Compounds > 7-methyljuglone
Page last updated: 2024-11-05

7-methyljuglone

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

Description

7-Methyljuglone, also known as plumbagin, is a naturally occurring naphthoquinone found in various plants like the plumbago genus. It exhibits a range of biological activities, including antioxidant, anti-inflammatory, antibacterial, and anticancer properties. Synthesis of 7-methyljuglone can be achieved through various methods, including the oxidation of juglone with potassium permanganate. Research on 7-methyljuglone focuses on its potential therapeutic applications due to its diverse biological effects. Its anti-proliferative activity against cancer cells and its ability to modulate inflammatory pathways make it a promising candidate for drug development. Studies explore its mechanism of action, its efficacy in treating various diseases, and its potential side effects.'

7-methyljuglone: antineoplastic from roots of Euclea natalensis and Drosera aliciae; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
DroseragenusA plant genus of the family Droseraceae, order Nepenthales, subclass Dilleniidae, class Magnoliopsida, that contains naphthoquinone glucosides. The name sundew is rarely used for PYROLA.[MeSH]DroseraceaeA plant family of the order Nepenthales, subclass Dilleniidae, class Magnoliopsida, notable for leaves with sticky gland-tipped hairs that entrap insects.[MeSH]
EucleagenusA plant genus of the family Ebenaceae that contains pentacyclic triterpenoids.[MeSH]EbenaceaeA small plant family of the order Ebenales, subclass Dilleniidae, class Magnoliopsida. Members contain NAPHTHOQUINONES.[MeSH]
Euclea natalensisspecies[no description available]EbenaceaeA small plant family of the order Ebenales, subclass Dilleniidae, class Magnoliopsida. Members contain NAPHTHOQUINONES.[MeSH]

Cross-References

ID SourceID
PubMed CID26905
CHEMBL ID430853
CHEBI ID8773
SCHEMBL ID5904880
MeSH IDM0506562

Synonyms (38)

Synonym
nsc624625
nsc-624625
NCI60_001745
NCI60_007460
c11h8o3
brn 2047829
1,4-naphthoquinone, 5-hydroxy-7-methyl-
1,4-naphthalenedione, 5-hydroxy-7-methyl-
7-methyljuglon
5-hydroxy-7-methyl-1,4-naphthoquinone
nsc 208733
nsc 624625
5-hydroxy-7-methyl-1,4-naphthalenedione
nsc-208733
NSC208733 ,
juglone, 7-methyl-
7-methyl juglon
1, 5-hydroxy-7-methyl-
5-hydroxy-7-methyll-,1,4-naphtoquinone
5-hydroxy-7-methyl-naphthalene-1,4-dione
ramentaceone
7-methyljuglone
14787-38-3
chebi:8773 ,
CHEMBL430853 ,
5-hydroxy-7-methyl-[1,4]naphthoquinone
bdbm50107009
5-hydroxy-7-methylnaphthalene-1,4-dione
AKOS006278204
4-08-00-02374 (beilstein handbook reference)
zs3rw9p6dy ,
unii-zs3rw9p6dy
SCHEMBL5904880
5-hydroxy-7-methyl-2,3-dihydronaphthal-ene-1,4-dione
DTXSID80163824
FT-0728797
n-(3,4-diethyloxy)phenylethyl-3,4-diethyloxyphenylacetamide
Q27108145
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
hydroxy-1,4-naphthoquinoneAny member of the class of 1,4-naphthoquinones in which the naphthoquinone moiety is substituted by at least one hydroxy group.
[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 (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Serine/threonine-protein kinase pim-1Homo sapiens (human)IC50 (µMol)28.00000.00040.887110.0000AID1303472
DNA gyrase subunit BMycobacterium tuberculosis H37RvIC50 (µMol)30.00000.01502.467610.0000AID1335289
DNA gyrase subunit AMycobacterium tuberculosis H37RvIC50 (µMol)30.00000.01503.477310.0000AID1335289; AID1799875
Genome polyprotein Human rhinovirus sp.IC50 (µMol)6.40000.00052.98388.2000AID163631
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (17)

Processvia Protein(s)Taxonomy
protein phosphorylationSerine/threonine-protein kinase pim-1Homo sapiens (human)
apoptotic processSerine/threonine-protein kinase pim-1Homo sapiens (human)
regulation of transmembrane transporter activitySerine/threonine-protein kinase pim-1Homo sapiens (human)
negative regulation of apoptotic processSerine/threonine-protein kinase pim-1Homo sapiens (human)
negative regulation of DNA-binding transcription factor activitySerine/threonine-protein kinase pim-1Homo sapiens (human)
negative regulation of innate immune responseSerine/threonine-protein kinase pim-1Homo sapiens (human)
positive regulation of DNA-templated transcriptionSerine/threonine-protein kinase pim-1Homo sapiens (human)
protein autophosphorylationSerine/threonine-protein kinase pim-1Homo sapiens (human)
protein stabilizationSerine/threonine-protein kinase pim-1Homo sapiens (human)
positive regulation of cardiac muscle cell proliferationSerine/threonine-protein kinase pim-1Homo sapiens (human)
vitamin D receptor signaling pathwaySerine/threonine-protein kinase pim-1Homo sapiens (human)
cellular response to type II interferonSerine/threonine-protein kinase pim-1Homo sapiens (human)
positive regulation of brown fat cell differentiationSerine/threonine-protein kinase pim-1Homo sapiens (human)
regulation of hematopoietic stem cell proliferationSerine/threonine-protein kinase pim-1Homo sapiens (human)
positive regulation of TORC1 signalingSerine/threonine-protein kinase pim-1Homo sapiens (human)
positive regulation of cardioblast proliferationSerine/threonine-protein kinase pim-1Homo sapiens (human)
cellular detoxificationSerine/threonine-protein kinase pim-1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (7)

Processvia Protein(s)Taxonomy
protein serine/threonine kinase activitySerine/threonine-protein kinase pim-1Homo sapiens (human)
protein bindingSerine/threonine-protein kinase pim-1Homo sapiens (human)
ATP bindingSerine/threonine-protein kinase pim-1Homo sapiens (human)
transcription factor bindingSerine/threonine-protein kinase pim-1Homo sapiens (human)
manganese ion bindingSerine/threonine-protein kinase pim-1Homo sapiens (human)
ribosomal small subunit bindingSerine/threonine-protein kinase pim-1Homo sapiens (human)
protein serine kinase activitySerine/threonine-protein kinase pim-1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
nucleusSerine/threonine-protein kinase pim-1Homo sapiens (human)
nucleoplasmSerine/threonine-protein kinase pim-1Homo sapiens (human)
nucleolusSerine/threonine-protein kinase pim-1Homo sapiens (human)
cytoplasmSerine/threonine-protein kinase pim-1Homo sapiens (human)
cytosolSerine/threonine-protein kinase pim-1Homo sapiens (human)
plasma membraneSerine/threonine-protein kinase pim-1Homo sapiens (human)
cytoplasmSerine/threonine-protein kinase pim-1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (69)

Assay IDTitleYearJournalArticle
AID647927Cell cycle arrest in human HL60 cells assessed as accumulation at sub-G1 phase at 10 uM after 24 hrs using propidium iodide staining by flow cytometry in presence of N-acetylcysteine2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID647924Induction of apoptosis in human HL60 cells assessed as increase of caspase-3-mediated Ac-DEVD-pNA cleavage at 10 uM after >12 hrs2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID403298Antimicrobial activity against Candida albicans assessed as 99.9 % growth inhibition after 18 hrs by zone-of-inhibition assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID403278Antimicrobial activity against Mycobacterium avium assessed as 99.9 % growth inhibition after 18 hrs by zone-of-inhibition assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID647910Cell cycle arrest in human HL60 cells assessed as accumulation at sub-G1 phase at 5 uM after 12 hrs using propidium iodide staining by flow cytometry (Rvb = 5.2%)2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID403275Antimicrobial activity against Mycobacterium smegmatis after 18 hrs by zone-of-inhibition assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID1185393Cytotoxicity against human DU145 cells assessed as cell survival after 24 hrs by XTT assay2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Cytotoxicity of synthesized 1,4-naphthoquinone analogues on selected human cancer cell lines.
AID1718904Selectivity index, ratio of IC50 for cytotoxicity against human NFF cells to IC0 for antiproliferative activity against mouse NS-1 cells2020Journal of natural products, 12-24, Volume: 83, Issue:12
Total Synthesis of the Antitumor-Antitubercular 2,6'-Bijuglone Natural Product Diospyrin and Its 3,6'-Isomer.
AID647909Cytotoxicity against human HL60 cells after 24 hrs by MTT assay2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID1335291Inhibition of Staphylococcus aureus WCUH29 DNA gyrase expressed in Escherichia coli Rosetta 2 (DE3) pLysS cells assessed as inhibition of DNA supercoiling activity using relaxed pBR322 as substrate incubated for 30 mins in presence of ATP by ethidium brom2016European journal of medicinal chemistry, Nov-29, Volume: 124Mycobacterium Tuberculosis (MTB) GyrB inhibitors: An attractive approach for developing novel drugs against TB.
AID1185394Cytotoxicity against human PBMC assessed as cell survival after 24 hrs by XTT assay2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Cytotoxicity of synthesized 1,4-naphthoquinone analogues on selected human cancer cell lines.
AID403279Antifungal activity against Candida albicans after 18 hrs by zone-of-inhibition assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID1303472Inhibition of recombinant human Pim12016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
Identification of quinones as novel PIM1 kinase inhibitors.
AID301998Antimycobacterial activity against Mycobacterium tuberculosis H37Rv2007Bioorganic & medicinal chemistry, Dec-15, Volume: 15, Issue:24
Activity of 7-methyljuglone derivatives against Mycobacterium tuberculosis and as subversive substrates for mycothiol disulfide reductase.
AID301999Cytotoxicity against Vero cells after 48 hrs by XTT method2007Bioorganic & medicinal chemistry, Dec-15, Volume: 15, Issue:24
Activity of 7-methyljuglone derivatives against Mycobacterium tuberculosis and as subversive substrates for mycothiol disulfide reductase.
AID647906Induction of apoptosis in human HL60 cells assessed as formation of apoptotic body at 10 uM after 24 hrs by fluorescence microscopic analysis2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID403267Cytotoxicity against human KB cells2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID713907Selectivity index, ratio of CC50 for lymphocytes to MIC for Mycobacterium tuberculosis H37Rv isolate WC 64/022012European journal of medicinal chemistry, Mar, Volume: 49Recent advances in antitubercular natural products.
AID403283Antifungal activity against Saccharomyces cerevisiae assessed as 99.9 % growth inhibition after 18 hrs by zone-of-inhibition assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID647923Induction of apoptosis in human HL60 cells assessed as increase of caspase-3-mediated Ac-DEVD-pNA cleavage at 10 uM after 12 hrs2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID302001Activity of Mycobacterium tuberculosis mycothiol reductase2007Bioorganic & medicinal chemistry, Dec-15, Volume: 15, Issue:24
Activity of 7-methyljuglone derivatives against Mycobacterium tuberculosis and as subversive substrates for mycothiol disulfide reductase.
AID403268Cytotoxicity against human Lu1 cells2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID403271Antimicrobial activity against Micrococcus luteus after 18 hrs by zone-of-inhibition assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID403273Antimicrobial activity against Staphylococcus aureus after 18 hrs by zone-of-inhibition assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID1718902Antiproliferative activity against mouse NS-1 cells assessed as reduction in cell viability after 48 hrs by resazurin dye based assay2020Journal of natural products, 12-24, Volume: 83, Issue:12
Total Synthesis of the Antitumor-Antitubercular 2,6'-Bijuglone Natural Product Diospyrin and Its 3,6'-Isomer.
AID647921Induction of apoptosis in human HL60 cells assessed as decrease in Bcl-2 protein level at 5 to 10 uM after 24 hrs by Western blotting2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID647922Induction of apoptosis in human HL60 cells assessed as increase in cytochrome c release from mitochondria to cytosol after 24 hrs by Western blotting2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID403269Cytotoxicity against human LNCAP cells2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID1185392Cytotoxicity against human SNO cells assessed as cell survival after 24 hrs by XTT assay2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Cytotoxicity of synthesized 1,4-naphthoquinone analogues on selected human cancer cell lines.
AID403284Antifungal activity against Aspergillus niger after 18 hrs by zone-of-inhibition assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID647915Cell cycle arrest in human HL60 cells assessed as accumulation at sub-G1 phase at 5 to 10 uM using propidium iodide staining by flow cytometry2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID403270Cytotoxicity against human HUVEC2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID713906Antimycobacterial activity against Mycobacterium tuberculosis H37Rv isolate WC 51/022012European journal of medicinal chemistry, Mar, Volume: 49Recent advances in antitubercular natural products.
AID403272Antimicrobial activity against Micrococcus luteus assessed as 99.9 % growth inhibition after 18 hrs by zone-of-inhibition assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID647908Induction of apoptosis in human HL60 cells assessed as formation of membrane blebbing at 10 uM after 24 hrs by fluorescence microscopic analysis2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID647912Cell cycle arrest in human HL60 cells assessed as accumulation at sub-G1 phase at 5 uM after 24 hrs using propidium iodide staining by flow cytometry (Rvb = 6.6%)2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID647911Cell cycle arrest in human HL60 cells assessed as accumulation at sub-G1 phase at 10 uM after 12 hrs using propidium iodide staining by flow cytometry (Rvb = 5.2%)2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID403281Antifungal activity against Cryptococcus neoformans assessed as 99.9 % growth inhibition after 18 hrs by zone-of-inhibition assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID1541857Antimalarial activity against asexual stage of Plasmodium falciparum NF54 assessed as reduction in parasite growth at 1 uM incubated for 96 hrs by SYBR Green I dye-based fluorescence assay relative to control
AID302000Selectivity index, ratio of IC50 for Vero cells to MIC of Mycobacterial tuberculosis H37Rv2007Bioorganic & medicinal chemistry, Dec-15, Volume: 15, Issue:24
Activity of 7-methyljuglone derivatives against Mycobacterium tuberculosis and as subversive substrates for mycothiol disulfide reductase.
AID713908Selectivity index, ratio of CC50 for lymphocytes to MIC for Mycobacterium tuberculosis H37Rv isolate WC 51/022012European journal of medicinal chemistry, Mar, Volume: 49Recent advances in antitubercular natural products.
AID1718903Cytotoxicity against human NFF cells assessed as reduction in cell viability after 48 hrs by resazurin dye based assay2020Journal of natural products, 12-24, Volume: 83, Issue:12
Total Synthesis of the Antitumor-Antitubercular 2,6'-Bijuglone Natural Product Diospyrin and Its 3,6'-Isomer.
AID1185390Cytotoxicity against human MCF7 cells assessed as cell survival after 24 hrs by XTT assay2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Cytotoxicity of synthesized 1,4-naphthoquinone analogues on selected human cancer cell lines.
AID647917Cell cycle arrest in human HL60 cells assessed as accumulation at G2/M phase at 10 uM after 24 hrs using propidium iodide staining by flow cytometry2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID647918Induction of apoptosis in human HL60 cells assessed as loss of mitochondrial membrane potential using CMTMRos after 24 hrs by flow cytometry2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID1185391Cytotoxicity against human HeLa cells assessed as cell survival after 24 hrs by XTT assay2014Bioorganic & medicinal chemistry, Sep-01, Volume: 22, Issue:17
Cytotoxicity of synthesized 1,4-naphthoquinone analogues on selected human cancer cell lines.
AID647925Induction of apoptosis in human HL60 cells assessed as increase of ROS production using H2DCFDA after 3 hrs by flow cytometry2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID1335290Inhibition of Escherichia coli DNA gyrase assessed as inhibition of DNA supercoiling activity using relaxed pBR322 as substrate incubated for 30 mins in presence of ATP by ethidium bromide staining based agarose gel electrophoresis2016European journal of medicinal chemistry, Nov-29, Volume: 124Mycobacterium Tuberculosis (MTB) GyrB inhibitors: An attractive approach for developing novel drugs against TB.
AID647914Cell cycle arrest in human HL60 cells assessed as accumulation at sub-G1 phase after 12 to 24 hrs using propidium iodide staining by flow cytometry2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID647919Induction of apoptosis in human HL60 cells assessed as increase in Bak protein level after 24 hrs by Western blotting2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID647913Cell cycle arrest in human HL60 cells assessed as accumulation at sub-G1 phase at 10 uM after 24 hrs using propidium iodide staining by flow cytometry (Rvb = 6.6%)2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID163631Inhibitory activity against HRV 3Cpro using HPLC assay2001Bioorganic & medicinal chemistry letters, Dec-17, Volume: 11, Issue:24
Discovery, total synthesis, HRV 3C-protease inhibitory activity, and structure-activity relationships of 2-methoxystypandrone and its analogues.
AID1541862Redox cycling activity of the compound at 2 uL measured after 45 mins by phenol red reagent based horseradish peroxidase coupled assay
AID403277Antimicrobial activity against Mycobacterium avium after 18 hrs by zone-of-inhibition assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID647916Cell cycle arrest in human HL60 cells assessed as accumulation at G0/G1 phase at 10 uM after 24 hrs using propidium iodide staining by flow cytometry2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID403280Antifungal activity against Cryptococcus neoformans after 18 hrs by zone-of-inhibition assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID155387Inhibitory activity against papain using HPLC assay; Not tested2001Bioorganic & medicinal chemistry letters, Dec-17, Volume: 11, Issue:24
Discovery, total synthesis, HRV 3C-protease inhibitory activity, and structure-activity relationships of 2-methoxystypandrone and its analogues.
AID403276Antimicrobial activity against Mycobacterium smegmatis assessed as 99.9 % growth inhibition after 18 hrs by zone-of-inhibition assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID403282Antifungal activity against Saccharomyces cerevisiae after 18 hrs by zone-of-inhibition assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID647907Induction of apoptosis in human HL60 cells assessed as formation of cell shrinkage at 10 uM after 24 hrs by fluorescence microscopic analysis2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID713905Antimycobacterial activity against Mycobacterium tuberculosis H37Rv isolate WC 64/022012European journal of medicinal chemistry, Mar, Volume: 49Recent advances in antitubercular natural products.
AID647905Induction of apoptosis in human HL60 cells assessed as formation of chromatin condensation at 10 uM after 24 hrs by Hoechst 33342 and propidium iodide staining2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID647920Induction of apoptosis in human HL60 cells assessed as increase in Bax protein level after 24 hrs by Western blotting2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID647926Induction of apoptosis in human HL60 cells assessed as increase of ROS production using H2DCFDA after 3 hrs by flow cytometry in presence of N-acetylcysteine2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Induction of apoptosis in HL-60 cells through the ROS-mediated mitochondrial pathway by ramentaceone from Drosera aliciae.
AID403274Antimicrobial activity against Staphylococcus aureus assessed as 99.9 % growth inhibition after 18 hrs by zone-of-inhibition assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID302002Ratio of kcat to Km of Mycobacterium tuberculosis mycothiol reductase2007Bioorganic & medicinal chemistry, Dec-15, Volume: 15, Issue:24
Activity of 7-methyljuglone derivatives against Mycobacterium tuberculosis and as subversive substrates for mycothiol disulfide reductase.
AID403285Antifungal activity against Aspergillus niger assessed as 99.9 % growth inhibition after 18 hrs by zone-of-inhibition assay2004Journal of natural products, Jul, Volume: 67, Issue:7
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.
AID1335289Inhibition of Mycobacterium tuberculosis DNA gyrase assessed as inhibition of DNA supercoiling activity using relaxed pBR322 as substrate incubated for 30 mins in presence of ATP by ethidium bromide staining based agarose gel electrophoresis2016European journal of medicinal chemistry, Nov-29, Volume: 124Mycobacterium Tuberculosis (MTB) GyrB inhibitors: An attractive approach for developing novel drugs against TB.
AID1799875Enzyme Assay from Article 10.1074/jbc.M112.419069: \\The naphthoquinone diospyrin is an inhibitor of DNA gyrase with a novel mechanism of action.\\2013The Journal of biological chemistry, Feb-15, Volume: 288, Issue:7
The naphthoquinone diospyrin is an inhibitor of DNA gyrase with a novel mechanism of action.
[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's0 (0.00)18.2507
2000's4 (22.22)29.6817
2010's11 (61.11)24.3611
2020's3 (16.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.99

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 Index11.99 (24.57)
Research Supply Index2.94 (2.92)
Research Growth Index4.94 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.99)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (16.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other15 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
thioctic acid
Thioctic Acid: An octanoic acid bridged with two sulfurs so that it is sometimes also called a pentanoic acid in some naming schemes. It is biosynthesized by cleavage of LINOLEIC ACID and is a coenzyme of oxoglutarate dehydrogenase (KETOGLUTARATE DEHYDROGENASE COMPLEX). It is used in DIETARY SUPPLEMENTS.		2.0610dithiolanes;
heterocyclic fatty acid;
thia fatty acid		fundamental metabolite;
geroprotector
pyrazinamide
pyrazinecarboxamide : A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of pyrazinoic acid (pyrazine-2-carboxylic acid) with ammonia. A prodrug for pyrazinoic acid, pyrazinecarboxamide is used as part of multidrug regimens for the treatment of tuberculosis.		3.1710monocarboxylic acid amide;
N-acylammonia;
pyrazines		antitubercular agent;
prodrug
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.		2.5420aminoquinoline;
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
emodin
Emodin: Purgative anthraquinone found in several plants, especially RHAMNUS PURSHIANA. It was formerly used as a laxative, but is now used mainly as a tool in toxicity studies.. emodin : A trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by hydroxy groups at positions 1, 3, and 8 and by a methyl group at position 6. It is present in the roots and barks of numerous plants (particularly rhubarb and buckthorn), moulds, and lichens. It is an active ingredient of various Chinese herbs.		2.4520trihydroxyanthraquinoneantineoplastic agent;
laxative;
plant metabolite;
tyrosine kinase inhibitor
fluorouracil
Fluorouracil: A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.. 5-fluorouracil : A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.		2.2510nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic
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).		3.5720carbohydrazideantitubercular agent;
drug allergen
juglone
juglone: structure. juglone : A hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogen at position 5 has been replaced by a hydroxy group. A plant-derived 1,4-naphthoquinone with confirmed antibacterial and antitumor activities.		2.4110hydroxy-1,4-naphthoquinonegeroprotector;
herbicide;
reactive oxygen species generator
vitamin k 3
Vitamin K 3: A synthetic naphthoquinone without the isoprenoid side chain and biological activity, but can be converted to active vitamin K2, menaquinone, after alkylation in vivo.		3.86301,4-naphthoquinones;
vitamin K		angiogenesis inhibitor;
antineoplastic agent;
EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor;
human urinary metabolite;
nutraceutical
ofloxacin
Ofloxacin: A synthetic fluoroquinolone antibacterial agent that inhibits the supercoiling activity of bacterial DNA GYRASE, halting DNA REPLICATION.. 9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid : An oxazinoquinoline that is 2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinolin-7-one substituted by methyl, carboxy, fluoro, and 4-methylpiperazin-1-yl groups at positions 3, 6, 9, and 10, respectively.. ofloxacin : A racemate comprising equimolar amounts of levofloxacin and dextrofloxacin. It is a synthetic fluoroquinolone antibacterial agent which inhibits the supercoiling activity of bacterial DNA gyrase, halting DNA replication.		4.11203-oxo monocarboxylic acid;
N-arylpiperazine;
N-methylpiperazine;
organofluorine compound;
oxazinoquinoline
tert-butylhydroperoxide
tert-Butylhydroperoxide: A direct-acting oxidative stress-inducing agent used to examine the effects of oxidant stress on Ca(2+)-dependent signal transduction in vascular endothelial cells. It is also used as a catalyst in polymerization reactions and to introduce peroxy groups into organic molecules.. tert-butyl hydroperoxide : An alkyl hydroperoxide in which the alkyl group is tert-butyl. It is widely used in a variety of oxidation processes.		2.0610alkyl hydroperoxideantibacterial agent;
oxidising agent
lawsone
lawsone: a molluscacide from leaves of Lawsonia inermis L. topical sunscreening agent; structure; powdered leaves of Lawsonia inermis(Lythraceae) used as brown hair dye. lawsone : 1,4-Naphthoquinone carrying a hydroxy function at C-2. It is obtained from the leaves of Lawsonia inermis.		210
9,10-phenanthrenequinone
9,10-phenanthrenequinone: structure		210phenanthrenes
1,4-naphthoquinone
naphthoquinone : A polycyclic aromatic ketone metabolite of naphthalene.. 1,4-naphthoquinone : The parent structure of the family of 1,4-naphthoquinones, in which the oxo groups of the quinone moiety are at positions 1 and 4 of the naphthalene ring. Derivatives have pharmacological properties.		2.42201,4-naphthoquinones
liriodenine
liriodenine: structure given in first source. liriodenine : An oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities.		3.1710alkaloid antibiotic;
cyclic ketone;
organic heteropentacyclic compound;
oxacycle;
oxoaporphine alkaloid		antifungal agent;
antimicrobial agent;
antineoplastic agent;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
metabolite
plumbagin
plumbagin: a superoxide anion generator. plumbagin : A hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogens at positions 2 and 5 are substituted by methyl and hydroxy groups, respectively.		2.4420hydroxy-1,4-naphthoquinone;
phenols		anticoagulant;
antineoplastic agent;
immunological adjuvant;
metabolite
physcione
physcione: structure. physcion : A dihydroxyanthraquinone that is 9,10-anthraquinone bearing hydroxy substituents at positions 1 and 8, a methoxy group at position 3, and a methyl group at position 6. It has been widely isolated and characterised from both terrestrial and marine sources.		210dihydroxyanthraquinoneanti-inflammatory agent;
antibacterial agent;
antifungal agent;
antineoplastic agent;
apoptosis inducer;
hepatoprotective agent;
metabolite
1,2-naphthoquinone
naphthalene-1,2-dione: structure given in first source. 1,2-naphthoquinone : The parent structure of the family of 1,2-naphthoquinones, in which the oxo groups of the quinone moiety are at positions 1 and 2 of the naphthalene ring. It is a metabolite of naphthalene and is found in diesel exhaust particles.		2101,2-naphthoquinonesaryl hydrocarbon receptor agonist;
carcinogenic agent
acetylcysteine
N-acetyl-L-cysteine : An N-acetyl-L-amino acid that is the N-acetylated derivative of the natural amino acid L-cysteine.		2.0710acetylcysteine;
L-cysteine derivative;
N-acetyl-L-amino acid		antidote to paracetamol poisoning;
antiinfective agent;
antioxidant;
antiviral drug;
ferroptosis inhibitor;
geroprotector;
human metabolite;
mucolytic;
radical scavenger;
vulnerary
ethambutol
Ethambutol: An antitubercular agent that inhibits the transfer of mycolic acids into the cell wall of the tubercle bacillus. It may also inhibit the synthesis of spermidine in mycobacteria. The action is usually bactericidal, and the drug can penetrate human cell membranes to exert its lethal effect. (From Smith and Reynard, Textbook of Pharmacology, 1992, p863). ethambutol : An ethylenediamine derivative that is ethane-1,2-diamine in which one hydrogen attached to each of the nitrogens is sutstituted by a 1-hydroxybutan-2-yl group (S,S-configuration). It is a bacteriostatic antimycobacterial drug, effective against Mycobacterium tuberculosis and some other mycobacteria. It is used (as the dihydrochloride salt) in combination with other antituberculous drugs in the treatment of pulmonary and extrapulmonary tuberculosis; resistant strains of M. tuberculosis are readily produced if ethambutol is used alone.		3.5520ethanolamines;
ethylenediamine derivative		antitubercular agent;
environmental contaminant;
xenobiotic
2-methoxy-1,4-naphthoquinone
2-methoxy-1,4-naphthoquinone: isolated from Swertia calycina; structure in first source. 2-methoxy-1,4-naphthoquinone : A naphthoquinone that is naphthalene-1,4-dione substituted by a methoxy group at position 2. It has been isolated from the roots of Rubia yunnanensis.		2101,4-naphthoquinones;
enol ether		antimicrobial agent;
metabolite;
plant metabolite
streptomycin
[no description available]		2.0310antibiotic antifungal drug;
antibiotic fungicide;
streptomycins		antibacterial drug;
antifungal agrochemical;
antimicrobial agent;
antimicrobial drug;
bacterial metabolite;
protein synthesis inhibitor
camptothecin
NSC 100880: carboxylate (opened lactone) form of camptothecin; RN refers to (S)-isomer; structure given in first source		2.0210delta-lactone;
pyranoindolizinoquinoline;
quinoline alkaloid;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
genotoxin;
plant metabolite
nitidine chloride
[no description available]		2.0210
betulinic acid
[no description available]		3.1710hydroxy monocarboxylic acid;
pentacyclic triterpenoid		anti-HIV agent;
anti-inflammatory agent;
antimalarial;
antineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
plant metabolite
pinocembrin
pinocembrin : A dihydroxyflavanone in which the two hydroxy groups are located at positions 5 and 7. A natural product found in Piper sarmentosum and Cryptocarya chartacea.		3.1710(2S)-flavan-4-one;
dihydroxyflavanone		antineoplastic agent;
antioxidant;
metabolite;
neuroprotective agent;
vasodilator agent
betulin
betulin: isolated from various white birch bark (BETULA). betulin : A pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-hydroxymethyl substituents.		2.0210diol;
pentacyclic triterpenoid		analgesic;
anti-inflammatory agent;
antineoplastic agent;
antiviral agent;
metabolite
inermin
inermin: phytoalexin produced in plants after injection with fungi; RN given refers to (cis-(+-))-isomer; RN for cpd without isomeric designation; structure. (-)-maackiain : The (-)-enantiomer of maackiain.		3.1710maackiain
diffractaic acid
difractaic acid: from Lichen, Usnea steineri; active against Gram-positive, multidrug-resistant bacteria; structure in first source		3.1710carbonyl compound
isodiospyrin
isodiospyrin: RN refers to (-)-isomer; from the root of Diospyros piscatoria; has antibacterial activity		3.9330biphenyls
2-methoxystypandrone
2-Methoxystypandrone: was isolated from a Chinese herb Polygonum cuspidatum; structure in first source		2.4720naphthoquinone
chrysene-1,4-dione
[no description available]		210phenanthrenes
ascididemin
ascididemin: can be viewed as a fused phenanthroline with quinoline; from the Mediterranean ascidian Cystodytes dellechiajei; structure in first source		3.1710
pimaric acid
pimaric acid: RN given refers to (D)-isomer; structure		3.1710diterpenoid
lupeol
[no description available]		2.0210pentacyclic triterpenoid;
secondary alcohol		anti-inflammatory drug;
plant metabolite
diospyrin
diospyrin: structure given in first source		4.1140hydroxy-1,4-naphthoquinone;
ring assembly
malabaricone a
malabaricone A: from Myristica malabarica (rampatri), has antipromastigote activity; structure in first source		3.1710
altholactone
altholactone: structure in first source		3.1710furopyran
isoshinanolone
isoshinanolone: from crude extracts; structure in first source		2.0810tetralins
resveratrol
trans-resveratrol : A resveratrol in which the double bond has E configuration.		2.0610resveratrolantioxidant;
phytoalexin;
plant metabolite;
quorum sensing inhibitor;
radical scavenger
8,8'-biplumbagin
8,8'-biplumbagin: structure given in first source; isolated from the Bolivian plant Pera benesis		2.0210
squalene
Addavax: an oil-water nanoemulsion and adjuvant containing squalene, Tween 80, and sorbitane trioleate		3.1710triterpenehuman metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite
stilbenes
Stilbenes: Organic compounds that contain 1,2-diphenylethylene as a functional group.. trans-stilbene : The trans-isomer of stilbene.		2.0610stilbene
3,7-dimethoxyflavone
3,7-dimethoxyflavone: structure given in first source		3.1710ether;
flavonoids
methyl caffeate
methyl caffeate: from plant Gaillardia pulchella. methyl caffeate : An alkyl caffeate ester formed by the formal condensation of caffeic acid with methyl alcohol.		3.1710alkyl caffeate ester;
methyl ester
tocopherylquinone
tocopherylquinone: RN refers to (3R-(3R*,7R*,11R*))-isomer; structure		3.1710
6,7-dehydroroyleanone
6,7-dehydroroyleanone: diterpene abietane quinone isolated from Salvia moorcraftiana or Lepechinia bullata (both Lamiaceae); Rn given from CA Index Guide; RN not in Chemline 12/84; structure given in first source		3.1710
horminone
horminone: RN refers to (4bS-(4balpha,8abeta,10beta))-isomer; from root of Salvia officinalis; structure given in second source. horminone : An abietane diterpenoid that is abieta-8,12-diene substituted by hydroxy groups at positions 7 and 12 and oxo groups at positions 11 and 14 (the 7alpha stereoisomer) .		3.1710
ethionamide
Ethionamide: A second-line antitubercular agent that inhibits mycolic acid synthesis.. ethionamide : A thiocarboxamide that is pyridine-4-carbothioamide substituted by an ethyl group at position 2. A prodrug that undergoes metabolic activation by conversion to the corresponding S-oxide.		3.1710pyridines;
thiocarboxamide		antilipemic drug;
antitubercular agent;
fatty acid synthesis inhibitor;
leprostatic drug;
prodrug
naphthoquinones
Naphthoquinones: Naphthalene rings which contain two ketone moieties in any position. They can be substituted in any position except at the ketone groups.		4.6780
trans-phytol
trans-phytol: structure in first source		3.1710diterpenoid;
long-chain primary fatty alcohol		algal metabolite;
plant metabolite;
schistosomicide drug
scopoletin
[no description available]		3.5420hydroxycoumarinplant growth regulator;
plant metabolite
isobavachalcone
isobavachalcone: RN given for (E)-isomer; structure in first source. isobavachalcone : A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4' and a prenyl group at position 3'.		3.1710chalcones;
polyphenol		antibacterial agent;
metabolite;
platelet aggregation inhibitor
mangostin
mangostin: xanthone from rind of Garcinia mangostana Linn. fruit. alpha-mangostin : A member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1, 3 and 6, a methoxy group at position 7, an oxo group at position 9 and prenyl groups at positions 2 and 8. Isolated from the stems of Cratoxylum cochinchinense, it exhibits antioxidant, antimicrobial and antitumour activities.		3.1710aromatic ether;
phenols;
xanthones		antimicrobial agent;
antineoplastic agent;
antioxidant;
plant metabolite
ethyl 4-methoxycinnamate
ethyl 4-methoxycinnamate: an antifungal agent isolated from Curcumba zedoaria		3.1710
pellitorine
pellitorine: consists of piper sylvaticum Roxb.; structure		3.1710fatty amidemetabolite
ergosterol-5,8-peroxide
ergosterol-5,8-peroxide: also inhibits sulfatase; isolated from fungus Cercospora kikuchii; structure given in first source. ergosterol peroxide : An ergostanoid that is ergosta-6,22-dien-3-ol with a peroxy group between positions 5 and 8 (the 3beta,5alpha,8alpha,22E stereoisomer). Isolated from Ganoderma lucidum and Cordyceps sinensis, it exhibits antimycobacterial, trypanocidal and antineoplastic activities.		3.17103beta-sterol;
ergostanoid;
organic peroxide;
phytosterols		antimycobacterial drug;
antineoplastic agent;
metabolite;
trypanocidal drug
furanoheliangolide
furanoheliangolide: structure in first source		3.1710
3,7,11,15-tetramethyl-2-hexadecen-1-ol
3,7,11,15-tetramethyl-2-hexadecen-1-ol: a fragrance ingredient; structure in first source		3.1710
beta-sitosterone
beta-sitosterone: from Torreya jackii		3.1710
2-methoxyjuglone
2-methoxyjuglone: from Juglan; structure in first source		3.1710
azadiradione
azadiradione: structure in first source. azadiradione : A tetracyclic triterpenoid that is 4,4,8-trimethylandrosta-1,14-diene substituted by oxo groups at positions 3 and 16, an acetoxy group at position 7 and a furan-3-yl group at position 17. Isolated from Azadirachta indica, it exhibits antimycobacterial and anti-inflammatory activities.		3.1710acetate ester;
cyclic terpene ketone;
furans;
limonoid;
tetracyclic triterpenoid		anti-inflammatory agent;
antimycobacterial drug;
plant metabolite
thuggacin a
thuggacin A: structure in first source		3.1710
(1S,3aR,4S,6S,6aS,9aS,9bS)-9a-isocyano-6-(2-isocyano-2-methylpropyl)-1,4-dimethyl-7-methylidene-2,3,3a,4,5,6,6a,8,9,9b-decahydro-1H-phenalene
[no description available]		3.1710diterpenoidmetabolite
chaetoviridin E
chaetoviridin E : An azaphilone that is 6H-furo[2,3-h]isochromene-6,8(6aH)-dione substituted by a chloro group at position 5, a methyl group at position 6a, a 2-methylbut-2-enoyl group at position 9 and a 3-methylpent-1-en-1-yl group at position 3. It has been isolated from Chaetomium globosum.		3.1710azaphilone;
enone;
gamma-lactone;
organic heterotricyclic compound;
organochlorine compound		Chaetomium metabolite
centratherin
centratherin: from Eremanthus eriopus (Asteraceae); structure in first source		3.1710
epoxyazadiradione
epoxyazadiradione: limonoid from neem tree Azadirachta indica; RN given for (5alpha,7alpha,13alpha,14beta,15beta,17alpha)-isomer; structure in first source. epoxyazadiradione : A limonoid that is azadiradione with an epoxy group across positions 14 and 15. Isolated from Azadirachta indica it exhibits insecticidal activitry against mosquitoes.		3.1710acetate ester;
cyclic terpene ketone;
epoxide;
furans;
limonoid;
pentacyclic triterpenoid		anti-inflammatory agent;
insecticide;
plant metabolite
novobiocin
Novobiocin: An antibiotic compound derived from Streptomyces niveus. It has a chemical structure similar to coumarin. Novobiocin binds to DNA gyrase, and blocks adenosine triphosphatase (ATPase) activity. (From Reynolds, Martindale The Extra Pharmacopoeia, 30th ed, p189). novobiocin : A coumarin-derived antibiotic obtained from Streptomyces niveus.		3.6120carbamate ester;
ether;
hexoside;
hydroxycoumarin;
monocarboxylic acid amide;
monosaccharide derivative;
phenols		antibacterial agent;
antimicrobial agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
Escherichia coli metabolite;
hepatoprotective agent
sch 419560
Sch 419560: isolated from Pseudomonas fluorescens; structure in first source		3.1710
sansanmycin
sansanmycin: isolated from Streptomyces; structure in first source		3.1710
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)		3.2310cyclic 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
myxopyronin a
myxopyronin A: from Myxococcus fulvus; structure given in first source		3.1710
ConditionIndicatedRelationship StrengthStudiesTrials
Koch's Disease
[description not available]		03.420
Tuberculosis
Any of the infectious diseases of man and other animals caused by species of MYCOBACTERIUM TUBERCULOSIS.		03.420
Cancer of Prostate
[description not available]		02.1310
Prostatic Neoplasms
Tumors or cancer of the PROSTATE.		02.1310
Ache
[description not available]		02.1110
Pain
An unpleasant sensation induced by noxious stimuli which are detected by NERVE ENDINGS of NOCICEPTIVE NEURONS.		02.1110
Breast Cancer
[description not available]		02.1310
Breast Neoplasms
Tumors or cancer of the human BREAST.		02.1310