Page last updated: 2024-12-04

5,11-dihydroindolo[3,2-b]carbazole-12-carboxaldehyde

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Cross-References

ID SourceID
PubMed CID1863
CHEMBL ID472031
CHEBI ID94466
SCHEMBL ID528520

Synonyms (55)

Synonym
CBIOL_001837
5,11-dihydroindolo[3,2-b]carbazole-6-carbaldehyde
BB 0262012
BRD-K00184207-001-02-4
SPECTRUM5_001953
BIO1_000123 ,
BIO1_001101
BIO2_000175
BIO2_000655
BIO1_000612
IDI1_033925
BSPBIO_001455
NCGC00161390-04
NCGC00161390-01
NCGC00161390-02
NCGC00161390-03
KBIO2_005311
KBIOSS_000175
KBIO3_000350
KBIO2_000175
KBIO3_000349
KBIO2_002743
KBIOGR_000175
NCGC00161390-05
ficz
HMS1989I17
BML3-F10
6-formylindolo [3,2-b] carbazole
HMS1791I17
HMS1361I17
229020-82-0
CHEMBL472031 ,
5,11-dihydroindolo[3,2-b]carbazole-12-carbaldehyde
S9682
indolo[3,2-b]carbazole-6-carboxaldehyde, 5,11-dihydro-
AKOS016344677
SCHEMBL528520
CS-3513
indolo[3,2-b]carbazole-5,11-dicarboxylic acid, 6-formyl-, 5,11-bis(1,1-dimethylethyl) ester
5,11-dihydroindolo[3,2-b]carbazole-6-carboxaldehyde
HY-12451
HMS3402I17
FT-0696580
DTXSID30274338
mfcd09879259
CHEBI:94466
J-010864
BCP26067
Q27166328
5,11-dihydroindolo[3,2-b]carbazole-12-carboxaldehyde
DS-15051
A881823
C73318
6-formylindolo[3,2-b]carbazole6-formylindolo[3,2-b]carbazole
bdbm50541262
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
indolocarbazoleCompounds based upon an indolo[2,3-a]carbazole skeleton.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (5)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, CruzipainTrypanosoma cruziPotency25.11890.002014.677939.8107AID1476
phosphopantetheinyl transferaseBacillus subtilisPotency56.23410.141337.9142100.0000AID1490
Microtubule-associated protein tauHomo sapiens (human)Potency1.54800.180013.557439.8107AID1460
vitamin D3 receptor isoform VDRAHomo sapiens (human)Potency50.11870.354828.065989.1251AID504847
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Aryl hydrocarbon receptorHomo sapiens (human)EC50 (µMol)4.53100.00151.976910.0000AID1656901; AID1706087
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (22)

Processvia Protein(s)Taxonomy
blood vessel developmentAryl hydrocarbon receptorHomo sapiens (human)
regulation of adaptive immune responseAryl hydrocarbon receptorHomo sapiens (human)
negative regulation of T cell mediated immune response to tumor cellAryl hydrocarbon receptorHomo sapiens (human)
regulation of DNA-templated transcriptionAryl hydrocarbon receptorHomo sapiens (human)
regulation of transcription by RNA polymerase IIAryl hydrocarbon receptorHomo sapiens (human)
xenobiotic metabolic processAryl hydrocarbon receptorHomo sapiens (human)
apoptotic processAryl hydrocarbon receptorHomo sapiens (human)
response to xenobiotic stimulusAryl hydrocarbon receptorHomo sapiens (human)
response to toxic substanceAryl hydrocarbon receptorHomo sapiens (human)
regulation of gene expressionAryl hydrocarbon receptorHomo sapiens (human)
cAMP-mediated signalingAryl hydrocarbon receptorHomo sapiens (human)
intracellular receptor signaling pathwayAryl hydrocarbon receptorHomo sapiens (human)
regulation of B cell proliferationAryl hydrocarbon receptorHomo sapiens (human)
circadian regulation of gene expressionAryl hydrocarbon receptorHomo sapiens (human)
negative regulation of DNA-templated transcriptionAryl hydrocarbon receptorHomo sapiens (human)
positive regulation of DNA-templated transcriptionAryl hydrocarbon receptorHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIAryl hydrocarbon receptorHomo sapiens (human)
negative regulation of inflammatory responseAryl hydrocarbon receptorHomo sapiens (human)
cellular response to molecule of bacterial originAryl hydrocarbon receptorHomo sapiens (human)
cellular response to cAMPAryl hydrocarbon receptorHomo sapiens (human)
cellular response to forskolinAryl hydrocarbon receptorHomo sapiens (human)
cellular response to 2,3,7,8-tetrachlorodibenzodioxineAryl hydrocarbon receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (16)

Processvia Protein(s)Taxonomy
nuclear receptor activityAryl hydrocarbon receptorHomo sapiens (human)
transcription cis-regulatory region bindingAryl hydrocarbon receptorHomo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificAryl hydrocarbon receptorHomo sapiens (human)
cis-regulatory region sequence-specific DNA bindingAryl hydrocarbon receptorHomo sapiens (human)
TFIID-class transcription factor complex bindingAryl hydrocarbon receptorHomo sapiens (human)
transcription coactivator bindingAryl hydrocarbon receptorHomo sapiens (human)
DNA bindingAryl hydrocarbon receptorHomo sapiens (human)
DNA-binding transcription factor activityAryl hydrocarbon receptorHomo sapiens (human)
nuclear receptor activityAryl hydrocarbon receptorHomo sapiens (human)
protein bindingAryl hydrocarbon receptorHomo sapiens (human)
TBP-class protein bindingAryl hydrocarbon receptorHomo sapiens (human)
protein homodimerization activityAryl hydrocarbon receptorHomo sapiens (human)
protein heterodimerization activityAryl hydrocarbon receptorHomo sapiens (human)
Hsp90 protein bindingAryl hydrocarbon receptorHomo sapiens (human)
RNA polymerase II-specific DNA-binding transcription factor bindingAryl hydrocarbon receptorHomo sapiens (human)
E-box bindingAryl hydrocarbon receptorHomo sapiens (human)
sequence-specific double-stranded DNA bindingAryl hydrocarbon receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (10)

Processvia Protein(s)Taxonomy
nucleusAryl hydrocarbon receptorHomo sapiens (human)
nuclear aryl hydrocarbon receptor complexAryl hydrocarbon receptorHomo sapiens (human)
nucleusAryl hydrocarbon receptorHomo sapiens (human)
nucleoplasmAryl hydrocarbon receptorHomo sapiens (human)
cytoplasmAryl hydrocarbon receptorHomo sapiens (human)
cytosolAryl hydrocarbon receptorHomo sapiens (human)
chromatinAryl hydrocarbon receptorHomo sapiens (human)
transcription regulator complexAryl hydrocarbon receptorHomo sapiens (human)
protein-containing complexAryl hydrocarbon receptorHomo sapiens (human)
cytosolic aryl hydrocarbon receptor complexAryl hydrocarbon receptorHomo sapiens (human)
aryl hydrocarbon receptor complexAryl hydrocarbon receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (15)

Assay IDTitleYearJournalArticle
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347154Primary screen GU AMC qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1656901Agonist activity at AhR in human HepG2 cells assessed as induction of CYP1A1 expression after 24 hrs by ethoxyresorufin-O-deethylase assay2020Bioorganic & medicinal chemistry letters, 03-01, Volume: 30, Issue:5
Synthesis and biological evaluation of FICZ analogues as agonists of aryl hydrocarbon receptor.
AID1656896Agonist activity at AhR in human HepG2 cells assessed as induction of CYP1A1 activity at 0.13 nM using 7-ethoxyresorufin as substrate after 24 hrs by ethoxyresorufin-O-deethylase assay relative to DMSO2020Bioorganic & medicinal chemistry letters, 03-01, Volume: 30, Issue:5
Synthesis and biological evaluation of FICZ analogues as agonists of aryl hydrocarbon receptor.
AID1706080Agonist activity at AhR in human HepG2 cells co-transfected with pSELECT-zeo-Lucia and CYP1A1 assessed as induction of receptor transactivation at 18 uM incubated for 24 hrs by luciferase reporter gene assay relative to control2020European journal of medicinal chemistry, Dec-01, Volume: 207Targeting the aryl hydrocarbon receptor with a novel set of triarylmethanes.
AID1656897Agonist activity at AhR in human HepG2 cells assessed as induction of CYP1A1 activity at 3.2 nM using 7-ethoxyresorufin as substrate after 24 hrs by ethoxyresorufin-O-deethylase assay relative to DMSO2020Bioorganic & medicinal chemistry letters, 03-01, Volume: 30, Issue:5
Synthesis and biological evaluation of FICZ analogues as agonists of aryl hydrocarbon receptor.
AID1656898Agonist activity at AhR in human HepG2 cells assessed as induction of CYP1A1 activity at 80 nM using 7-ethoxyresorufin as substrate after 24 hrs by ethoxyresorufin-O-deethylase assay relative to DMSO2020Bioorganic & medicinal chemistry letters, 03-01, Volume: 30, Issue:5
Synthesis and biological evaluation of FICZ analogues as agonists of aryl hydrocarbon receptor.
AID1726760Activation of AhR in human HT29-Lucia cells expressing secreted Lucia luciferase reporter gene assessed as increase in receptor transactivation by measuring fold increase in reporter activity at 5 uM measured after 24 hrs by luciferase reporter gene assay2021RSC medicinal chemistry, Jun-23, Volume: 12, Issue:6
Amino alcohol acrylonitriles as broad spectrum and tumour selective cytotoxic agents.
AID1706087Agonist activity at AhR in human HepG2 cells assessed as induction of AhR transcriptional activity incubated for 24 hrs by Quanti-Luc reagent based luminescence assay2020European journal of medicinal chemistry, Dec-01, Volume: 207Targeting the aryl hydrocarbon receptor with a novel set of triarylmethanes.
AID1897748Downregulation of purmorphamine-induced Ptch2 mRNA expression in mouse C3H 10T1/2 cells at 1 uM measured after 48 hrs by RT-qPCR analysis2022Journal of medicinal chemistry, 12-22, Volume: 65, Issue:24
The Highly Potent AhR Agonist Picoberin Modulates Hh-Dependent Osteoblast Differentiation.
AID1897744Inhibition of Hedgehog-signalling dependent purmorphamine induced osteoblast differentiation in mouse C3H 10T1/2 cells assessed as reduction in ALP expression at 0.01 to 100 uM incubated for 96 hrs by CDP-Star luminogenic substrate based assay2022Journal of medicinal chemistry, 12-22, Volume: 65, Issue:24
The Highly Potent AhR Agonist Picoberin Modulates Hh-Dependent Osteoblast Differentiation.
AID393143Activation of AhR expressed in guinea pig cytosolic fractions over expressed with XRE by ELISA based Ah-immunoassay relative to TCDD2009Bioorganic & medicinal chemistry, Feb-15, Volume: 17, Issue:4
Synthesis and biological evaluation of fused thio- and selenopyrans as new indolocarbazole analogues with aryl hydrocarbon receptor affinity.
AID1726750Activation of AhR in human HT29-Lucia cells expressing secreted Lucia luciferase reporter gene assessed as increase in receptor transactivation by measuring fold increase in reporter activity at 5 uM measured after 48 hrs by luciferase reporter gene assay2021RSC medicinal chemistry, Jun-23, Volume: 12, Issue:6
Amino alcohol acrylonitriles as broad spectrum and tumour selective cytotoxic agents.
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (11.11)29.6817
2010's2 (22.22)24.3611
2020's6 (66.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.62

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.62 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.92 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.62)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]