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Home > Aldehydes > 1555757-10-2
1555757-10-2 | Indolo[3,2-b]carbazole-6-carboxaldehyde
CAS No: 1555757-10-2 Catalog No: AG001NZN MDL No:
Product Description
Catalog Number:
AG001NZN
Chemical Name:
Indolo[3,2-b]carbazole-6-carboxaldehyde
CAS Number:
1555757-10-2
Molecular Formula:
C19H10N2O
Molecular Weight:
282.2955
IUPAC Name:
indolo[3,2-b]carbazole-12-carbaldehyde
InChI:
InChI=1S/C19H10N2O/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/h1-10H
InChI Key:
OTWFDHQTFRXSAK-UHFFFAOYSA-N
SMILES:
O=Cc1c2c(=Nc3c2cccc3)cc2c1=Nc1c2cccc1
Properties
Complexity:
667
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
282.079g/mol
Formal Charge:
0
Heavy Atom Count:
22
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
282.302g/mol
Monoisotopic Mass:
282.079g/mol
Rotatable Bond Count:
1
Topological Polar Surface Area:
41.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.3
Literature
| Title | Journal |
|---|---|
| 6-Formylindolo(3,2-b)carbazole induced aryl hydrocarbon receptor activation prevents intestinal barrier dysfunction through regulation of claudin-2 expression. | Chemico-biological interactions 20180525 |
| Resveratrol supports and alpha-naphthoflavone disrupts growth of human ovarian follicles in an in vitro tissue culture model. | Toxicology and applied pharmacology 20180101 |
| Editor's Highlight: Ah Receptor Activation Potentiates Neutrophil Chemoattractant (C-X-C Motif) Ligand 5 Expression in Keratinocytes and Skin. | Toxicological sciences : an official journal of the Society of Toxicology 20171101 |
| The highly bioactive molecule and signal substance 6-formylindolo[3,2-b]carbazole (FICZ) plays bi-functional roles in cell growth and apoptosis in vitro. | Archives of toxicology 20171001 |
| Aryl hydrocarbon receptor signaling modifies Toll-like receptor-regulated responses in human dendritic cells. | Archives of toxicology 20170501 |
| SHP-2 phosphatase controls aryl hydrocarbon receptor-mediated ER stress response in mast cells. | Archives of toxicology 20170401 |
| Auto-induction mechanism of aryl hydrocarbon receptor 2 (AHR2) gene by TCDD-activated AHR1 and AHR2 in the red seabream (Pagrus major). | Archives of toxicology 20170101 |
| Aryl hydrocarbon receptor-ligand axis mediates pulmonary fibroblast migration and differentiation through increased arachidonic acid metabolism. | Toxicology 20160831 |
| Chromatin remodeling by curcumin alters endogenous aryl hydrocarbon receptor signaling. | Chemico-biological interactions 20160525 |
| Evidence for New Light-Independent Pathways for Generation of the Endogenous Aryl Hydrocarbon Receptor Agonist FICZ. | Chemical research in toxicology 20160119 |
| Toxicity and cytochrome P450 1A mRNA induction by 6-formylindolo[3,2-b]carbazole (FICZ) in chicken and Japanese quail embryos. | Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20160101 |
| NADPH Oxidase-Dependent Mechanism Explains How Arsenic and Other Oxidants Can Activate Aryl Hydrocarbon Receptor Signaling. | Chemical research in toxicology 20151221 |
| The Tryptophan-Derived Endogenous Aryl Hydrocarbon Receptor Ligand 6-Formylindolo[3,2-b]Carbazole Is a Nanomolar UVA Photosensitizer in Epidermal Keratinocytes. | The Journal of investigative dermatology 20150601 |
| Differential regulation of Th17 and T regulatory cell differentiation by aryl hydrocarbon receptor dependent xenobiotic response element dependent and independent pathways. | Toxicological sciences : an official journal of the Society of Toxicology 20150601 |
| Combination effects of AHR agonists and Wnt/β-catenin modulators in zebrafish embryos: Implications for physiological and toxicological AHR functions. | Toxicology and applied pharmacology 20150415 |
| A Structural Switch between Agonist and Antagonist Bound Conformations for a Ligand-Optimized Model of the Human Aryl Hydrocarbon Receptor Ligand Binding Domain. | Biology 20141201 |
| The Ah receptor regulates growth factor expression in head and neck squamous cell carcinoma cell lines. | Molecular carcinogenesis 20141001 |
| Sensitivity of avian species to the aryl hydrocarbon receptor ligand 6-formylindolo [3,2-b] carbazole (FICZ). | Chemico-biological interactions 20140925 |
| Differential consequences of two distinct AhR ligands on innate and adaptive immune responses to influenza A virus. | Toxicological sciences : an official journal of the Society of Toxicology 20140201 |
| The aryl hydrocarbon receptor: differential contribution to T helper 17 and T cytotoxic 17 cell development. | PloS one 20140101 |
| Importance of UDP-glucuronosyltransferase 1A1 expression in skin and its induction by UVB in neonatal hyperbilirubinemia. | Molecular pharmacology 20131101 |
| Quercetin, resveratrol, and curcumin are indirect activators of the aryl hydrocarbon receptor (AHR). | Chemical research in toxicology 20120917 |
| FICZ, a tryptophan photoproduct, suppresses pulmonary eosinophilia and Th2-type cytokine production in a mouse model of ovalbumin-induced allergic asthma. | International immunopharmacology 20120801 |
| Non-dioxin-like AhR ligands in a mouse peanut allergy model. | Toxicological sciences : an official journal of the Society of Toxicology 20120701 |
| Induction of cytochrome P450 family 1 mRNAs and activities in a cell line from the frog Xenopus laevis. | Aquatic toxicology (Amsterdam, Netherlands) 20120615 |
| Resveratrol enhances solar UV-induced responses in normal human epidermal keratinocytes. | Photochemistry and photobiology 20120101 |
| Discovery and biological characterization of 1-(1H-indol-3-yl)-9H-pyrido[3,4-b]indole as an aryl hydrocarbon receptor activator generated by photoactivation of tryptophan by sunlight. | Chemico-biological interactions 20110905 |
| Plant polyphenols differentially modulate inflammatory responses of human keratinocytes by interfering with activation of transcription factors NFκB and AhR and EGFR-ERK pathway. | Toxicology and applied pharmacology 20110901 |
| Consequences of AhR activation in steady-state dendritic cells. | Toxicological sciences : an official journal of the Society of Toxicology 20110201 |
| The evolution of farnesoid X, vitamin D, and pregnane X receptors: insights from the green-spotted pufferfish (Tetraodon nigriviridis) and other non-mammalian species. | BMC biochemistry 20110101 |
| Th17-related cytokines: new players in the control of chronic intestinal inflammation. | BMC medicine 20110101 |
| Functional and phenotypic effects of AhR activation in inflammatory dendritic cells. | Toxicology and applied pharmacology 20100701 |
| Cytochrome P450 1A1 gene regulation by UVB involves crosstalk between the aryl hydrocarbon receptor and nuclear factor kappaB. | Chemico-biological interactions 20100330 |
| Responsiveness of a Xenopus laevis cell line to the aryl hydrocarbon receptor ligands 6-formylindolo[3,2-b]carbazole (FICZ) and 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD). | Chemico-biological interactions 20100105 |
| The tryptophan photoproduct 6-formylindolo[3,2-b]carbazole (FICZ) binds multiple AHRs and induces multiple CYP1 genes via AHR2 in zebrafish. | Chemico-biological interactions 20091030 |
| Initial and extended inflammatory messages of the nongenomic signaling pathway of the TCDD-activated Ah receptor in U937 macrophages. | Archives of biochemistry and biophysics 20081215 |
| Aryl hydrocarbon receptor signaling mediates expression of indoleamine 2,3-dioxygenase. | Biochemical and biophysical research communications 20081024 |
| Effects of tryptophan photoproducts in the circadian timing system: searching for a physiological role for aryl hydrocarbon receptor. | Toxicological sciences : an official journal of the Society of Toxicology 20070101 |
| Identification of the tryptophan photoproduct 6-formylindolo[3,2-b]carbazole, in cell culture medium, as a factor that controls the background aryl hydrocarbon receptor activity. | Toxicological sciences : an official journal of the Society of Toxicology 20050601 |
| Metabolic fate of the Ah receptor ligand 6-formylindolo[3,2-b]carbazole. | Chemico-biological interactions 20041015 |
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