Compounds > 2-hydroxyphenazine
Page last updated: 2024-10-15

2-hydroxyphenazine

Cross-References

ID SourceID
PubMed CID135441800
CHEMBL ID2071427
CHEBI ID182284
SCHEMBL ID16026402
SCHEMBL ID2367791
MeSH IDM0232991

Synonyms (21)

Synonym
CHEBI:182284
phenazin-2-ol
2-phenazinol
4190-95-8
2-hydroxyphenazine
nsc-509501
2-hydroxy-5,10-diazaanthracene
nsc509501
2-hydroxy-phenazine
AKOS003625422
bdbm50390006
nsc 509501
CHEMBL2071427 ,
SCHEMBL16026402
SCHEMBL2367791
RETSEGNZNUBJRB-UHFFFAOYSA-N
mfcd00101302
Q63399216
noname_1631
DTXSID10902389
A902957
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
phenazinesAny organonitrogen heterocyclic compound based on a phenazine skeleton and derivatives.
[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 (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
AcetylcholinesteraseHomo sapiens (human)IC50 (µMol)50.00000.00000.933210.0000AID676724
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (14)

Processvia Protein(s)Taxonomy
acetylcholine catabolic process in synaptic cleftAcetylcholinesteraseHomo sapiens (human)
regulation of receptor recyclingAcetylcholinesteraseHomo sapiens (human)
osteoblast developmentAcetylcholinesteraseHomo sapiens (human)
acetylcholine catabolic processAcetylcholinesteraseHomo sapiens (human)
cell adhesionAcetylcholinesteraseHomo sapiens (human)
nervous system developmentAcetylcholinesteraseHomo sapiens (human)
synapse assemblyAcetylcholinesteraseHomo sapiens (human)
receptor internalizationAcetylcholinesteraseHomo sapiens (human)
negative regulation of synaptic transmission, cholinergicAcetylcholinesteraseHomo sapiens (human)
amyloid precursor protein metabolic processAcetylcholinesteraseHomo sapiens (human)
positive regulation of protein secretionAcetylcholinesteraseHomo sapiens (human)
retina development in camera-type eyeAcetylcholinesteraseHomo sapiens (human)
acetylcholine receptor signaling pathwayAcetylcholinesteraseHomo sapiens (human)
positive regulation of cold-induced thermogenesisAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
amyloid-beta bindingAcetylcholinesteraseHomo sapiens (human)
acetylcholinesterase activityAcetylcholinesteraseHomo sapiens (human)
cholinesterase activityAcetylcholinesteraseHomo sapiens (human)
protein bindingAcetylcholinesteraseHomo sapiens (human)
collagen bindingAcetylcholinesteraseHomo sapiens (human)
hydrolase activityAcetylcholinesteraseHomo sapiens (human)
serine hydrolase activityAcetylcholinesteraseHomo sapiens (human)
acetylcholine bindingAcetylcholinesteraseHomo sapiens (human)
protein homodimerization activityAcetylcholinesteraseHomo sapiens (human)
laminin bindingAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (13)

Processvia Protein(s)Taxonomy
extracellular regionAcetylcholinesteraseHomo sapiens (human)
basement membraneAcetylcholinesteraseHomo sapiens (human)
extracellular spaceAcetylcholinesteraseHomo sapiens (human)
nucleusAcetylcholinesteraseHomo sapiens (human)
Golgi apparatusAcetylcholinesteraseHomo sapiens (human)
plasma membraneAcetylcholinesteraseHomo sapiens (human)
cell surfaceAcetylcholinesteraseHomo sapiens (human)
membraneAcetylcholinesteraseHomo sapiens (human)
neuromuscular junctionAcetylcholinesteraseHomo sapiens (human)
synaptic cleftAcetylcholinesteraseHomo sapiens (human)
synapseAcetylcholinesteraseHomo sapiens (human)
perinuclear region of cytoplasmAcetylcholinesteraseHomo sapiens (human)
side of membraneAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (16)

Assay IDTitleYearJournalArticle
AID736144Antifungal activity against Colletotrichum falcatum assessed as inhibition of mycelial growth at 100 ug/disc incubated for 10 to 15 days at 25 degC2013Journal of natural products, Feb-22, Volume: 76, Issue:2
Lahorenoic acids A-C, ortho-dialkyl-substituted aromatic acids from the biocontrol strain Pseudomonas aurantiaca PB-St2.
AID1647691Antibacterial activity against Streptococcus mutans ATCC 25175 assessed as reduction in microbial growth at 0.06 to 133 ug/ml after 24 hrs by agar well diffusion assay2020Journal of natural products, 02-28, Volume: 83, Issue:2
Isolation, Identification, and Decomposition of Antibacterial Dialkylresorcinols from a Chinese
AID1647692Antibacterial activity against Bacillus subtilis ATCC 6633 assessed as reduction in microbial growth at 0.06 to 133 ug/ml after 24 hrs by agar well diffusion assay2020Journal of natural products, 02-28, Volume: 83, Issue:2
Isolation, Identification, and Decomposition of Antibacterial Dialkylresorcinols from a Chinese
AID676726Toxicity against human KIF5 cells incubated for 24 hrs by CellTiter Blue cell viability assay2012Journal of natural products, Jul-27, Volume: 75, Issue:7
Geranylphenazinediol, an acetylcholinesterase inhibitor produced by a Streptomyces species.
AID736141Solid tumor cytotoxicity against human H125 cells assessed as inhibition of cell colony formation by disc diffusion soft-agar colony formation assay2013Journal of natural products, Feb-22, Volume: 76, Issue:2
Lahorenoic acids A-C, ortho-dialkyl-substituted aromatic acids from the biocontrol strain Pseudomonas aurantiaca PB-St2.
AID736143Antibacterial activity against Arthrobacter crystallopoietes DSM 20117 assessed as inhibition of visible bacterial growth after 24 hrs2013Journal of natural products, Feb-22, Volume: 76, Issue:2
Lahorenoic acids A-C, ortho-dialkyl-substituted aromatic acids from the biocontrol strain Pseudomonas aurantiaca PB-St2.
AID1647688Antibacterial activity against Staphylococcus aureus ATCC 12600 assessed as reduction in microbial growth at 0.06 to 133 ug/ml after 24 hrs by agar well diffusion assay2020Journal of natural products, 02-28, Volume: 83, Issue:2
Isolation, Identification, and Decomposition of Antibacterial Dialkylresorcinols from a Chinese
AID1647683Antibacterial activity against Staphylococcus epidermidis ATCC 14990 assessed as reduction in microbial growth after 24 hrs by agar well diffusion assay2020Journal of natural products, 02-28, Volume: 83, Issue:2
Isolation, Identification, and Decomposition of Antibacterial Dialkylresorcinols from a Chinese
AID736139Solid tumor cytotoxicity against human LNCAP cells assessed as inhibition of cell colony formation by disc diffusion soft-agar colony formation assay2013Journal of natural products, Feb-22, Volume: 76, Issue:2
Lahorenoic acids A-C, ortho-dialkyl-substituted aromatic acids from the biocontrol strain Pseudomonas aurantiaca PB-St2.
AID736145Cytotoxicity against human HCT116 cells assessed as growth inhibition after 5 days by hemocytometry2013Journal of natural products, Feb-22, Volume: 76, Issue:2
Lahorenoic acids A-C, ortho-dialkyl-substituted aromatic acids from the biocontrol strain Pseudomonas aurantiaca PB-St2.
AID1647690Antibacterial activity against Enterococcus hirae ATCC 8043 assessed as reduction in microbial growth at 0.06 to 133 ug/ml after 24 hrs by agar well diffusion assay2020Journal of natural products, 02-28, Volume: 83, Issue:2
Isolation, Identification, and Decomposition of Antibacterial Dialkylresorcinols from a Chinese
AID676724Inhibition of human AChE pre-incubated for 10 mins before acetylthiocholine iodide substrate addition2012Journal of natural products, Jul-27, Volume: 75, Issue:7
Geranylphenazinediol, an acetylcholinesterase inhibitor produced by a Streptomyces species.
AID736140Solid tumor cytotoxicity against human MCF7 cells assessed as inhibition of cell colony formation by disc diffusion soft-agar colony formation assay2013Journal of natural products, Feb-22, Volume: 76, Issue:2
Lahorenoic acids A-C, ortho-dialkyl-substituted aromatic acids from the biocontrol strain Pseudomonas aurantiaca PB-St2.
AID736142Antibacterial activity against Bacillus cereus assessed as inhibition of visible bacterial growth after 24 hrs2013Journal of natural products, Feb-22, Volume: 76, Issue:2
Lahorenoic acids A-C, ortho-dialkyl-substituted aromatic acids from the biocontrol strain Pseudomonas aurantiaca PB-St2.
AID676725Antimicrobial activity against Bacillus subtilis DSM 347 incubated for 5 hrs by resazurin dye based assay2012Journal of natural products, Jul-27, Volume: 75, Issue:7
Geranylphenazinediol, an acetylcholinesterase inhibitor produced by a Streptomyces species.
AID736146Antituberculosis activity against Mycobacterium tuberculosis H37Rv ATCC 27292 incubated for 7 days by Alamar blue assay2013Journal of natural products, Feb-22, Volume: 76, Issue:2
Lahorenoic acids A-C, ortho-dialkyl-substituted aromatic acids from the biocontrol strain Pseudomonas aurantiaca PB-St2.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (18)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (16.67)18.2507
2000's5 (27.78)29.6817
2010's8 (44.44)24.3611
2020's2 (11.11)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other19 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
carbon monoxide
Carbon Monoxide: Carbon monoxide (CO). A poisonous colorless, odorless, tasteless gas. It combines with hemoglobin to form carboxyhemoglobin, which has no oxygen carrying capacity. The resultant oxygen deprivation causes headache, dizziness, decreased pulse and respiratory rates, unconsciousness, and death. (From Merck Index, 11th ed). carbon monoxide : A one-carbon compound in which the carbon is joined only to a single oxygen. It is a colourless, odourless, tasteless, toxic gas.		210carbon oxide;
gas molecular entity;
one-carbon compound		biomarker;
EC 1.9.3.1 (cytochrome c oxidase) inhibitor;
human metabolite;
ligand;
metabolite;
mitochondrial respiratory-chain inhibitor;
mouse metabolite;
neurotoxin;
neurotransmitter;
P450 inhibitor;
probe;
signalling molecule;
vasodilator agent
glycerol
Moon: The natural satellite of the planet Earth. It includes the lunar cycles or phases, the lunar month, lunar landscapes, geography, and soil.		7.2510alditol;
triol		algal metabolite;
detergent;
Escherichia coli metabolite;
geroprotector;
human metabolite;
mouse metabolite;
osmolyte;
Saccharomyces cerevisiae metabolite;
solvent
1-anilino-8-naphthalenesulfonate
1-anilino-8-naphthalenesulfonate: RN given refers to parent cpd. 8-anilinonaphthalene-1-sulfonic acid : A naphthalenesulfonic acid that is naphthalene-1-sulfonic acid substituted by a phenylamino group at position 8.		2.0510aminonaphthalene;
naphthalenesulfonic acid		fluorescent probe
diphenyleneiodonium
diphenyleneiodonium: structure in first source; NADPH oxidase inhibitor. dibenziodolium : An organic cation that is fluorene in which the methylene group is replaced by a positively charged iodine.		2.4120organic cation
phenazine
[no description available]		2.1510azaarene;
heteranthrene;
mancude organic heterotricyclic parent;
phenazines;
polycyclic heteroarene
penicillin g
Penicillin G: A penicillin derivative commonly used in the form of its sodium or potassium salts in the treatment of a variety of infections. It is effective against most gram-positive bacteria and against gram-negative cocci. It has also been used as an experimental convulsant because of its actions on GAMMA-AMINOBUTYRIC ACID mediated synaptic transmission.. benzylpenicillin : A penicillin in which the substituent at position 6 of the penam ring is a phenylacetamido group.		2.2510penicillin allergen;
penicillin		antibacterial drug;
drug allergen;
epitope
chloramphenicol
Amphenicol: Chloramphenicol and its derivatives.		2.0710C-nitro compound;
carboxamide;
diol;
organochlorine compound		antibacterial drug;
antimicrobial agent;
Escherichia coli metabolite;
geroprotector;
Mycoplasma genitalium metabolite;
protein synthesis inhibitor
ampicillin
Ampicillin: Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic.. ampicillin : A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group.		2.2510beta-lactam antibiotic;
penicillin allergen;
penicillin		antibacterial drug
4-butyrolactone
4-Butyrolactone: One of the FURANS with a carbonyl thereby forming a cyclic lactone. It is an endogenous compound made from gamma-aminobutyrate and is the precursor of gamma-hydroxybutyrate. It is also used as a pharmacological agent and solvent.. tetrahydrofuranone : Any oxolane having an oxo- substituent at any position on the tetrahydrofuran ring.. gamma-butyrolactone : A butan-4-olide that is tetrahydrofuran substituted by an oxo group at position 2.		2.0510butan-4-olidemetabolite;
neurotoxin
galantamine
Galantamine: A benzazepine derived from norbelladine. It is found in GALANTHUS and other AMARYLLIDACEAE. It is a cholinesterase inhibitor that has been used to reverse the muscular effects of GALLAMINE TRIETHIODIDE and TUBOCURARINE and has been studied as a treatment for ALZHEIMER DISEASE and other central nervous system disorders.. galanthamine : A benzazepine alkaloid isolated from certain species of daffodils.		2.0710benzazepine alkaloid fundamental parent;
benzazepine alkaloid;
organic heterotetracyclic compound;
tertiary amino compound		antidote to curare poisoning;
cholinergic drug;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
plant metabolite
homoserine
homoserine : An alpha-amino acid that is glycine substituted at the alpha-position by a 2-hydroxyethyl group.. L-homoserine : The L-enantiomer of homoserine.		2.0310amino acid zwitterion;
homoserine		algal metabolite;
Escherichia coli metabolite;
human metabolite;
Saccharomyces cerevisiae metabolite
vancomycin
Vancomycin: Antibacterial obtained from Streptomyces orientalis. It is a glycopeptide related to RISTOCETIN that inhibits bacterial cell wall assembly and is toxic to kidneys and the inner ear.. vancomycin : A complex glycopeptide from Streptomyces orientalis. It inhibits a specific step in the synthesis of the peptidoglycan layer in the Gram-positive bacteria Staphylococcus aureus and Clostridium difficile.		2.2510glycopeptideantibacterial drug;
antimicrobial agent;
bacterial metabolite
phenyl acetate
phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.		2.0610benzenes;
phenyl acetates
1-phenazinecarboxylic acid
1-phenazinecarboxylic acid: from Streptomyces cinnamonensis; RN given refers to parent cpd; structure given in first source. phenazine-1-carboxylic acid : An aromatic carboxylic acid that is phenazine substituted at C-1 with a carboxy group.		3.75100aromatic carboxylic acid;
monocarboxylic acid;
phenazines		antifungal agent;
antimicrobial agent;
bacterial metabolite
tamoxifen
[no description available]		2.0710stilbenoid;
tertiary amino compound		angiogenesis inhibitor;
antineoplastic agent;
bone density conservation agent;
EC 1.2.3.1 (aldehyde oxidase) inhibitor;
EC 2.7.11.13 (protein kinase C) inhibitor;
estrogen antagonist;
estrogen receptor antagonist;
estrogen receptor modulator
phosphothreonine
Phosphothreonine: The phosphoric acid ester of threonine. Used as an identifier in the analysis of peptides, proteins, and enzymes.. O-phospho-L-threonine : A L-threonine derivative phosphorylated at the side-chain hydroxy function.		2.4320L-threonine derivative;
non-proteinogenic L-alpha-amino acid;
O-phosphoamino acid		Escherichia coli metabolite
7-mercaptoheptanoylthreonine phosphate
7-mercaptoheptanoylthreonine phosphate: component B of the methylcoenzyme M methylreductase system of Methanobacterium thermoautotrophicum; structure given in first source		2.4320L-threonine derivativecoenzyme
endophenazine a
endophenazine A: a phenazine antibiotic from the arthropod; structure in first source		2.0710
n-hexanoyl-l-homoserine lactone
N-hexanoyl-L-homoserine lactone: structure in first source		2.0510N-acyl-amino acid
nad
NAD(1-) : An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.		2.110organophosphate oxoanioncofactor;
human metabolite;
hydrogen acceptor;
Saccharomyces cerevisiae metabolite
mesna
Mesna: A sulfhydryl compound used to prevent urothelial toxicity by inactivating metabolites from ANTINEOPLASTIC AGENTS, such as IFOSFAMIDE or CYCLOPHOSPHAMIDE.		2.4320organosulfonic acid
mersalyl
Mersalyl: A toxic thiol mercury salt formerly used as a diuretic. It inhibits various biochemical functions, especially in mitochondria, and is used to study those functions.		210
ConditionIndicatedRelationship StrengthStudiesTrials