| Identification | Back 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 Properties | Back 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. | [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 |
| Hazard Information | Back 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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