Compounds > 1,4-dihydroxy-2-methoxy-7-methylanthraquinone
Page last updated: 2024-11-12

1,4-dihydroxy-2-methoxy-7-methylanthraquinone

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 CID12416403
CHEMBL ID1224808
SCHEMBL ID23199031
MeSH IDM0498009

Synonyms (6)

Synonym
CHEMBL1224808
austrocortinin
1,4-dihydroxy-3-methoxy-6-methylanthraquinone
SCHEMBL23199031
1,4-dihydroxy-2-methoxy-7-methylanthraquinone
1,4-dihydroxy-2-methoxy-7-methylanthracene-9,10-dione
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (23)

Assay IDTitleYearJournalArticle
AID669351Antibacterial activity against Vibrio anguillarum ATCC 19019 after 24 hrs by serial dilution technique2012Journal of natural products, May-25, Volume: 75, Issue:5
Antibacterial anthraquinone derivatives from a sea anemone-derived fungus Nigrospora sp.
AID1176175Cytotoxicity against human HCT116 cells after 72 hrs by cell counting Kit-8 assay2015Bioorganic & medicinal chemistry letters, Jan-15, Volume: 25, Issue:2
The fungal natural product (1S,3S)-austrocortirubin induces DNA damage in HCT116 cells via a mechanism unique from other DNA damaging agents.
AID669347Antibacterial activity against Streptomyces albus ATCC 8799 after 24 hrs by serial dilution technique2012Journal of natural products, May-25, Volume: 75, Issue:5
Antibacterial anthraquinone derivatives from a sea anemone-derived fungus Nigrospora sp.
AID669345Antibacterial activity against Bacillus cereus ACCC 11077 after 24 hrs by serial dilution technique2012Journal of natural products, May-25, Volume: 75, Issue:5
Antibacterial anthraquinone derivatives from a sea anemone-derived fungus Nigrospora sp.
AID669349Antibacterial activity against Micrococcus tetragenus ATCC 13623 after 24 hrs by serial dilution technique2012Journal of natural products, May-25, Volume: 75, Issue:5
Antibacterial anthraquinone derivatives from a sea anemone-derived fungus Nigrospora sp.
AID504295Antimicrobial activity against methicillin-resistant Staphylococcus aureus by colorimetric broth microdilution test2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Anthraquinone, cyclopentanone, and naphthoquinone derivatives from the sea fan-derived fungi Fusarium spp. PSU-F14 and PSU-F135.
AID669348Antibacterial activity against Staphylococcus aureus ATCC 27154 after 24 hrs by serial dilution technique2012Journal of natural products, May-25, Volume: 75, Issue:5
Antibacterial anthraquinone derivatives from a sea anemone-derived fungus Nigrospora sp.
AID716989Cytotoxicity against human NFF cells after 3 days by sulforhodamine B assay2012Bioorganic & medicinal chemistry, Dec-15, Volume: 20, Issue:24
Synthesis and antimalarial evaluation of a screening library based on a tetrahydroanthraquinone natural product scaffold.
AID504300Cytotoxicity against human KB cells2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Anthraquinone, cyclopentanone, and naphthoquinone derivatives from the sea fan-derived fungi Fusarium spp. PSU-F14 and PSU-F135.
AID716988Selectivity index, ratio of IC50 for human NFF cells to IC50 for chloroquine-sensitive ring stage plasmodium falciparum 3D72012Bioorganic & medicinal chemistry, Dec-15, Volume: 20, Issue:24
Synthesis and antimalarial evaluation of a screening library based on a tetrahydroanthraquinone natural product scaffold.
AID669344Antibacterial activity against Bacillus subtilis ATCC 6633 after 24 hrs by serial dilution technique2012Journal of natural products, May-25, Volume: 75, Issue:5
Antibacterial anthraquinone derivatives from a sea anemone-derived fungus Nigrospora sp.
AID669350Antibacterial activity against Escherichia coli ATCC 25922 after 24 hrs by serial dilution technique2012Journal of natural products, May-25, Volume: 75, Issue:5
Antibacterial anthraquinone derivatives from a sea anemone-derived fungus Nigrospora sp.
AID717115Antimalarial activity against chloroquine-sensitive ring stage plasmodium falciparum 3D7 infected in erythrocytes assessed as [3H]hypoxanthine incorporation after 48 hrs by liquid scintillation counting2012Bioorganic & medicinal chemistry, Dec-15, Volume: 20, Issue:24
Synthesis and antimalarial evaluation of a screening library based on a tetrahydroanthraquinone natural product scaffold.
AID504302Cytotoxicity against african green monkey Vero cells2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Anthraquinone, cyclopentanone, and naphthoquinone derivatives from the sea fan-derived fungi Fusarium spp. PSU-F14 and PSU-F135.
AID669346Antibacterial activity against Micrococcus luteus ATCC 49732 after 24 hrs by serial dilution technique2012Journal of natural products, May-25, Volume: 75, Issue:5
Antibacterial anthraquinone derivatives from a sea anemone-derived fungus Nigrospora sp.
AID717112Antimalarial activity against chloroquine-resistant ring stage plasmodium falciparum Dd2 infected in erythrocytes assessed as [3H]hypoxanthine incorporation after 48 hrs by liquid scintillation counting2012Bioorganic & medicinal chemistry, Dec-15, Volume: 20, Issue:24
Synthesis and antimalarial evaluation of a screening library based on a tetrahydroanthraquinone natural product scaffold.
AID504298Antimalarial activity against multidrug-resistant Plasmodium falciparum K1 by microculture radioisotope technique2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Anthraquinone, cyclopentanone, and naphthoquinone derivatives from the sea fan-derived fungi Fusarium spp. PSU-F14 and PSU-F135.
AID504299Antimycobacterial activity against Mycobacterium tuberculosis H37Ra by green fluorescent protein-based fluorescent assay2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Anthraquinone, cyclopentanone, and naphthoquinone derivatives from the sea fan-derived fungi Fusarium spp. PSU-F14 and PSU-F135.
AID1601833Inhibition of Mycobacterium tuberculosis Protein Tyrosine Phosphatase B at 100 uM relative to control2019European journal of medicinal chemistry, Mar-01, Volume: 165Marine natural products as potential anti-tubercular agents.
AID504301Cytotoxicity against human MCF7 cells2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Anthraquinone, cyclopentanone, and naphthoquinone derivatives from the sea fan-derived fungi Fusarium spp. PSU-F14 and PSU-F135.
AID504294Antimicrobial activity against Staphylococcus aureus by colorimetric broth microdilution test2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Anthraquinone, cyclopentanone, and naphthoquinone derivatives from the sea fan-derived fungi Fusarium spp. PSU-F14 and PSU-F135.
AID669352Antibacterial activity against Vibrio parahaemolyticus ATCC 17802 after 24 hrs by serial dilution technique2012Journal of natural products, May-25, Volume: 75, Issue:5
Antibacterial anthraquinone derivatives from a sea anemone-derived fungus Nigrospora sp.
AID669354Cytotoxicity against human A549 cells by MTT assay2012Journal of natural products, May-25, Volume: 75, Issue:5
Antibacterial anthraquinone derivatives from a sea anemone-derived fungus Nigrospora sp.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (16.67)29.6817
2010's5 (83.33)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.79

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 Index12.79 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.73 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.79)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (16.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
chloroquine
Chloroquine: The prototypical antimalarial agent with a mechanism that is not well understood. It has also been used to treat rheumatoid arthritis, systemic lupus erythematosus, and in the systemic therapy of amebic liver abscesses.. chloroquine : An aminoquinoline that is quinoline which is substituted at position 4 by a [5-(diethylamino)pentan-2-yl]amino group at at position 7 by chlorine. It is used for the treatment of malaria, hepatic amoebiasis, lupus erythematosus, light-sensitive skin eruptions, and rheumatoid arthritis.		2.0710aminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug
ciprofloxacin
Ciprofloxacin: A broad-spectrum antimicrobial carboxyfluoroquinoline.. ciprofloxacin : A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively.		2.0710aminoquinoline;
cyclopropanes;
fluoroquinolone antibiotic;
N-arylpiperazine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone;
zwitterion		antibacterial drug;
antiinfective agent;
antimicrobial agent;
DNA synthesis inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
environmental contaminant;
topoisomerase IV inhibitor;
xenobiotic
ellipticine
ellipticine : A organic heterotetracyclic compound that is pyrido[4,3-b]carbazole carrying two methyl substituents at positions 5 and 11.		2.0510indole alkaloid;
organic heterotetracyclic compound;
organonitrogen heterocyclic compound;
polycyclic heteroarene		antineoplastic agent;
plant metabolite
isoniazid
Hydra: A genus of freshwater polyps in the family Hydridae, order Hydroida, class HYDROZOA. They are of special interest because of their complex organization and because their adult organization corresponds roughly to the gastrula of higher animals.. hydrazide : Compounds derived from oxoacids RkE(=O)l(OH)m (l =/= 0) by replacing -OH by -NRNR2 (R groups are commonly H). (IUPAC).		3.6120carbohydrazideantitubercular agent;
drug allergen
mitomycin
Mitomycin: An antineoplastic antibiotic produced by Streptomyces caespitosus. It is one of the bi- or tri-functional ALKYLATING AGENTS causing cross-linking of DNA and inhibition of DNA synthesis.. mitomycin : A family of aziridine-containing natural products isolated from Streptomyces caespitosus or Streptomyces lavendulae.		2.0710mitomycinalkylating agent;
antineoplastic agent
gliotoxin
Gliotoxin: A fungal toxin produced by various species of Trichoderma, Gladiocladium fimbriatum, Aspergillus fumigatus, and Penicillium. It is used as an immunosuppressive agent.. gliotoxin : A pyrazinoindole with a disulfide bridge spanning a dioxo-substituted pyrazine ring; mycotoxin produced by several species of fungi.		3.3110dipeptide;
organic disulfide;
organic heterotetracyclic compound;
pyrazinoindole		antifungal agent;
EC 2.5.1.58 (protein farnesyltransferase) inhibitor;
immunosuppressive agent;
mycotoxin;
proteasome inhibitor
1,4-dihydroxyanthraquinone
1,4-dihydroxyanthraquinone: structure given in first source. quinizarin : A dihydroxyanthraquinone having the two hydroxy substituents at the 1- and 4-positions; formally derived from anthraquinone by replacement of two hydrogen atoms by hydroxy groups		2.0210dihydroxyanthraquinonedye
fusarium
Fusarium: A mitosporic Hypocreales fungal genus, various species of which are important parasitic pathogens of plants and a variety of vertebrates. Teleomorphs include GIBBERELLA.		2.0510
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		2.1110taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
puupehenone
[no description available]		3.3110
24-methylenecholesterol
24-methylenecholesterol: RN given refers to (3beta)-isomer; structure. 24-methylenecholesterol : A 3beta-sterol having the structure of cholesterol with a methylene group at C-24.		3.31103beta-hydroxy-Delta(5)-steroid;
3beta-sterol		mouse metabolite
anhydrofusarubin
anhydrofusarubin: structure in first source		2.0510
brevianamide f
brevianamide F: isolated from the endophyte from Aspergillus fumigatus associated with Melia azedarach L that could be used to develop a natural eco-friendly herbicide.structure in first source. brevianamide F : A pyrrolopyrazine that is hexahydropyrrolo[1,2-a]pyrazine-1,4-dione bearing an indol-3-ylmethyl substituent at position 3 (the 3S,8aS-diastereomer, obtained by formal cyclocondensation of L-tryptophan and L-proline).		3.3110dipeptide;
indoles;
pyrrolopyrazine		metabolite
epinephrine
ircinal A: from an Indonesian Acanthostrongylophora sponge with activity against infectious, tropical parasitic, and Alzheimer's diseases; structure in first source		3.3110
caulerpin
caulerpin: pigment from green algae, Caulerpa lamourouxii; structure		3.3110
sclerotiorin
sclerotiorin: isolated from monoverticillate Penicillia; RN given for (R-(R*,S*-(E,E)))-isomer; structure in first source		3.3110azaphilone
pseudopteroxazole
pseudopteroxazole: structure in first source		3.3110tetralinsmetabolite
manzamine a
manzamine A: RN given refers to (1R-(1R*,9Z,13S*,13aR*,20aR*,21aR*)-isomer; RN for cpd without isomeric designation not avail 12/92. manzamine A : An alkaloid of the class of beta-carbolines isolated from Haliclona and Acanthostrongylophora. It exhibits inhibitory activity against Glycogen Synthase Kinase-3 (EC 2.7.11.26).		3.3110alkaloid;
beta-carbolines;
isoquinolines		animal metabolite;
anti-HSV-1 agent;
antimalarial;
antineoplastic agent;
EC 2.7.11.26 (tau-protein kinase) inhibitor;
marine metabolite
artenimol
artenimol: derivative of antimalarial drug artemisinin (quinghaosu)		2.0510
halicyclamine a
halicyclamine A: structure in first source		3.3110
proximicin b
proximicin B: antineoplastic agent isolated from Verrucosispora; structure in first source		3.3110
sch 419560
Sch 419560: isolated from Pseudomonas fluorescens; structure in first source		3.3110
rifampin
Rifampin: A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p1160)		3.3110cyclic ketal;
hydrazone;
N-iminopiperazine;
N-methylpiperazine;
rifamycins;
semisynthetic derivative;
zwitterion		angiogenesis inhibitor;
antiamoebic agent;
antineoplastic agent;
antitubercular agent;
DNA synthesis inhibitor;
EC 2.7.7.6 (RNA polymerase) inhibitor;
Escherichia coli metabolite;
geroprotector;
leprostatic drug;
neuroprotective agent;
pregnane X receptor agonist;
protein synthesis inhibitor
4-deoxybostrycin
4-deoxybostrycin: crystalline red pigment from culture filtrate of Alternaria eichhorniae with antibacterial & phytotoxic activity; structure given in first source		3.6220
ConditionIndicatedRelationship StrengthStudiesTrials
Infections, Plasmodium
[description not available]		02.0710
Malaria
A protozoan disease caused in humans by four species of the PLASMODIUM genus: PLASMODIUM FALCIPARUM; PLASMODIUM VIVAX; PLASMODIUM OVALE; and PLASMODIUM MALARIAE; and transmitted by the bite of an infected female mosquito of the genus ANOPHELES. Malaria is endemic in parts of Asia, Africa, Central and South America, Oceania, and certain Caribbean islands. It is characterized by extreme exhaustion associated with paroxysms of high FEVER; SWEATING; shaking CHILLS; and ANEMIA. Malaria in ANIMALS is caused by other species of plasmodia.		02.0710
Koch's Disease
[description not available]		03.1210
Tuberculosis
Any of the infectious diseases of man and other animals caused by species of MYCOBACTERIUM TUBERCULOSIS.		03.1210