3,3'-Diindolylmethane Basic information |
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3,3'-Diindolylmethane Chemical Properties |
Melting point |
167 °C |
Boiling point |
230 °C(Press: 0.01 Torr) |
density |
1.271±0.06 g/cm3(Predicted) |
storage temp. |
2-8°C |
solubility |
Chloroform (Sparingly), Methanol (Slightly) |
pka |
16.91±0.30(Predicted) |
form |
Off-white powder. |
color |
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 DataBase Reference |
1968-05-4(CAS DataBase Reference) |
Hazard Codes |
Xi |
Risk Statements |
36/37/38 |
Safety Statements |
22-24/25-26 |
WGK Germany |
3 |
RTECS |
NM0332000 |
HazardClass |
IRRITANT |
HS Code |
29349990 |
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3,3'-Diindolylmethane Usage And Synthesis |
Chemical Properties |
Solid |
Uses |
apoptosis inducer |
Uses |
An antineoplastic agent that activates Chk 2 and cytochrome p450 |
Uses |
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. |
Definition |
ChEBI: 3,3'-diindolylmethane is a member of indoles. It has a role as an antineoplastic agent and a P450 inhibitor. |
General Description |
3,3′-Diindolylmethane, a dimer of indole-3-carbinol, is a component of cruciferous vegetables. It is known to exhibit anticancer effects. |
Biological Activity |
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]. |
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