6-Formylindolo[3,2-b]carbazole (FICZ)

Ah receptor ligand

Catalog No. SIH-383

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CAS No. 172922-91-7
Molecular Formula C19H12N2O
SKU: SIH-383 Categories: ,

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SIH-383_6-Formylindolo3-2-bcarbazole_Chemical_Structure.png
Product Name 6-Formylindolo[3,2-b]carbazole (FICZ)
Description

Ah receptor ligand

Purity >95%
CAS No. 172922-91-7
Molecular Formula C19H12N2O
Molecular Weight 284.3
Field of Use Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only.

Properties

Storage Temperature -20ºC
Shipping Temperature Shipped Ambient
Product Type Ligand
Solubility Soluble in DMSO (10 mg/ml)
Source Synthetic
Appearance Yellow solid
SMILES C1=CC=C2C(=C1)C3=CC4=NC5=CC=CC=C5C4=C(C3=N2)C=O
InChI InChI=1S/C19H10N2O/c22-10-14-18-12-6-2-4-8-16(12)20-17(18)9-13-11-5-1-3-7-15(11)21-19(13)14/h1-10H
InChIKey OTWFDHQTFRXSAK-UHFFFAOYSA-N
Safety Phrases Classification: Caution. Substance not yet fully tested.
Safety Phrases:
S22 - Do not breathe dust
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection
S24/25 - Avoid contact with skin and eyes
Cite This Product 6-Formylindolo(3,2-b)carbazole (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-383)

Biological Description

Alternative Names Indolo[3,2-b]carbazole-6-carbaldehyde, FICZ
Research Areas Cell Signaling
PubChem ID 22245026
Scientific Background 6-Formylindolo(3,2-b)carbazole (FICZ) is a high-affinity endogenous ligand for the aryl hydrocarbon receptor (AhR), derived from tryptophan metabolism. FICZ rapidly induces cytochrome P450 enzymes, particularly CYP1A1, at picomolar concentrations, highlighting its potency in modulating gene expression. In neuroscience, FICZ is gaining attention for its role in regulating neuroimmune interactions and oxidative stress via AhR signaling. These pathways are increasingly implicated in neurodegenerative diseases, including multiple sclerosis and Alzheimer’s disease. FICZ’s ability to influence neuroinflammation and cellular detoxification positions it as a promising molecule for studying environmental and metabolic contributions to brain health.
References 1. Wei Y.D., et al. (1998) Chem. Biol. Interact. 110(1-2): 39-55.
2. Rannug U., et al. (1995) Chem. Biol. Drug. Des. 2(12): 841-855.
3. Rannug A., et al. (1987) J. Biol. Chem. 262(32): 15422-7.

Product Images

<p>Chemical structure of 6-Formylindolo(3,2-b)carbazole (SIH-383), a Ah receptor ligand. CAS #: 172922-91-7. Molecular Formula: C19H12N2O. Molecular Weight: 284.3 g/mol.</p>

Chemical structure of 6-Formylindolo(3,2-b)carbazole (SIH-383), a Ah receptor ligand. CAS #: 172922-91-7. Molecular Formula: C19H12N2O. Molecular Weight: 284.3 g/mol.

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