SML1489

FICZ

≥95% (HPLC), lyophilized powder, AhR agonist

• Synonym(s): 5,11-Dihydro-indolo[3,2-b]carbazole-6-carboxaldehyde, 6-Formylindolo[3,2-b]carbazole
• Empirical Formula (Hill Notation): C₁₉H₁₂N₂O
• CAS Number: 172922-91-7
• Molecular Weight: 284.31
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Product Name: FICZ, ≥95% (HPLC)
• Quality Level: 100
• assay: ≥95% (HPLC)
• form: lyophilized powder
• color: yellow
• solubility: DMSO: 0.5 mg/mL, clear (warmed)
• storage temp.: −20°C
• SMILES string: [nH]1c2c(c5c1cccc5)cc3[nH]c4c(c3c2C=O)cccc4
• InChI: 1S/C19H12N2O/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/h1-10,20-21H
• InChI key: ZUDXFBWDXVNRKF-UHFFFAOYSA-N

Description

Biochem/physiol Actions

FICZ (6-formylindolo(3,2b)carbazole) being a photooxidation product of tryptophan, might serve as a chemical messenger of light.[1]

FICZ is a potent high affinity ligand of the aryl hydrocarbon receptor (AhR), which is a ligand-activated transcription factor that activates the expression of aromatic hydrocarbon metabolizing enzyme genes such as the CYP1A1 gene and has also been shown to have multiple additional roles in cell-cycle regulation, development and maturation of many tissues, control of inflammation, and immune response. FICZ is a photoproduct of tryptophan and is believed to be an endogenous AhR ligand. It is extremely potent, with a Kd value of 0.07 nM.

FICZ is a potent high affinity ligand of the aryl hydrocarbon receptor (AhR).

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable