Compounds > juncusol
Page last updated: 2024-11-06

juncusol

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

Description

juncusol: cytotoxic dihydro phenanthrene from Estuarian marsh plant Juncus roemerianus; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
Juncusgenus[no description available]Juncaceae[no description available]

Cross-References

ID SourceID
PubMed CID72740
CHEMBL ID38650
SCHEMBL ID10477036
MeSH IDM0062306

Synonyms (25)

Synonym
juncusol
NSC220968 ,
2, 5-ethenyl-9,10-dihydro-1,6-dimethyl-
nsc-220968
62023-90-9
NCI60_001834
CHEMBL38650 ,
1,6-dimethyl-5-vinyl-9,10-dihydrophenanthrene-2,7-diol
5-ethenyl-1,6-dimethyl-9,10-dihydrophenanthrene-2,7-diol
1,6-dimethyl-5-vinyl-9,10-dihydro-phenanthrene-2,7-diol
2,7-phenanthrenediol, 5-ethenyl-9,10-dihydro-1,6-dimethyl-
6t481hu7oi ,
nsc 220968
unii-6t481hu7oi
SCHEMBL10477036
DTXSID70211080
2,7-dihydroxy-1,6-dimethyl-5-vinyl-9,10-dihydrophenanthrene
5-ethenyl-9,10-dihydro-1,6-dimethyl-2,7-phenanthrenediol
Q18386250
FT-0775763
bdbm50537502
CS-0032470
HY-N5126
AKOS040760494
FS-7129

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Juncusol was ten times more toxic to the various species of fish than to grass shrimp."( Toxic effects of juncusol, a marsh plant phenolic extract, on estuarine fish and shrimp.
Chapatwala, KD; de la Cruz, AA; Miles, DH, 1982)		1.51
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Solute carrier family 22 member 8Homo sapiens (human)IC50 (µMol)6.50004.93007.39009.9200AID1639438
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (7)

Processvia Protein(s)Taxonomy
monoatomic ion transportSolute carrier family 22 member 8Homo sapiens (human)
response to toxic substanceSolute carrier family 22 member 8Homo sapiens (human)
inorganic anion transportSolute carrier family 22 member 8Homo sapiens (human)
prostaglandin transportSolute carrier family 22 member 8Homo sapiens (human)
xenobiotic transportSolute carrier family 22 member 8Homo sapiens (human)
transmembrane transportSolute carrier family 22 member 8Homo sapiens (human)
transport across blood-brain barrierSolute carrier family 22 member 8Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
solute:inorganic anion antiporter activitySolute carrier family 22 member 8Homo sapiens (human)
organic anion transmembrane transporter activitySolute carrier family 22 member 8Homo sapiens (human)
prostaglandin transmembrane transporter activitySolute carrier family 22 member 8Homo sapiens (human)
xenobiotic transmembrane transporter activitySolute carrier family 22 member 8Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
plasma membraneSolute carrier family 22 member 8Homo sapiens (human)
basolateral plasma membraneSolute carrier family 22 member 8Homo sapiens (human)
apical plasma membraneSolute carrier family 22 member 8Homo sapiens (human)
extracellular exosomeSolute carrier family 22 member 8Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (14)

Assay IDTitleYearJournalArticle
AID1639438Inhibition of OAT3 (unknown origin) expressed in HEK293 cells assessed as reduction in 6-CF uptake measured after 5 mins by fluorescence assay2019Journal of natural products, 04-26, Volume: 82, Issue:4
Dihydrophenanthrenes from Juncus effusus as Inhibitors of OAT1 and OAT3.
AID103866In vitro antimicrobial activity against Mycobacterium smegmatis ATCC 607 tested at 25-0.1 ug/mL1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
Antimicrobial and cytotoxic properties of 9,10-dihydrophenanthrenes: structure-activity studies on juncusol.
AID95072In vitro cytotoxic activity against L-1210 mouse lymphocytic leukemia cell culture (ATCC CCL-219)1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
Antimicrobial and cytotoxic properties of 9,10-dihydrophenanthrenes: structure-activity studies on juncusol.
AID1639435Inhibition of OAT1 (unknown origin) expressed in HEK293 cells assessed as reduction in 6-CF uptake at 50 uM measured after 5 mins by fluorescence assay relative to control2019Journal of natural products, 04-26, Volume: 82, Issue:4
Dihydrophenanthrenes from Juncus effusus as Inhibitors of OAT1 and OAT3.
AID42702In vitro antimicrobial activity against Candida albicans ATCC 10231 tested at 25-0.1 ug/mL; i=Inactive at highest concentration1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
Antimicrobial and cytotoxic properties of 9,10-dihydrophenanthrenes: structure-activity studies on juncusol.
AID1435549Antibacterial activity against methicillin-resistant Staphylococcus aureus ATCC 43300 after 24 hrs by microdilution method2016Journal of natural products, 11-23, Volume: 79, Issue:11
Phenanthrenes from Juncus inflexus with Antimicrobial Activity against Methicillin-Resistant Staphylococcus aureus.
AID38201In vitro cytotoxic activity against B-16 mouse melanoma (B-16)1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
Antimicrobial and cytotoxic properties of 9,10-dihydrophenanthrenes: structure-activity studies on juncusol.
AID641626Inhibition of Mycobacterium tuberculosis RmlD assessed as inhibition of dTDP-beta-6-deoxy-L-lyxo-4-hexulose to dTDP-beta-L-rhamnose conversion at 10 ug/ml2011Bioorganic & medicinal chemistry letters, Dec-01, Volume: 21, Issue:23
Novel inhibitors of Mycobacterium tuberculosis dTDP-6-deoxy-L-lyxo-4-hexulose reductase (RmlD) identified by virtual screening.
AID94155In vitro antimicrobial activity against Klebsiella pneumoniae ATCC 10031 tested at 25-0.1 ug/mL; i=Inactive at highest concentration1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
Antimicrobial and cytotoxic properties of 9,10-dihydrophenanthrenes: structure-activity studies on juncusol.
AID1435548Antibacterial activity against methicillin-resistant Staphylococcus aureus ATCC 43300 at 10 mg/ml after 24 hrs by disk diffusion method2016Journal of natural products, 11-23, Volume: 79, Issue:11
Phenanthrenes from Juncus inflexus with Antimicrobial Activity against Methicillin-Resistant Staphylococcus aureus.
AID89834In vitro cytotoxic activity against, human lymphoblastic leukemia cell culture (CCRF-CEM); nt=Not tested1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
Antimicrobial and cytotoxic properties of 9,10-dihydrophenanthrenes: structure-activity studies on juncusol.
AID1639436Inhibition of OAT3 (unknown origin) expressed in HEK293 cells assessed as reduction in 6-CF uptake at 50 uM measured after 5 mins by fluorescence assay relative to control2019Journal of natural products, 04-26, Volume: 82, Issue:4
Dihydrophenanthrenes from Juncus effusus as Inhibitors of OAT1 and OAT3.
AID201093In vitro antimicrobial activity against, Staphylococcus aureus ATCC 13709 tested at 25-0.1 ug/mL1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
Antimicrobial and cytotoxic properties of 9,10-dihydrophenanthrenes: structure-activity studies on juncusol.
AID1435551Ratio of MIC for methicillin-sensitive Staphylococcus aureus in dark to MIC for methicillin-sensitive Staphylococcus aureus in presence of UVA irradiation2016Journal of natural products, 11-23, Volume: 79, Issue:11
Phenanthrenes from Juncus inflexus with Antimicrobial Activity against Methicillin-Resistant Staphylococcus aureus.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (30.77)18.7374
1990's0 (0.00)18.2507
2000's1 (7.69)29.6817
2010's5 (38.46)24.3611
2020's3 (23.08)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.75

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 Index12.75 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index5.39 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.75)

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%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
masoprocol
nordihydroguaretic acid: antioxidant compound found in the creosote bush (Larrea tridentata)		2.0610catechols;
lignan;
tetrol		antioxidant;
ferroptosis inhibitor;
geroprotector;
plant metabolite
probenecid
Probenecid: The prototypical uricosuric agent. It inhibits the renal excretion of organic anions and reduces tubular reabsorption of urate. Probenecid has also been used to treat patients with renal impairment, and, because it reduces the renal tubular excretion of other drugs, has been used as an adjunct to antibacterial therapy.. probenecid : A sulfonamide in which the nitrogen of 4-sulfamoylbenzoic acid is substituted with two propyl groups.		2.2110benzoic acids;
sulfonamide		uricosuric drug
methicillin
Methicillin: One of the PENICILLINS which is resistant to PENICILLINASE but susceptible to a penicillin-binding protein. It is inactivated by gastric acid so administered by injection.. methicillin : A penicillin that is 6-aminopenicillanic acid in which one of the amino hydrogens is replaced by a 2,6-dimethoxybenzoyl group.		2.1310penicillin allergen;
penicillin		antibacterial drug
2-methylpentane
Hexanes: Six-carbon saturated hydrocarbon group of the methane series. Include isomers and derivatives. Various polyneuropathies are caused by hexane poisoning.		2.1310alkane
n-hexane
hexane : An unbranched alkane containing six carbon atoms.		2.1310alkane;
volatile organic compound		neurotoxin;
non-polar solvent
thiazoles
[no description available]		2.25101,3-thiazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
anthrarobin
anthrarobin: antipsoriatic; structure. anthrarobin : An anthracenetriol having the three hydroxy substituents at the 1-, 2- and 10-positions.		2.0610anthracenetriolallergen
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.		2.1310glycopeptideantibacterial drug;
antimicrobial agent;
bacterial metabolite
thiazolyl blue
thiazolyl blue: RN & II refers to bromide. 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide : The bromide salt of 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium.		2.2510organic bromide saltcolorimetric reagent;
dye
fluorone black
fluorone Black: structure		2.0610
methyl fluorone black
methyl fluorone black: structure		2.0610
9-hydroxyphenylfluoron
[no description available]		2.0610
effusol
effusol: from the pith of Juncus effusus L.; structure in first source		8.4360
4-[(1,3-dimethyl-2,6-dioxo-7H-purin-8-yl)methylamino]benzoic acid
[no description available]		2.0610oxopurine
chrysoeriol
chrysoeriol: isolated from leaves of Eurya japonica & E. emarginata. 4',5,7-trihydroxy-3'-methoxyflavone : The 3'-O-methyl derivative of luteolin.		2.1310monomethoxyflavone;
trihydroxyflavone		antineoplastic agent;
antioxidant;
metabolite
myricitrin
myricitrin: isolated from root bark of Myrica cerifera L.; structure. myricitrin : A glycosyloxyflavone that consists of myricetin attached to a alpha-L-rhamnopyranosyl residue at position 3 via a glycosidic linkage. Isolated from Myrica cerifera, it exhibits anti-allergic activity.		2.0610alpha-L-rhamnoside;
glycosyloxyflavone;
monosaccharide derivative;
pentahydroxyflavone		anti-allergic agent;
EC 1.14.13.39 (nitric oxide synthase) inhibitor;
EC 2.7.11.13 (protein kinase C) inhibitor;
plant metabolite
cynarine
cynarine: active principle of the artichoke; functions primarily as a cholagogue and choleretic and also as antilipemic agent		2.0610alkyl caffeate ester;
quinic acid		plant metabolite
4-methylesculetin
4-methylesculetin: has antiinflammatory activity. 6,7-dihydroxy-4-methylcoumarin : A hydroxycoumarin that is 4-methylcuomarin which is substituted by hydroxy groups at positions 3 and 4. A hyaluronan synthesis inhibitor. It has also been used as a fluorescent sensor to monitor the consumption of a boronic acid in Suzuki coupling reactions; fluorescence is readily detectable by the naked eye using a standard 365 nm UV lamp.		2.0610hydroxycoumarinanti-inflammatory agent;
antioxidant;
hyaluronan synthesis inhibitor
galloflavin
galloflavin: structure in first source		2.0610
phenanthrenes
Phenanthrenes: POLYCYCLIC AROMATIC HYDROCARBONS composed of three fused BENZENE rings.. phenanthrenes : Any benzenoid aromatic compound that consists of a phenanthrene skeleton and its substituted derivatives thereof.		3.81110
ConditionIndicatedRelationship StrengthStudiesTrials
Experimental Neoplasms
[description not available]		01.9610
ER-Negative PR-Negative HER2-Negative Breast Cancer
[description not available]		02.2510
Triple Negative Breast Neoplasms
Breast neoplasms that do not express ESTROGEN RECEPTORS; PROGESTERONE RECEPTORS; and do not overexpress the NEU RECEPTOR/HER-2 PROTO-ONCOGENE PROTEIN.		02.2510
Extravascular Hemolysis
[description not available]		02.1710
Cancer of Liver
[description not available]		02.1710
Hemolysis
The destruction of ERYTHROCYTES by many different causal agents such as antibodies, bacteria, chemicals, temperature, and changes in tonicity.		02.1710
Liver Neoplasms
Tumors or cancer of the LIVER.		02.1710
Cancer of Cervix
[description not available]		02.2110
Uterine Cervical Neoplasms
Tumors or cancer of the UTERINE CERVIX.		02.2110