CAS 172922-91-7|FICZ

Introduction：Basic information about CAS 172922-91-7|FICZ, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. FICZ BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Synonyms

Common Name	FICZ
CAS Number	172922-91-7	Molecular Weight	284.31
Density	1.4±0.1 g/cm3	Boiling Point	463.8±45.0 °C at 760 mmHg
Molecular Formula	C₁₉H₁₂N₂O	Melting Point	/
MSDS	/	Flash Point	191.1±34.1 °C

Names

Name	6-formylindolo a carbazole
Synonym	More Synonyms

FICZ BiologicalActivity

Description	FICZ is a potent aryl hydrocarbon receptor (AhR) agonist with a Kd of 70 pM.
Related Catalog	Signaling Pathways >>Immunology/Inflammation >>Aryl Hydrocarbon ReceptorResearch Areas >>Others
In Vitro	FICZ (0.01 nM-1 µM) alone or in combination with 50 nM MNF induces sustained CYP1A1 activity and leads to oxidative stress and activation of apoptosis via a mitochondrial-dependent pathway. In HepG2 cells, FICZ stimulates cell growth at low concentrations but inhibits cell growth at high concentrations[1]. FICZ (10,000-30,000 nM) significantly decreases CEH viability with an estimated LC50 (95% confidence intervals) of 14,000 nM. FICZ shows concentration-dependent effects on EROD activity in CEH cultures, with the mean EC50 values at 3, 8, and 24 h of 0.016 nM, 0.80 nM, and 11 nM, respectively[2]. FICZ treatment increases transcript expression of CYP1A1 in a dose-dependent manner in both the parental iPSC line and the CYP1A1 targeted clone[3]. CYP1 inhibition in the presence of FICZ results in enhanced AHR activation, suggesting that FICZ accumulates in the cell when its metabolism is blocked. CYP1 enzymes plays a role in regulating biological effects of FICZ[4].
Cell Assay	The cell viability of CEH treated with FICZ or TCDD is studied with the untreated cells (used as a live cell control) and sodium hypochlorite (5%)-treated cells (used as a dead cell control). This assay is based upon the bioluminescent measurement of adenosine triphosphate (ATP) that is present in all metabolically active cells. Luciferase is utilized in this method to catalyze the formation of light from ATP and luciferin. CEH are lysed 24 h after dosing and the luminescence emitted from the ATP-dependent oxidation of luciferin is measured with a LuminoSkan Ascent luminometer.
References	[1]. Mohammadi-Bardbori A, et al. The highly bioactive molecule and signal substance 6-formylindolo[3,2-b]carbazole (FICZ) plays bi-functional roles in cell growth and apoptosis in vitro. Arch Toxicol. 2017 Mar 13 [2]. Farmahin R, et al. Time-dependent transcriptomic and biochemical responses of 6-formylindolo[3,2-b]carbazole (FICZ) and 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) are explained by AHR activation time. Biochem Pharmacol. 2016 Sep 1;115:134-43 [3]. Smith BW, et al. Genome Editing of the CYP1A1 Locus in iPSCs as a Platform to Map AHR Expression throughout Human Development. Stem Cells Int. 2016;2016:2574152. [4]. Wincent E, et al. Biological effects of 6-formylindolo[3,2-b]carbazole (FICZ) in vivo are enhanced by loss of CYP1A function in an Ahr2-dependent manner. Biochem Pharmacol. 2016 Jun 15;110-111:117-29.

Chemical & Physical Properties

Density	1.4±0.1 g/cm3
Boiling Point	463.8±45.0 °C at 760 mmHg
Molecular Formula	C₁₉H₁₂N₂O
Molecular Weight	284.31
Flash Point	191.1±34.1 °C
PSA	41.79000
LogP	3.31
Vapour Pressure	0.0±1.1 mmHg at 25°C
Index of Refraction	1.772
InChIKey	ZUDXFBWDXVNRKF-UHFFFAOYSA-N
SMILES	O=Cc1c2[nH]c3ccccc3c2cc2[nH]c3ccccc3c12
Storage condition	2-8°C

Safety Information

Hazard Codes	Xi
HS Code	2933990090

Customs

HS Code	2933990090
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Synonyms

Indolo[3,2-b]carbazole-6-carboxaldehyde

Indolo[3,2-b]carbazole-6-carbaldehyde

6-formylindolo(3,2-b)carbazole

FICZ

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