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6-ForMylindolo[3,2-b]carbazole

6-ForMylindolo[3,2-b]carbazole

CAS: 172922-91-7

Molecular Formula: C19H12N2O

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6-ForMylindolo[3,2-b]carbazole - Names and Identifiers

Name 6-ForMylindolo[3,2-b]carbazole
Synonyms FICZ
6-FORMYLINDOLO A CARBAZOLE
6-ForMylindolo[3,2-b]carbazole
6-FORMYLINDOLO [3,2-B] CARBAZOLE
Indolo[3,2-b]carbazole-6-carbaldehyde
5H,11H-indolo[3,2-b]carbazole-6-carbaldehyde
5,11-dihydroindolo[3,2-b]carbazole-6-carbaldehyde
5,11-Dihydroindolo[3,2-b]carbazole-6-carboxaldehyde
Indolo[3,2-b]carbazole-6-carboxaldehyde, 5,11-dihydro-
CAS 172922-91-7

6-ForMylindolo[3,2-b]carbazole - Physico-chemical Properties

Molecular FormulaC19H12N2O
Molar Mass284.31
Density1.463±0.06 g/cm3(Predicted)
Boling Point630.3±35.0 °C(Predicted)
Solubility Soluble in DMSO (up to 10 mg/ml).
Appearancepowder
Coloryellow to orange
pKa15.66±0.30(Predicted)
Storage Condition-20°C
StabilityStable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.
Physical and Chemical PropertiesBioactive FICZ (6-Formylindolo[3,2-b]carbazole) is a potent agonist of aryl hydrocarbon receptor (AhR) that is efficiently metabolized by the AHR-regulated cytochrome P4501 enzyme.
In vitro study 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. FICZ (10,000-30,000 nM) significantly decreases CEH viability with an estimated LC 50 (95% confidence intervals) of 14,000 nM. FICZ shows concentration-dependent effects on EROD activity in CEH cultures, with the mean EC 50 values at 3, 8, and 24 h of 0.016 nM, 0.80 nM, and 11 nM, respectively. FICZ treatment increases transcript expression of CYP1A1 in a dose-dependent manner in both the parental iPSC line and the CYP1A1 targeted clone. 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. Nuclear export and degradation of the AHR protein are two additional steps in the AHR-mediated signal transduction pathway. Exposure to AhR agonists causes AhR-expressing cells to downregulate the receptor through the ubiquitin/proteasome degradation pathway.

6-ForMylindolo[3,2-b]carbazole - Risk and Safety

WGK Germany1

6-ForMylindolo[3,2-b]carbazole - Preparation solution concentration reference

 1mg5mg10mg
1 mM3.542 ml17.712 ml35.424 ml
5 mM0.708 ml3.542 ml7.085 ml
10 mM0.354 ml1.771 ml3.542 ml
5 mM0.071 ml0.354 ml0.708 ml
Last Update:2024-01-02 23:10:35

6-ForMylindolo[3,2-b]carbazole - Uses and synthesis methods

Target

Target Value

AhR

in vitro studies

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. FICZ (10,000-30,000 nM) significantly decreases CEH viability with an estimated LC 50 (95% confidence intervals) of 14,000 nM. FICZ shows concentration-dependent effects on EROD activity in CEH cultures, with the mean EC 50 values at 3, 8, and 24 h of 0.016 nM, 0.80 nM, and 11 nM, respectively. FICZ treatment increases transcript expression of CYP1A1 in a dose-dependent manner in both the parental iPSC line and the CYP1A1 targeted clone. 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.

Nuclear export and degradation of the AHR protein are two additional steps in the AHR-mediated signal transduction pathway.

Exposure to AhR agonists causes AhR-expressing cells to downregulate the receptor through the ubiquitin/proteasome degradation pathway.

Last Update:2024-04-09 21:00:56

6-ForMylindolo[3,2-b]carbazole - Reference Information

Biological activity FICZ (6-Formydolo [3,2-b]carbazole) is an effective agonist of aryl hydrocarbon receptor (AhR), which can be effectively metabolized by AHR-regulated cytochrome P4501 enzyme.
target TargetValue AhR ()
TargetValue
in vitro study FICZ (0.01 nM-1 m) alone or in combination with 50 nM MNF induces sustained CYP1A1 activity and led 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. FICZ (10,000-30,000 nM) significantly decreases CEH viability with an estimated LC 50 (95% confidence intervals) of 14,000 nM. FICZ shows concentration-dependent effects on EROD activity in CEH cultures, with the mean EC 50 values at 3, 8, and 24 h of 0.016 nM, 0.80 nM, and 11 nM, respectively. FICZ treatment increases transcript expression of CYP1A1 in a dose-dependent banner in both the parental iPSC line and the CYP1A1 targeted clone. 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. Nuclear export and degradation of the AHR protein are two additional steps in the AHR-mediated signal transduction pathway. Exposure to AhR agonists AhR-expressing cells to downregulate the receptor through the ubiquitin/proteasome degradation pathway.
Last Update:2024-04-09 02:00:01
6-ForMylindolo[3,2-b]carbazole
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CAS: 172922-91-7
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MedChemExpress (MCE)
Spot supply
Product Name: 6-Formylindolo[3,2-b]carbazole Visit Supplier Webpage Request for quotation
CAS: 172922-91-7
Tel: 609-228-6898
Email: sales@medchemexpress.com
     tech@medchemexpress.com
Mobile: 609-228-6898
SHANGHAI ACMEC BIOCHEMICAL TECHNOLOGY CO., LTD.
Spot supply
Product Name: FICZ Visit Supplier Webpage Request for quotation
CAS: 172922-91-7
Tel: +86-400-900-4166
Email: product@acmec-e.com
Mobile: +86-18621343501
QQ: 2881950922 Click to send a QQ message
Wechat: 18621343501
WhatsApp: +86-18621343501
Shanghai Macklin Biochemical Co., Ltd
Spot supply
Product Name: FICZ Visit Supplier Webpage Request for quotation
CAS: 172922-91-7
Tel: +86-18821248368
Email: Int06@meryer.com
Mobile: +86-18821248368
QQ: 495145328 Click to send a QQ message
WhatsApp: +86-18821248368
Shanghai Yuanye Bio-Technology Co., Ltd.
Product Name: 6-FORMYLINDOLO [3,2-B] CARBAZOLE Visit Supplier Webpage Request for quotation
CAS: 172922-91-7
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
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