ChemicalBook--->CAS DataBase List--->172922-91-7

172922-91-7

172922-91-7 Structure

172922-91-7 Structure
IdentificationBack Directory
[Name]

6-ForMylindolo[3,2-b]carbazole
[CAS]

172922-91-7
[Synonyms]

FICZ
6-FORMYLINDOLO A 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-
[Molecular Formula]

C19H12N2O
[MDL Number]

MFCD02684034
[MOL File]

172922-91-7.mol
[Molecular Weight]

284.31
Chemical PropertiesBack Directory
[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.
Safety DataBack Directory
[WGK Germany ]

1
Hazard InformationBack Directory
[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) Rannung?et al. (1987)?Certain photooxidized derivatives of tryptophan bind with very high affinity to the Ah receptor and are likely to be endogenous signal substances; J. Biol. Chem.,?262?15422 .2) Wincent?et al. (2009)?The Suggested Physiologic Aryl Hydrocarbon Receptor Activator and Cytochrome P4501 Substrate 6-Formylindolo[3,2-b}carbazole is Present in Humans; J. Biol. Chem.,?284?2690
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