antineoplastic agent and a P450 inhibitor.
Allgemeine Beschreibung
3,3′-Diindolylmethane, a dimer of indole-3-carbinol, is a component of cruciferous vegetables. It is known to exhibit anticancer effects.
Biologische Aktivität
3,3'-diindolylmethane is an anticancer agent [1].3,3'-diindolylmethane (dim) is a dimer of indole-3-carbinol generated in low ph environment. it inhibited cell growth with ic50 values of 17, 24 and 30 μm in mcf-7, t47d and saos2 cell lines, respectively. dim induced apoptosis in these cells without affecting the p53 pathway. in human nasopharyngeal carcinoma (npc) cell line (5-8f npc), treatment of dim decreased the ability of cell migration and invasion dose-dependently. in rats, transplanted with npc cells, dim administration resulted in suppressing lymph node metastasis. besides that, dim was found to induce erα target gene expression and the concomitant cell proliferation at low concentration (10μm) in the absence of e2 [1, 2 and 3].
Biochem/physiol Actions
Acid-catalyzed reaction product of a phytochemical naturally found in Brassicaceae, indole-3-carbinol. It functions as an antitumor agent. This derivative can both directly stimulate apoptosis at relatively high concentrations and sensitize TRAIL-induced apoptosis in human cancer cells. DIM induces a G1 cell cycle arrest in human breast cancer MCF-7 cells by a mechanism that includes increased expression of p21. DIM is a strong mitochondrial H+-ATPase inhibitor. The function of DIM and its derivatives as a new plant growth promoter has been studied in an eco-friendly system.
Einzelnachweise
1. ge x, yannai s, rennert g, et al. 3, 3′-diindolylmethane induces apoptosis in human cancer cells. biochemical and biophysical research communications, 1996, 228(1): 153-158. 2. wu t, chen c, li f, et al. 3, 3' diindolylmethane inhibits the invasion and metastasis of nasopharyngeal carcinoma cells in vitro and in vivo by regulation of epithelial mesenchymal transition. experimental and therapeutic medicine, 2014, 7(6): 1635-1638. 3. marques m, laflamme l, benassou i, et al. low levels of 3, 3 [prime]-diindolylmethane activate estrogen receptor alpha and induce proliferation of breast cancer cells in the absence of estradiol. bmc cancer, 2014, 14(1): 524.

3,3'-Diindolylmethane Upstream-Materialien And Downstream Produkte

3,3'-Diindolylmethane Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

1968-05-4, 3,3'-Diindolylmethane Verwandte Suche:

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