6-ForMylindolo[3,2-b]carbazole Chemical Properties

Boiling point:

630.3±35.0 °C(Predicted)

Density 

1.463±0.06 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

Soluble in DMSO (up to 10 mg/ml).

form 

powder

pka

15.66±0.30(Predicted)

color 

yellow to orange

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.

InChI

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

InChIKey

ZUDXFBWDXVNRKF-UHFFFAOYSA-N

SMILES

N1C2=C(C=CC=C2)C2=C1C(C=O)=C1C3=C(NC1=C2)C=CC=C3

Safety Information

WGK Germany 

1

6-ForMylindolo[3,2-b]carbazole Usage And Synthesis

Description

6-Formylindolo(3,2-b)carbazole (FICZ) (172922-91-7) is a very potent (Kd?= 0.07 nM) endogenous ligand for the aryl hydrocarbon receptor (AhR).1,2

Uses

6-Formylindolo[3,2-b]carbazole is a tryptophan photoproduct, suppresses pulmonary eosinophilia and Th2-type cytokine production in a mouse model of ovalbumin-induced allergic asthma.

Biochem/physiol Actions

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.

storage

Store at -20°C

References

[1] A RANNUG. Certain photooxidized derivatives of tryptophan bind with very high affinity to the Ah receptor and are likely to be endogenous signal substances.[J]. The Journal of Biological Chemistry, 1987, 262 32: 15422-15427.
[2] EMMA WINCENT. The suggested physiologic aryl hydrocarbon receptor activator and cytochrome P4501 substrate 6-formylindolo[3,2-b]carbazole is present in humans.[J]. The Journal of Biological Chemistry, 2009: 2690-2696. DOI:10.1074/jbc.m808321200

6-ForMylindolo[3,2-b]carbazole(172922-91-7)Related Product Information

• 1-Aminobenzotriazole
• Omeprazole
• Ritonavir
• 5-Methoxy-alpha-methyltryptamine
• 3-Methylbenza[j]aceanthrene
• indolo(3,2-b)carbazole
• 6-ForMylindolo[3,2-b]carbazole