SML1489
FICZ
≥95% (HPLC), lyophilized powder, AhR agonist
Synonym(s):
5,11-Dihydro-indolo[3,2-b]carbazole-6-carboxaldehyde, 6-Formylindolo[3,2-b]carbazole
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About This Item
Empirical Formula (Hill Notation):
C19H12N2O
CAS Number:
Molecular Weight:
284.31
UNSPSC Code:
12352200
NACRES:
NA.77
Product Name
FICZ, ≥95% (HPLC)
Quality Level
Assay
≥95% (HPLC)
form
lyophilized powder
color
yellow
solubility
DMSO: 0.5 mg/mL, clear (warmed)
storage temp.
−20°C
SMILES string
[nH]1c2c(c5c1cccc5)cc3[nH]c4c(c3c2C=O)cccc4
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
InChI key
ZUDXFBWDXVNRKF-UHFFFAOYSA-N
Related Categories
Biochem/physiol Actions
FICZ (6-formylindolo(3,2b)carbazole) being a photooxidation product of tryptophan, might serve as a chemical messenger of light.
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.
FICZ is a potent high affinity ligand of the aryl hydrocarbon receptor (AhR).
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Activation of the aryl hydrocarbon receptor by structurally diverse exogenous and endogenous chemicals.
Denison M S and Nagy S R
Annual Review of Pharmacology, 43(1), 309-334 (2003)
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Journal of cellular and molecular medicine, 25(2), 1035-1047 (2020-12-07)
Acute kidney injury (AKI) is a multifactorial disease of various aetiologies. Aryl hydrocarbon receptor (AhR) is a ligand-activated transcription factor that responds to ligands to induce or repress gene expressions, thereby regulating a diverse spectrum of biological or pathophysiologic effects.
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Toxicology in vitro : an international journal published in association with BIBRA, 69, 104993-104993 (2020-09-11)
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The epidermis forms a barrier that defends the body from desiccation and entry of harmful substances, while also sensing and integrating environmental signals. The tightly orchestrated cellular changes needed for the formation and maintenance of this epidermal barrier occur in
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FEBS letters, 593(9), 952-961 (2019-04-07)
Interleukin (IL)-17 plays a critical role in the pathogenesis of inflammation and autoimmune diseases. The aryl hydrocarbon receptor (AHR) is a transcription factor responsible for the elimination of xenobiotic chemicals. However, it remains unknown whether AHR is involved in IL-17
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