Page last updated: 2024-11-07

4-hydroxycarbazole

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

Description

4-hydroxycarbazole: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID104251
CHEMBL ID46723
SCHEMBL ID151982
MeSH IDM0573289

Synonyms (44)

Synonym
4-hydroxycarbazole
4-hydroxycarbazole, 95%
ccris 5300
9h-carbazol-4-ol
einecs 258-034-9
AC-1995
CHEMBL46723 ,
bdbm50127697
inchi=1/c12h9no/c14-11-7-3-6-10-12(11)8-4-1-2-5-9(8)13-10/h1-7,13-14h
ueohatpgkdsulr-uhfffaoysa-
52602-39-8
H1014
AKOS007930133
4-hydroxy carbazole
FT-0681169
3d95e7727v ,
ec 258-034-9
unii-3d95e7727v
BP-12456
FT-0618683
skf-106023
4-carbazolol
skf 106023
4-hydroxy-9h-carbazole
SCHEMBL151982
KS-1022
4-hydroxy-carbazole
4-hydroxycarbazol
UEOHATPGKDSULR-UHFFFAOYSA-N
W-105811
A1-00281
4-hydroxy-9h-carbazole;9h-carbazol-4-ol
DTXSID60200584
mfcd02178385
5-hydroxycarbazole
SY036873
n-(4-(4-amino-7-(4-hydroxycyclohexyl)-7h-pyrrolo[2,3-d]pyrimidin-5-yl)-2-fluorophenyl)-2,3-dichlorobenzenesulfonamide
BCP08901
AC2192
AMY8789
Q27257069
EN300-233803
CS-W017047
Z1255439073
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Inosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)IC50 (µMol)54.00000.00700.18071.5000AID91401
Indoleamine 2,3-dioxygenase 1Homo sapiens (human)IC50 (µMol)400.00000.05373.075710.0000AID443993
Inosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)IC50 (µMol)54.00000.00700.06550.2600AID91401
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (25)

Processvia Protein(s)Taxonomy
GMP biosynthetic processInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
GTP biosynthetic processInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
circadian rhythmInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
lymphocyte proliferationInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
cellular response to interleukin-4Inosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
'de novo' XMP biosynthetic processInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
regulation of activated T cell proliferationIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
positive regulation of T cell tolerance inductionIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
positive regulation of chronic inflammatory responseIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
positive regulation of type 2 immune responseIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
tryptophan catabolic processIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
inflammatory responseIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
female pregnancyIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
tryptophan catabolic process to kynurenineIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
response to lipopolysaccharideIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
negative regulation of interleukin-10 productionIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
positive regulation of interleukin-12 productionIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
multicellular organismal response to stressIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
kynurenic acid biosynthetic processIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
swimming behaviorIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
T cell proliferationIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
negative regulation of T cell proliferationIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
negative regulation of T cell apoptotic processIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
positive regulation of T cell apoptotic processIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
'de novo' NAD biosynthetic process from tryptophanIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
GMP biosynthetic processInosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)
GTP biosynthetic processInosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (11)

Processvia Protein(s)Taxonomy
nucleotide bindingInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
DNA bindingInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
RNA bindingInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
IMP dehydrogenase activityInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
protein bindingInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
metal ion bindingInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
electron transfer activityIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
heme bindingIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
indoleamine 2,3-dioxygenase activityIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
metal ion bindingIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
tryptophan 2,3-dioxygenase activityIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
nucleotide bindingInosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)
nucleic acid bindingInosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)
DNA bindingInosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)
RNA bindingInosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)
metal ion bindingInosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)
IMP dehydrogenase activityInosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (12)

Processvia Protein(s)Taxonomy
extracellular regionInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
nucleusInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
cytoplasmInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
peroxisomal membraneInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
cytosolInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
membraneInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
secretory granule lumenInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
extracellular exosomeInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
ficolin-1-rich granule lumenInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
cytoplasmInosine-5'-monophosphate dehydrogenase 2Homo sapiens (human)
cytosolIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
smooth muscle contractile fiberIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
stereocilium bundleIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
cytoplasmIndoleamine 2,3-dioxygenase 1Homo sapiens (human)
extracellular regionInosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)
nucleusInosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)
cytoplasmInosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)
cytosolInosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)
secretory granule lumenInosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)
azurophil granule lumenInosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)
ficolin-1-rich granule lumenInosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)
cytoplasmInosine-5'-monophosphate dehydrogenase 1 Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (27)

Assay IDTitleYearJournalArticle
AID1827138Antibacterial activity against methicillin-resistant Staphylococcus aureus ATCC 43300 assessed as inhibition of bacterial growth after 18 hrs by CLSI protocol based broth microdilution assay2022ACS medicinal chemistry letters, Mar-10, Volume: 13, Issue:3
Identification and Evaluation of Brominated Carbazoles as a Novel Antibiotic Adjuvant Scaffold in MRSA.
AID727898Inhibition of theophylline-induced melanogenesis in mouse B16-4A5 cells after 72 hrs by spectrophotometric analysis relative to control2013Bioorganic & medicinal chemistry, Mar-01, Volume: 21, Issue:5
Alkaloids from Sri Lankan curry-leaf (Murraya koenigii) display melanogenesis inhibitory activity: structures of karapinchamines A and B.
AID1827235Potentiation of oxacillin induced antibacterial activity against methicillin-resistant Staphylococcus aureus USA100 assessed as oxacillin MIC at 50 uM after 18 hrs by CLSI protocol based broth microdilution assay2022ACS medicinal chemistry letters, Mar-10, Volume: 13, Issue:3
Identification and Evaluation of Brominated Carbazoles as a Novel Antibiotic Adjuvant Scaffold in MRSA.
AID727902Inhibition of theophylline-induced melanogenesis in mouse B16-4A5 cells at 3 uM after 72 hrs by spectrophotometric analysis relative to control2013Bioorganic & medicinal chemistry, Mar-01, Volume: 21, Issue:5
Alkaloids from Sri Lankan curry-leaf (Murraya koenigii) display melanogenesis inhibitory activity: structures of karapinchamines A and B.
AID1827233Potentiation of oxacillin induced antibacterial activity against methicillin-resistant Staphylococcus aureus USA300 assessed as fold change in oxacillin MIC at 50 uM after 18 hrs by CLSI protocol based broth microdilution assay2022ACS medicinal chemistry letters, Mar-10, Volume: 13, Issue:3
Identification and Evaluation of Brominated Carbazoles as a Novel Antibiotic Adjuvant Scaffold in MRSA.
AID1827215Potentiation of oxacillin induced antibacterial activity against methicillin-resistant Staphylococcus aureus COL assessed as oxacillin MIC at 50 uM after 18 hrs by CLSI protocol based broth microdilution assay2022ACS medicinal chemistry letters, Mar-10, Volume: 13, Issue:3
Identification and Evaluation of Brominated Carbazoles as a Novel Antibiotic Adjuvant Scaffold in MRSA.
AID1827210Potentiation of oxacillin induced antibacterial activity against methicillin-resistant Staphylococcus aureus COL assessed as fold change in oxacillin MIC at 50 uM after 18 hrs by CLSI protocol based broth microdilution assay2022ACS medicinal chemistry letters, Mar-10, Volume: 13, Issue:3
Identification and Evaluation of Brominated Carbazoles as a Novel Antibiotic Adjuvant Scaffold in MRSA.
AID341424Inhibition of self-induced Abeta (1 to 42) aggregation at 10 uM thioflavin T-based fluorescence assay2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
Inhibition of acetylcholinesterase, beta-amyloid aggregation, and NMDA receptors in Alzheimer's disease: a promising direction for the multi-target-directed ligands gold rush.
AID727899Inhibition of theophylline-induced melanogenesis in mouse B16-4A5 cells at 10 uM after 72 hrs by spectrophotometric analysis relative to control2013Bioorganic & medicinal chemistry, Mar-01, Volume: 21, Issue:5
Alkaloids from Sri Lankan curry-leaf (Murraya koenigii) display melanogenesis inhibitory activity: structures of karapinchamines A and B.
AID727892Cytotoxicity against mouse theophylline-induced B16-4A5 cells assessed as cell viability at 30 uM after 72 hrs by WST8 assay relative to control2013Bioorganic & medicinal chemistry, Mar-01, Volume: 21, Issue:5
Alkaloids from Sri Lankan curry-leaf (Murraya koenigii) display melanogenesis inhibitory activity: structures of karapinchamines A and B.
AID727890Inhibition of mushroom tyrosinase using L-DOPA as substrate after at 1 uM after 5 mins relative to control2013Bioorganic & medicinal chemistry, Mar-01, Volume: 21, Issue:5
Alkaloids from Sri Lankan curry-leaf (Murraya koenigii) display melanogenesis inhibitory activity: structures of karapinchamines A and B.
AID727893Cytotoxicity against mouse theophylline-induced B16-4A5 cells assessed as cell viability at 3 uM after 72 hrs by WST8 assay relative to control2013Bioorganic & medicinal chemistry, Mar-01, Volume: 21, Issue:5
Alkaloids from Sri Lankan curry-leaf (Murraya koenigii) display melanogenesis inhibitory activity: structures of karapinchamines A and B.
AID1827142Potentiation of oxacillin induced antibacterial activity against methicillin-resistant Staphylococcus aureus ATCC 43300 assessed as oxacillin MIC at 50 uM after 18 hrs by CLSI protocol based broth microdilution assay2022ACS medicinal chemistry letters, Mar-10, Volume: 13, Issue:3
Identification and Evaluation of Brominated Carbazoles as a Novel Antibiotic Adjuvant Scaffold in MRSA.
AID727901Inhibition of theophylline-induced melanogenesis in mouse B16-4A5 cells at 1 uM after 72 hrs by spectrophotometric analysis relative to control2013Bioorganic & medicinal chemistry, Mar-01, Volume: 21, Issue:5
Alkaloids from Sri Lankan curry-leaf (Murraya koenigii) display melanogenesis inhibitory activity: structures of karapinchamines A and B.
AID727894Cytotoxicity against mouse theophylline-induced B16-4A5 cells assessed as cell viability at 1 uM after 72 hrs by WST8 assay relative to control2013Bioorganic & medicinal chemistry, Mar-01, Volume: 21, Issue:5
Alkaloids from Sri Lankan curry-leaf (Murraya koenigii) display melanogenesis inhibitory activity: structures of karapinchamines A and B.
AID1827238Potentiation of oxacillin induced antibacterial activity against methicillin-resistant Staphylococcus aureus USA300 assessed as oxacillin MIC at 50 uM after 18 hrs by CLSI protocol based broth microdilution assay2022ACS medicinal chemistry letters, Mar-10, Volume: 13, Issue:3
Identification and Evaluation of Brominated Carbazoles as a Novel Antibiotic Adjuvant Scaffold in MRSA.
AID91401Inhibitory activity against (IMPDH) inosine 5'-monophosphate dehydrogenase2003Bioorganic & medicinal chemistry letters, May-19, Volume: 13, Issue:10
Discovery of novel low molecular weight inhibitors of IMPDH via virtual needle screening.
AID341426Antioxidant activity against tert-butyl hydroperoxide-induced ROS evoked cell death in human SH-SY5Y cells2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
Inhibition of acetylcholinesterase, beta-amyloid aggregation, and NMDA receptors in Alzheimer's disease: a promising direction for the multi-target-directed ligands gold rush.
AID1827143Potentiation of oxacillin induced antibacterial activity against methicillin-resistant Staphylococcus aureus ATCC 43300 assessed as fold change in oxacillin MIC at 50 uM after 18 hrs by CLSI protocol based broth microdilution assay2022ACS medicinal chemistry letters, Mar-10, Volume: 13, Issue:3
Identification and Evaluation of Brominated Carbazoles as a Novel Antibiotic Adjuvant Scaffold in MRSA.
AID727888Inhibition of mushroom tyrosinase using L-DOPA as substrate after at 10 uM after 5 mins relative to control2013Bioorganic & medicinal chemistry, Mar-01, Volume: 21, Issue:5
Alkaloids from Sri Lankan curry-leaf (Murraya koenigii) display melanogenesis inhibitory activity: structures of karapinchamines A and B.
AID727891Cytotoxicity against mouse theophylline-induced B16-4A5 cells assessed as cell viability at 10 uM after 72 hrs by WST8 assay relative to control2013Bioorganic & medicinal chemistry, Mar-01, Volume: 21, Issue:5
Alkaloids from Sri Lankan curry-leaf (Murraya koenigii) display melanogenesis inhibitory activity: structures of karapinchamines A and B.
AID727889Inhibition of mushroom tyrosinase using L-DOPA as substrate after at 3 uM after 5 mins relative to control2013Bioorganic & medicinal chemistry, Mar-01, Volume: 21, Issue:5
Alkaloids from Sri Lankan curry-leaf (Murraya koenigii) display melanogenesis inhibitory activity: structures of karapinchamines A and B.
AID1827149Potentiation of oxacillin induced antibacterial activity against methicillin-resistant Staphylococcus aureus USA 100 assessed as fold change in oxacillin MIC at 50 uM after 18 hrs by CLSI protocol based broth microdilution assay2022ACS medicinal chemistry letters, Mar-10, Volume: 13, Issue:3
Identification and Evaluation of Brominated Carbazoles as a Novel Antibiotic Adjuvant Scaffold in MRSA.
AID727887Inhibition of mushroom tyrosinase using L-DOPA as substrate after at 30 uM after 5 mins relative to control2013Bioorganic & medicinal chemistry, Mar-01, Volume: 21, Issue:5
Alkaloids from Sri Lankan curry-leaf (Murraya koenigii) display melanogenesis inhibitory activity: structures of karapinchamines A and B.
AID727886Inhibition of mushroom tyrosinase using L-DOPA as substrate after at 100 uM after 5 mins relative to control2013Bioorganic & medicinal chemistry, Mar-01, Volume: 21, Issue:5
Alkaloids from Sri Lankan curry-leaf (Murraya koenigii) display melanogenesis inhibitory activity: structures of karapinchamines A and B.
AID443993Inhibition of human recombinant IDO expressed in Escherichia coli BL21 AI2010Journal of medicinal chemistry, Feb-11, Volume: 53, Issue:3
Rational design of indoleamine 2,3-dioxygenase inhibitors.
AID727900Inhibition of theophylline-induced melanogenesis in mouse B16-4A5 cells at 30 uM after 72 hrs by spectrophotometric analysis relative to control2013Bioorganic & medicinal chemistry, Mar-01, Volume: 21, Issue:5
Alkaloids from Sri Lankan curry-leaf (Murraya koenigii) display melanogenesis inhibitory activity: structures of karapinchamines A and B.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (28.57)29.6817
2010's4 (57.14)24.3611
2020's1 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 21.83

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index21.83 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.62 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (21.83)

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%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]