74601

3,3′-Diindolylmethan

analytical standard

• Synonym(e): DIM
• Empirische Formel (Hill-System): C₁₇H₁₄N₂
• CAS-Nummer: 1968-05-4
• Molekulargewicht: 246.31
• MDL-Nummer: MFCD00195766
• UNSPSC-Code: 41116107
• NACRES: NA.24

Eigenschaften

• Qualität: analytical standard
• Qualitätsniveau: 100
• Assay: ≥97.5% (HPLC)
• Haltbarkeit: limited shelf life, expiry date on the label
• Anwendung(en): food and beverages
• Format: neat
• Lagertemp.: 2-8°C
• SMILES String: C(c1c[nH]c2ccccc12)c3c[nH]c4ccccc34
• 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

Beschreibung

Allgemeine Beschreibung

3,3′-Diindolylmethane, a dimer of indole-3-carbinol, is a component of cruciferous vegetables. It is known to exhibit anticancer effects.

Anwendung

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.

Biochem./physiol. Wirkung

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.

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Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335,H413
• P-Sätze: P273 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable