Compounds > 2-methoxyjuglone
Page last updated: 2024-11-12

2-methoxyjuglone

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Description

2-methoxyjuglone: from Juglan; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID10104346
CHEMBL ID480099
SCHEMBL ID5175513
MeSH IDM0587068

Synonyms (9)

Synonym
2-methoxyjuglone
CHEMBL480099
15127-94-3
1,4-naphthalenedione, 5-hydroxy-2-methoxy-
SCHEMBL5175513
5-hydroxy-2-methoxy-1,4-naphthoquinone
DTXSID20435638
5-hydroxy-2-methoxynaphthoquinone
5-hydroxy-2-methoxynaphthalene-1,4-dione
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (82)

Assay IDTitleYearJournalArticle
AID745462Cell cycle arrest in human HepG2 cells assessed as accumulation at sub-G1 phase at 1.6 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 4%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID1392765Antiproliferative activity against human COLO205 cells after 72 hrs by CellTiter-Glo assay2018Bioorganic & medicinal chemistry letters, 06-15, Volume: 28, Issue:11
Investigation of chemical reactivity of 2-alkoxy-1,4-naphthoquinones and their anticancer activity.
AID745455Cell cycle arrest in human HepG2 cells assessed as accumulation at G2/M phase at 3.2 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 9%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745417Induction of apoptosis in human HepG2 cells assessed as increase in Bax level after 24 hrs by Western blot analysis2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745441Cell cycle arrest in human HepG2 cells assessed as accumulation at G1 phase at 1.6 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 64%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745429Cell cycle arrest in human HepG2 cells assessed as accumulation at G1 phase at 6.4 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 64%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID1125074Cytotoxicity against human HeLa cells assessed as cell viability after 48 hrs by MTS assay2014European journal of medicinal chemistry, Apr-22, Volume: 77Quinone-carbohydrate nonglucoside conjugates as a new type of cytotoxic agents: synthesis and determination of in vitro activity.
AID745458Cell cycle arrest in human HepG2 cells assessed as accumulation at sub-G1 phase at 3.2 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 4%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745438Cell cycle arrest in human HepG2 cells assessed as accumulation at sub-G1 phase at 3.2 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 3%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745430Cell cycle arrest in human HepG2 cells assessed as accumulation at sub-G1 phase at 6.4 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 3%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745431Cell cycle arrest in human HepG2 cells assessed as accumulation at G2/M phase at 4.8 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 5%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745425Cell cycle arrest in human HepG2 cells assessed as accumulation at G1 phase at 8 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 64%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745469Cytotoxicity against human HepG2 cells assessed as cell viability after 48 hrs by MTT assay2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745465Induction of apoptosis in human HepG2 cells assessed as membrane damage at 4.8 to 8 ug/mL after 24 hrs by acridine orange/ethidium bromide staining-based fluorescence microscopic analysis2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745428Cell cycle arrest in human HepG2 cells assessed as accumulation at S phase at 6.4 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 31%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745442Cell cycle arrest in human HepG2 cells assessed as accumulation at sub-G1 phase at 1.6 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 3%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID1681232Cytotoxicity against human enzalutamide-resistant LNCaP C4-2B cells assessed as reduction in cell viability after 72 hrs by MTT assay2020Journal of natural products, 09-25, Volume: 83, Issue:9
Penithoketone and Penithochromones A-L, Polyketides from the Deep-Sea-Derived Fungus
AID1681236Cytotoxicity against human enzalutamide-resistant LNCaP C4-2B cells assessed as reduction in cell viability at 50 uM after 72 hrs by MTT assay relative to control2020Journal of natural products, 09-25, Volume: 83, Issue:9
Penithoketone and Penithochromones A-L, Polyketides from the Deep-Sea-Derived Fungus
AID1125075Cytotoxicity against tumor promotion-sensitive mouse JB6 Cl41 cells assessed as cell viability after 48 hrs by MTS assay2014European journal of medicinal chemistry, Apr-22, Volume: 77Quinone-carbohydrate nonglucoside conjugates as a new type of cytotoxic agents: synthesis and determination of in vitro activity.
AID745426Cell cycle arrest in human HepG2 cells assessed as accumulation at sub-G1 phase at 8 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 3%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745440Cell cycle arrest in human HepG2 cells assessed as accumulation at S phase at 1.6 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 31%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745446Cell cycle arrest in human HepG2 cells assessed as accumulation at sub-G1 phase at 8 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 4%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745418Induction of apoptosis in human HepG2 cells assessed as PARP cleavage at 1.6 to 4.8 ug/mL after 24 hrs by Western blot analysis2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745467Induction of apoptosis in human HepG2 cells assessed as appearance of cell shrinkage at 4.8 to 8 ug/mL after 24 hrs by inverted microscopic analysis relative to control2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745421Induction of apoptosis in human HepG2 cells assessed as increase in mitochondrial cytochrome c release after 24 hrs by Western blot analysis2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745433Cell cycle arrest in human HepG2 cells assessed as accumulation at G1 phase at 4.8 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 64%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID1681237Cytotoxicity against human MCF7 cells assessed as reduction in cell viability at 50 uM after 72 hrs by MTT assay relative to control2020Journal of natural products, 09-25, Volume: 83, Issue:9
Penithoketone and Penithochromones A-L, Polyketides from the Deep-Sea-Derived Fungus
AID1392766Antiproliferative activity against human T47D cells after 72 hrs by CellTiter-Glo assay2018Bioorganic & medicinal chemistry letters, 06-15, Volume: 28, Issue:11
Investigation of chemical reactivity of 2-alkoxy-1,4-naphthoquinones and their anticancer activity.
AID745434Cell cycle arrest in human HepG2 cells assessed as accumulation at sub-G1 phase at 4.8 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 3%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745444Cell cycle arrest in human HepG2 cells assessed as accumulation at S phase at 8 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 46%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745439Cell cycle arrest in human HepG2 cells assessed as accumulation at G2/M phase at 1.6 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 5%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745422Induction of apoptosis in human HepG2 cells assessed as increase in early apoptotic cells after 24 hrs by annexin V-FITC/propidium iodide staining-based FACS flow cytometric analysis2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745424Cell cycle arrest in human HepG2 cells assessed as accumulation at S phase at 8 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 31%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745460Cell cycle arrest in human HepG2 cells assessed as accumulation at S phase at 1.6 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 46%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745427Cell cycle arrest in human HepG2 cells assessed as accumulation at G2/M phase at 6.4 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 5%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745457Cell cycle arrest in human HepG2 cells assessed as accumulation at G1 phase at 3.2 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 45%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745454Cell cycle arrest in human HepG2 cells assessed as accumulation at sub-G1 phase at 4.8 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 4%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745419Induction of apoptosis in human HepG2 cells assessed as mitochondrial cytochrome c-dependent caspase-3 activation at 1.6 to 4.8 ug/mL after 24 hrs by Western blot analysis2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745463Induction of apoptosis in human HepG2 cells assessed as apoptotic body formation at 8 ug/mL after 24 hrs by acridine orange/ethidium bromide staining-based fluorescence microscopic analysis2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID1681238Cytotoxicity against human MDA-MB-468 cells assessed as reduction in cell viability at 50 uM after 72 hrs by MTT assay relative to control2020Journal of natural products, 09-25, Volume: 83, Issue:9
Penithoketone and Penithochromones A-L, Polyketides from the Deep-Sea-Derived Fungus
AID745414Antitumor activity against mouse H22 cells allografted in Kunming mouse assessed as decrease in weight of tumor mass at 1 mg/kg/day, ip administered 8 days measured after 10 days relative to control2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745464Induction of apoptosis in human HepG2 cells assessed as nuclear condensation at 4.8 ug/mL after 24 hrs by acridine orange/ethidium bromide staining-based fluorescence microscopic analysis2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745447Cell cycle arrest in human HepG2 cells assessed as accumulation at G2/M phase at 6.4 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 9%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID1125077Ratio of IC50 to INCC50 for human HeLa cells2014European journal of medicinal chemistry, Apr-22, Volume: 77Quinone-carbohydrate nonglucoside conjugates as a new type of cytotoxic agents: synthesis and determination of in vitro activity.
AID1681233Cytotoxicity against human LNCaP C4-2B cells assessed as reduction in cell viability after 72 hrs by MTT assay2020Journal of natural products, 09-25, Volume: 83, Issue:9
Penithoketone and Penithochromones A-L, Polyketides from the Deep-Sea-Derived Fungus
AID745415Antitumor activity against mouse H22 cells allografted in Kunming mouse assessed as decrease in weight of tumor mass at 0.5 mg/kg/day, ip administered 8 days measured after 10 days relative to control2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745468Cytotoxicity against human HepG2 cells assessed as cell viability after 72 hrs by MTT assay2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID1125110Inhibition of p53-dependent transcriptional activity in tumor promotion-sensitive mouse JB6 Cl41 cells after 12 hrs by luciferase-based method2014European journal of medicinal chemistry, Apr-22, Volume: 77Quinone-carbohydrate nonglucoside conjugates as a new type of cytotoxic agents: synthesis and determination of in vitro activity.
AID745420Induction of apoptosis in human HepG2 cells assessed as mitochondrial cytochrome c-dependent caspase-9 activation at 1.6 to 4.8 ug/mL after 24 hrs by Western blot analysis2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745449Cell cycle arrest in human HepG2 cells assessed as accumulation at G1 phase at 6.4 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 45%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745461Cell cycle arrest in human HepG2 cells assessed as accumulation at G1 phase at 1.6 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 45%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745432Cell cycle arrest in human HepG2 cells assessed as accumulation at S phase at 4.8 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 31%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745435Cell cycle arrest in human HepG2 cells assessed as accumulation at G2/M phase at 3.2 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 5%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745456Cell cycle arrest in human HepG2 cells assessed as accumulation at S phase at 3.2 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 46%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745453Cell cycle arrest in human HepG2 cells assessed as accumulation at G1 phase at 4.8 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 45%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745416Induction of apoptosis in human HepG2 cells assessed as decrease in Bcl-2 level at 1.6 to 4.8 ug/mL after 24 hrs by Western blot analysis2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745452Cell cycle arrest in human HepG2 cells assessed as accumulation at S phase at 4.8 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 46%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID1125076Cytotoxicity against human HeLa cells assessed as inhibition of number of colonies formed in soft agar after 14 days by microscopic analysis2014European journal of medicinal chemistry, Apr-22, Volume: 77Quinone-carbohydrate nonglucoside conjugates as a new type of cytotoxic agents: synthesis and determination of in vitro activity.
AID1392767Antiproliferative activity against human K562 cells after 72 hrs by CellTiter-Glo assay2018Bioorganic & medicinal chemistry letters, 06-15, Volume: 28, Issue:11
Investigation of chemical reactivity of 2-alkoxy-1,4-naphthoquinones and their anticancer activity.
AID713897Antimycobacterial activity against Mycobacterium tuberculosis H37Rv2012European journal of medicinal chemistry, Mar, Volume: 49Recent advances in antitubercular natural products.
AID745466Induction of apoptosis in human HepG2 cells assessed as appearance of membrane blebbing at 4.8 to 8 ug/mL after 24 hrs by inverted microscopic analysis relative to control2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745443Cell cycle arrest in human HepG2 cells assessed as accumulation at G2/M phase at 8 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 9%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745448Cell cycle arrest in human HepG2 cells assessed as accumulation at S phase at 6.4 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 46%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745459Cell cycle arrest in human HepG2 cells assessed as accumulation at G2/M phase at 1.6 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 9%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID401037Cytotoxicity against human HT-29 cells by MTT assay1998Journal of natural products, May, Volume: 61, Issue:5
Cytotoxic compounds from the roots of Juglans mandshurica.
AID1681231Inhibition of LPS-induced NO production in mouse RAW264.7 cells at 50 uM relative to control2020Journal of natural products, 09-25, Volume: 83, Issue:9
Penithoketone and Penithochromones A-L, Polyketides from the Deep-Sea-Derived Fungus
AID745445Cell cycle arrest in human HepG2 cells assessed as accumulation at G1 phase at 8 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 45%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745436Cell cycle arrest in human HepG2 cells assessed as accumulation at S phase at 3.2 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 31%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745451Cell cycle arrest in human HepG2 cells assessed as accumulation at G2/M phase at 4.8 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 9%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745471Cytotoxicity against human HepG2 cells assessed as decrease in cell viability at 1.6 to 8 ug/mL by MTT assay2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745410Antitumor activity against mouse H22 cells allografted in Kunming mouse assessed as decrease in tumor size at 0.5 to 1 mg/kg/day, ip administered 8 days measured after 10 days2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID1681239Cytotoxicity against human LNCaP C4-2B cells assessed as reduction in cell viability at 50 uM after 72 hrs by MTT assay relative to control2020Journal of natural products, 09-25, Volume: 83, Issue:9
Penithoketone and Penithochromones A-L, Polyketides from the Deep-Sea-Derived Fungus
AID745423Cell cycle arrest in human HepG2 cells assessed as accumulation at G2/M phase at 8 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 5%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID401038Cytotoxicity against human A549 cells by MTT assay1998Journal of natural products, May, Volume: 61, Issue:5
Cytotoxic compounds from the roots of Juglans mandshurica.
AID1125073Cytotoxicity against human HeLa cells assessed as cell viability after 24 hrs by MTS assay2014European journal of medicinal chemistry, Apr-22, Volume: 77Quinone-carbohydrate nonglucoside conjugates as a new type of cytotoxic agents: synthesis and determination of in vitro activity.
AID745437Cell cycle arrest in human HepG2 cells assessed as accumulation at G1 phase at 3.2 ug/mL after 48 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 64%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745472Cytotoxicity against human HepG2 cells assessed as decrease in cell viability after 24 to 72 hrs by MTT assay2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID745470Cytotoxicity against human HepG2 cells assessed as cell viability after 24 hrs by MTT assay2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID1681234Cytotoxicity against human MDA-MB-468 cells assessed as reduction in cell viability after 72 hrs by MTT assay2020Journal of natural products, 09-25, Volume: 83, Issue:9
Penithoketone and Penithochromones A-L, Polyketides from the Deep-Sea-Derived Fungus
AID745411Toxicity in Kunming mouse allografted with mouse H22 cells assessed as decrease in body weight at 0.25 to 1 mg/kg/day, ip measured every day for 8 days2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
AID1681235Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by MTT assay2020Journal of natural products, 09-25, Volume: 83, Issue:9
Penithoketone and Penithochromones A-L, Polyketides from the Deep-Sea-Derived Fungus
AID745450Cell cycle arrest in human HepG2 cells assessed as accumulation at sub-G1 phase at 6.4 ug/mL after 24 hrs by propidium iodide staining-based flow cytometric analysis (Rvb = 4%)2013Journal of natural products, May-24, Volume: 76, Issue:5
2-methoxyjuglone induces apoptosis in HepG2 human hepatocellular carcinoma cells and exhibits in vivo antitumor activity in a H22 mouse hepatocellular carcinoma model.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

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

Market Indicators

Research Demand Index: 12.32

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 Index12.32 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.40 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.32)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (28.57%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (71.43%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
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
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.		2.0810nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic
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.		2.110hydroxy-1,4-naphthoquinonegeroprotector;
herbicide;
reactive oxygen species generator
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.		3.17103-oxo monocarboxylic acid;
N-arylpiperazine;
N-methylpiperazine;
organofluorine compound;
oxazinoquinoline
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
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.		3.1710ethanolamines;
ethylenediamine derivative		antitubercular agent;
environmental contaminant;
xenobiotic
2-hydroxyjuglone
2-hydroxyjuglone: structure in first source		2.5320
7-methyljuglone
7-methyljuglone: antineoplastic from roots of Euclea natalensis and Drosera aliciae; structure in first source		3.1710hydroxy-1,4-naphthoquinone
methylglucoside, (alpha-d)-isomer
methyl alpha-D-glucopyranoside : An alpha-D-glucopyranoside having a methyl substituent at the anomeric position.		2.110alpha-D-glucoside;
methyl D-glucoside
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
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
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
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
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
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.		2.0810
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]		3.1710hydroxycoumarinplant 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
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
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
myxopyronin a
myxopyronin A: from Myxococcus fulvus; structure given in first source		3.1710
ConditionIndicatedRelationship StrengthStudiesTrials
Koch's Disease
[description not available]		02.9910
Tuberculosis
Any of the infectious diseases of man and other animals caused by species of MYCOBACTERIUM TUBERCULOSIS.		02.9910
Hepatocellular Carcinoma
[description not available]		07.0810
Carcinoma, Hepatocellular
A primary malignant neoplasm of epithelial liver cells. It ranges from a well-differentiated tumor with EPITHELIAL CELLS indistinguishable from normal HEPATOCYTES to a poorly differentiated neoplasm. The cells may be uniform or markedly pleomorphic, or form GIANT CELLS. Several classification schemes have been suggested.		02.0810