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FICZ is a novel and potent aryl hydrogen receptor (AhR) agonist (Kd = 70 pM), acting by inducing transient expression of CYP1A1 (cytochrome P450-1A1) in vitro.
| ln Vitro |
FICZ (0.01 nM-1 µM) either by itself or in conjunction with 50 nM MNF stimulates long-term CYP1A1 activity, which in turn causes oxidative stress and initiates apoptosis via pathways that are dependent on the mitochondria. FICZ inhibits cell proliferation at high concentrations but increases it at low quantities in HepG2 cells [1]. A substantial reduction in CEH activity was seen with FICZ (10,000-30,000 nM), with an estimated LC50 (95% confidence interval) of 14,000 nM. In CEH cultures, FICZ had a concentration-dependent influence on EROD activity; at 3, 8, and 24 hours, the average EC50 values were 0.016 nM, 0.80 nM, and 11 nM, respectively [2]. In parental iPSC lines and CYP1A1-targeted clones, FICZ treatment boosts CYP1A1 transcriptional expression in a dose-dependent manner [3]. Increased AHR activation is the outcome of CYP1 inhibition in the presence of FICZ, indicating that FICZ builds up in cells when cellular metabolism is inhibited. One enzyme that helps control the physiological effects of FICZ is CYP1 [4]. There are two more phases in the AHR-mediated signal transduction pathway: nuclear export and AHR protein degradation [5]. AhR-expressing cells downregulate the receptor via the ubiquitin/proteasome degradation pathway in response to exposure to AhR agonists [6].
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| References |
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| Additional Infomation |
5,11-dihydroindolo[3,2-b]carbazole-12-carboxaldehyde is an indolocarbazole.
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| Molecular Formula |
C19H10N2O
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|---|---|
| Molecular Weight |
282.3
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| Exact Mass |
282.079
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| CAS # |
172922-91-7
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| PubChem CID |
1863
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| Appearance |
Light yellow to khaki solid powder
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| Density |
1.4±0.1 g/cm3
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| Boiling Point |
463.8±45.0 °C at 760 mmHg
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| Flash Point |
191.1±34.1 °C
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| Vapour Pressure |
0.0±1.1 mmHg at 25°C
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| Index of Refraction |
1.772
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| LogP |
3.31
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
1
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| Rotatable Bond Count |
1
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| Heavy Atom Count |
22
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| Complexity |
453
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| Defined Atom Stereocenter Count |
0
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| InChi Key |
ZUDXFBWDXVNRKF-UHFFFAOYSA-N
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| InChi Code |
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
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| Chemical Name |
5,11-dihydroindolo[3,2-b]carbazole-12-carbaldehyde
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| Synonyms |
6-Formylindolo[3,2-b]carbazole FICZ
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO : ~10 mg/mL (~35.17 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: 1.11 mg/mL (3.90 mM) in 5% DMSO + 40% PEG300 + 5% Tween80 + 50% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 0.83 mg/mL (2.92 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 8.3 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. View More
Solubility in Formulation 3: 3.33 mg/mL (11.71 mM) in 15% Solutol HS 15 10% Cremophor EL 35% PEG 400 40% water (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.5423 mL | 17.7117 mL | 35.4233 mL | |
| 5 mM | 0.7085 mL | 3.5423 mL | 7.0847 mL | |
| 10 mM | 0.3542 mL | 1.7712 mL | 3.5423 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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