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

rotenolone

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

Description

Rotenolone is a natural product isolated from the roots of the plant Derris elliptica. It is a potent insecticide and has been shown to inhibit mitochondrial respiration by blocking the transfer of electrons from Complex I to ubiquinone. Rotenolone has also been shown to have anti-inflammatory and anti-cancer properties. It is studied because of its potential for use in pest control and as a therapeutic agent. The synthesis of rotenolone is a complex process that involves several steps, including the formation of a pyran ring and the introduction of a methoxy group. The effects of rotenolone on biological systems are diverse and are still being studied. Its importance lies in its potential for use in pest control and as a therapeutic agent. Rotenolone is studied because of its unique chemical structure and its biological activity.'

rotenolone: decomposition product of rotenone; RN given refers to (2 alpha,6a beta,12a beta)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID68184
CHEMBL ID240545
CHEBI ID68051
MeSH IDM0091467

Synonyms (28)

Synonym
rotenolone
6a-beta,12a-beta-rotenolone
(1)benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6ah)-one, 1,2,12,12a-alpha-tetrahydro-6a-alpha-hydroxy-2-alpha-isopropenyl-8,9-dimethoxy-
hydroxy-isopropenyl-dimethoxy-[?]one
6ab,12ab-rotenolone
rotenolone i
[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6ah)-one, 1,2,12,12a-tetrahydro-6a-hydroxy-8,9-dimethoxy-2-(1-methylethenyl)-, (2r,6ar,12ar)-
rotenolon i
rotenalone
12a-hydroxyrotenone
C10464
509-96-6
CHEMBL240545
chebi:68051 ,
unii-hn2r8mkh6y
hn2r8mkh6y ,
(1r,6r,13r)-13-hydroxy-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0^{3,11}.0^{4,8}.0^{14,19}]henicosa-3,8,10,14(19),15,17-hexaen-12-one
(-)-cis-rotenolone
bdbm50480247
1,2,12,12a-tetrahydro-6a-hydroxy-8,9-dimethoxy-2-(1-methylethenyl)-(2r,6ar,12ar)-[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6ah)-one
(-)-cis-12a-hydroxyrotenone
12alpha-hydroxyrotenone
Q27104952
(1r,6r,13r)-13-hydroxy-16,17-dimethoxy-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one
HY-119694
(2r,6ar,12ar)-1,2,12,12a-tetrahydro-6a-hydroxy-8,9-dimethoxy-2-(1-methylethenyl)[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6ah)-one
(-)-12alpha-hydroxyrotenone
AKOS040753816

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
"Studies at Midwest Research Institute for the National Toxicology Program show that rotenone/animal feed mixtures prepared by dry-mixing are more stable than mixtures produced by dosing the feed with alcoholic solutions of rotenone and then stripping the solvent."( Preparation and stability of animal feed mixtures dosed with rotenone.
Hanna, GR; Honaker, CB; Jameson, CW; Kline, DA; Kuhn, GO, )		0.13
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[role 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]

Drug Classes (1)

ClassDescription
organic molecular entityAny molecular entity that contains carbon.
[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]

Pathways (1)

PathwayProteinsCompounds
rotenoid biosynthesis II06
rotenoid biosynthesis II07

Bioassays (80)

Assay IDTitleYearJournalArticle
AID504275Antiproliferative activity against human DU145 cells after 96 hrs by CellTiter-Glo luminescent cell viability assay2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Antiproliferative compounds from Pongamiopsis pervilleana from the Madagascar Dry Forest.
AID305678Inhibition of invasion of human HT1080 cells at 3 uM after 24 hrs2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID1660518Cytotoxicity against human C4-2 cells assessed as reduction in cell count at 1 uM after 48 hrs by acridine orange/DAPI staining based assay2020Journal of natural products, 06-26, Volume: 83, Issue:6
Hydroxylated Rotenoids Selectively Inhibit the Proliferation of Prostate Cancer Cells.
AID305680Inhibition of invasion of human HT1080 cells at 30 uM after 24 hrs2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID1660525Inhibition of complex 1 in human PNT2 cells assessed as reduction in oxygen rate at 1 uM incubated for 1 hr followed by rotenone and antimycin addition2020Journal of natural products, 06-26, Volume: 83, Issue:6
Hydroxylated Rotenoids Selectively Inhibit the Proliferation of Prostate Cancer Cells.
AID305690Antiproliferative activity against human HT1080 cells at 3 uM after 72 hrs by MTT assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID1660519Cytotoxicity against human PNT2 cells assessed as reduction in cell viability at 1 uM after 48 hrs by acridine orange/DAPI staining based assay2020Journal of natural products, 06-26, Volume: 83, Issue:6
Hydroxylated Rotenoids Selectively Inhibit the Proliferation of Prostate Cancer Cells.
AID334263Antibacterial activity against Pseudomonas aeruginosa ATCC 9027 at 625 ug/mL after 24 hrs by conventional well agar method2002Journal of natural products, Apr, Volume: 65, Issue:4
Derrisin, a new rotenoid from Derris malaccensis plain and anti-Helicobacter pylori activity of its related constituents.
AID1660517Cytotoxicity against human C4-2B cells assessed as reduction in cell count at 1 uM after 48 hrs by acridine orange/DAPI staining based assay2020Journal of natural products, 06-26, Volume: 83, Issue:6
Hydroxylated Rotenoids Selectively Inhibit the Proliferation of Prostate Cancer Cells.
AID1524947Selectivity index, ratio of IC50 for inhibition of AChE (unknown origin) to IC50 for inhibition of BChE (unknown origin)2019Bioorganic & medicinal chemistry letters, 05-15, Volume: 29, Issue:10
Bioactivity-guided identification of flavonoids with cholinesterase and β-amyloid peptide aggregation inhibitory effects from the seeds of Millettia pachycarpa.
AID305688Antiproliferative activity against human HT1080 cells at 30 uM after 48 hrs by MTT assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID762961Induction of quinone reductase in mouse Hepa1c1c7 cells2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
AID305693Antiproliferative activity against human HT1080 cells at 1 uM after 24 hrs by calcein-AM assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID305694Antiproliferative activity against human HT1080 cells at 3 uM after 24 hrs by calcein-AM assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID334262Antibacterial activity against Escherichia coli ATCC 10536 at 625 ug/mL after 24 hrs by conventional well agar method2002Journal of natural products, Apr, Volume: 65, Issue:4
Derrisin, a new rotenoid from Derris malaccensis plain and anti-Helicobacter pylori activity of its related constituents.
AID305687Antiproliferative activity against human HT1080 cells at 10 uM after 48 hrs by MTT assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID762968Cytotoxicity against human Raji cells after 48 hrs by MTS assay2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
AID504277Antiproliferative activity against human HCC2998 cells after 96 hrs by CellTiter-Glo luminescent cell viability assay2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Antiproliferative compounds from Pongamiopsis pervilleana from the Madagascar Dry Forest.
AID305700Antiproliferative activity against human HT1080 cells at 30 uM after 48 hrs by calcein-AM assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID1660523Antiproliferative activity against human C4-2B cells at 1 uM after 150 hrs2020Journal of natural products, 06-26, Volume: 83, Issue:6
Hydroxylated Rotenoids Selectively Inhibit the Proliferation of Prostate Cancer Cells.
AID397122Inhibition of HIV1 RT
AID1660527Inhibition of complex 1 in human C4-2 cells assessed as reduction in oxygen rate at 1 uM incubated for 1 hr followed by rotenone and antimycin addition2020Journal of natural products, 06-26, Volume: 83, Issue:6
Hydroxylated Rotenoids Selectively Inhibit the Proliferation of Prostate Cancer Cells.
AID762956Toxicity in immunodeficient NCr nu/nu mouse at 5 to 30 mg/kg, ip qd2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
AID305696Antiproliferative activity against human HT1080 cells at 30 uM after 24 hrs by calcein-AM assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID1660522Cytotoxicity against human C4-2 cells assessed as reduction in cell viability at 1 uM after 48 hrs by acridine orange/DAPI staining based assay2020Journal of natural products, 06-26, Volume: 83, Issue:6
Hydroxylated Rotenoids Selectively Inhibit the Proliferation of Prostate Cancer Cells.
AID305699Antiproliferative activity against human HT1080 cells at 10 uM after 48 hrs by calcein-AM assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID334264Antifungal activity against Candida albicans ATCC 10231 at 625 ug/mL after 24 hrs by conventional well agar method2002Journal of natural products, Apr, Volume: 65, Issue:4
Derrisin, a new rotenoid from Derris malaccensis plain and anti-Helicobacter pylori activity of its related constituents.
AID305715Antiproliferative activity against human U937 cells after 24 hrs by WST-8 assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID1524943Inhibition of AChE (unknown origin) at 20 ug/mL using acetylthiocholine iodide as substrate by spectrophotometry based Ellman's method2019Bioorganic & medicinal chemistry letters, 05-15, Volume: 29, Issue:10
Bioactivity-guided identification of flavonoids with cholinesterase and β-amyloid peptide aggregation inhibitory effects from the seeds of Millettia pachycarpa.
AID305702Antiproliferative activity against human HT1080 cells at 3 uM after 72 hrs by calcein-AM assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID305682Antiproliferative activity against human HT1080 cells at 3 uM after 24 hrs by MTT assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID762959Chemopreventive index, ratio of CD for quinone reductase in mouse Hepa1c1c7 cells to IC50 for mouse Hepa1c1c7 cells2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
AID1660524Antiproliferative activity against human C4-2 cells at 1 uM after 150 hrs2020Journal of natural products, 06-26, Volume: 83, Issue:6
Hydroxylated Rotenoids Selectively Inhibit the Proliferation of Prostate Cancer Cells.
AID305704Antiproliferative activity against human HT1080 cells at 30 uM after 72 hrs by calcein-AM assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID762970Cytotoxicity against human HT-29 cells after 72 hrs by SRB assay2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
AID305681Antiproliferative activity against human HT1080 cells at 1 uM after 24 hrs by MTT assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID596403Cytotoxicity against human HCT116 cells measured per disk after 5 days by hemocytometer counting2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Pierreiones A-D, solid tumor selective pyranoisoflavones and other cytotoxic constituents from Antheroporum pierrei.
AID334259Antibacterial activity against Bacillus subtilis ATCC 6633 at 625 ug/mL after 24 hrs by conventional well agar method2002Journal of natural products, Apr, Volume: 65, Issue:4
Derrisin, a new rotenoid from Derris malaccensis plain and anti-Helicobacter pylori activity of its related constituents.
AID305689Antiproliferative activity against human HT1080 cells at 1 uM after 72 hrs by MTT assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID305691Antiproliferative activity against human HT1080 cells at 10 uM after 72 hrs by MTT assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID305677Inhibition of invasion of human HT1080 cells at 1 uM after 24 hrs2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID762957Antitumor activity against human MDA-MB-435 cells in hollow fiber implanted in immunodeficient NCr nu/nu mouse assessed as reduction in cell growth at 2 mg/kg, ip qd2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
AID305697Antiproliferative activity against human HT1080 cells at 1 uM after 48 hrs by calcein-AM assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID1660521Inhibition of cell proliferation in human PNT2 cells at 1 uM after 150 hrs2020Journal of natural products, 06-26, Volume: 83, Issue:6
Hydroxylated Rotenoids Selectively Inhibit the Proliferation of Prostate Cancer Cells.
AID762958Antitumor activity against human HT-29 cells in hollow fiber implanted in immunodeficient NCr nu/nu mouse assessed as reduction in cell growth at 5 to 30 mg/kg, ip qd2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
AID504273Antiproliferative activity against human A2780 cells after 96 hrs by CellTiter-Glo luminescent cell viability assay2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Antiproliferative compounds from Pongamiopsis pervilleana from the Madagascar Dry Forest.
AID305706Inhibition of proMMP9 production in human HT1080 cells by gelatin zymography analysis2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID762965Cytotoxicity against human CCD-112CoN cells by SRB assay2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
AID1524945Inhibition of AChE (unknown origin) using acetylthiocholine iodide as substrate by spectrophotometry based Ellman's method2019Bioorganic & medicinal chemistry letters, 05-15, Volume: 29, Issue:10
Bioactivity-guided identification of flavonoids with cholinesterase and β-amyloid peptide aggregation inhibitory effects from the seeds of Millettia pachycarpa.
AID305686Antiproliferative activity against human HT1080 cells at 3 uM after 48 hrs by MTT assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID305705Inhibition of proMMP2 production in human HT1080 cells by gelatin zymography analysis2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID305683Antiproliferative activity against human HT1080 cells at 10 uM after 24 hrs by MTT assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID1524944Inhibition of BChE (unknown origin) at 20 ug/mL using butyrylthiocholine iodide as substrate by spectrophotometry based Ellman's method2019Bioorganic & medicinal chemistry letters, 05-15, Volume: 29, Issue:10
Bioactivity-guided identification of flavonoids with cholinesterase and β-amyloid peptide aggregation inhibitory effects from the seeds of Millettia pachycarpa.
AID1660520Cytotoxicity against human C4-2B cells assessed as reduction in cell viability at 1 uM after 48 hrs by acridine orange/DAPI staining based assay2020Journal of natural products, 06-26, Volume: 83, Issue:6
Hydroxylated Rotenoids Selectively Inhibit the Proliferation of Prostate Cancer Cells.
AID305698Antiproliferative activity against human HT1080 cells at 3 uM after 48 hrs by calcein-AM assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID334260Antibacterial activity against Micrococcus luteus ATCC 9341 at 625 ug/mL after 24 hrs by conventional well agar method2002Journal of natural products, Apr, Volume: 65, Issue:4
Derrisin, a new rotenoid from Derris malaccensis plain and anti-Helicobacter pylori activity of its related constituents.
AID762966Cytotoxicity against human Raji cells after 72 hrs by MTS assay2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
AID305703Antiproliferative activity against human HT1080 cells at 10 uM after 72 hrs by calcein-AM assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID762967Cytotoxicity against human 697 cells after 72 hrs by MTS assay2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
AID762969Cytotoxicity against human 697 cells after 48 hrs by MTS assay2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
AID762955Toxicity in immunodeficient NCr nu/nu mouse at 0.5 to 2 mg/kg, ip qd2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
AID305692Antiproliferative activity against human HT1080 cells at 30 uM after 72 hrs by MTT assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID762964Selectivity ratio of IC50 for human CCD-112CoN cells to IC50 for human HT29 cells2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
AID305701Antiproliferative activity against human HT1080 cells at 1 uM after 72 hrs by calcein-AM assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID762960Cytotoxicity against mouse Hepa-1c1c7 cells2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
AID1660528Inhibition of complex 1 in bovine heart mitochondrial membranes in presence of NADH2020Journal of natural products, 06-26, Volume: 83, Issue:6
Hydroxylated Rotenoids Selectively Inhibit the Proliferation of Prostate Cancer Cells.
AID1524946Inhibition of BChE (unknown origin) using butyrylthiocholine iodide as substrate by spectrophotometry based Ellman's method2019Bioorganic & medicinal chemistry letters, 05-15, Volume: 29, Issue:10
Bioactivity-guided identification of flavonoids with cholinesterase and β-amyloid peptide aggregation inhibitory effects from the seeds of Millettia pachycarpa.
AID334258Antibacterial activity against Helicobacter pylori 31A after 48 hrs by serial doubling dilution method2002Journal of natural products, Apr, Volume: 65, Issue:4
Derrisin, a new rotenoid from Derris malaccensis plain and anti-Helicobacter pylori activity of its related constituents.
AID305685Antiproliferative activity against human HT1080 cells at 1 uM after 48 hrs by MTT assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID305679Inhibition of invasion of human HT1080 cells at 10 uM after 24 hrs2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID305717Antiproliferative activity against human U937 cells after 72 hrs by WST-8 assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID504276Antiproliferative activity against human NCI-H460 cells after 96 hrs by CellTiter-Glo luminescent cell viability assay2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Antiproliferative compounds from Pongamiopsis pervilleana from the Madagascar Dry Forest.
AID305695Antiproliferative activity against human HT1080 cells at 10 uM after 24 hrs by calcein-AM assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID504274Antiproliferative activity against human BT549 cells after 96 hrs by CellTiter-Glo luminescent cell viability assay2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Antiproliferative compounds from Pongamiopsis pervilleana from the Madagascar Dry Forest.
AID305716Antiproliferative activity against human U937 cells after 48 hrs by WST-8 assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID1660526Inhibition of complex 1 in human C4-2B cells assessed as reduction in oxygen rate at 1 uM incubated for 1 hr followed by rotenone and antimycin addition2020Journal of natural products, 06-26, Volume: 83, Issue:6
Hydroxylated Rotenoids Selectively Inhibit the Proliferation of Prostate Cancer Cells.
AID400539Cytotoxicity against human A2780 cells2004Journal of natural products, Mar, Volume: 67, Issue:3
Cytotoxic compounds from Mundulea chapelieri from the Madagascar Rainforest.
AID334261Antibacterial activity against Bacteroides fragilis ATCC 25285 at 625 ug/mL after 24 hrs by conventional well agar method2002Journal of natural products, Apr, Volume: 65, Issue:4
Derrisin, a new rotenoid from Derris malaccensis plain and anti-Helicobacter pylori activity of its related constituents.
AID305684Antiproliferative activity against human HT1080 cells at 30 uM after 24 hrs by MTT assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID596401Selective toxicity against mouse C38 cells assessed as differential zone units at 0.26 ug/mL by disk diffusion soft agar colony formation assay relative to mouse L1210 cells2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Pierreiones A-D, solid tumor selective pyranoisoflavones and other cytotoxic constituents from Antheroporum pierrei.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (23)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (4.35)18.2507
2000's8 (34.78)29.6817
2010's12 (52.17)24.3611
2020's2 (8.70)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 65.75

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index65.75 (24.57)
Research Supply Index3.30 (2.92)
Research Growth Index5.46 (4.65)
Search Engine Demand Index107.18 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (65.75)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (3.85%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other25 (96.15%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
malonic acid
malonic acid : An alpha,omega-dicarboxylic acid in which the two carboxy groups are separated by a single methylene group.. dicarboxylic acid : Any carboxylic acid containing two carboxy groups.		3.1110alpha,omega-dicarboxylic acidhuman metabolite
erythrosine
Fluoresceins: A family of spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one derivatives. These are used as dyes, as indicators for various metals, and as fluorescent labels in immunoassays.		2.0210
ethidium
Ethidium: A trypanocidal agent and possible antiviral agent that is widely used in experimental cell biology and biochemistry. Ethidium has several experimentally useful properties including binding to nucleic acids, noncompetitive inhibition of nicotinic acetylcholine receptors, and fluorescence among others. It is most commonly used as the bromide.. ethidium : The fluorescent compound widely used in experimental cell biology and biochemistry to reveal double-stranded DNA and RNA.		2.0210phenanthridinesfluorochrome;
intercalator
tyrosine
Tyrosine: A non-essential amino acid. In animals it is synthesized from PHENYLALANINE. It is also the precursor of EPINEPHRINE; THYROID HORMONES; and melanin.. tyrosine : An alpha-amino acid that is phenylalanine bearing a hydroxy substituent at position 4 on the phenyl ring.		2.0410amino acid zwitterion;
erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid;
proteinogenic amino acid;
tyrosine		EC 1.3.1.43 (arogenate dehydrogenase) inhibitor;
fundamental metabolite;
micronutrient;
nutraceutical
adenosine monophosphate
Adenosine Monophosphate: Adenine nucleotide containing one phosphate group esterified to the sugar moiety in the 2'-, 3'-, or 5'-position.		2.0710adenosine 5'-phosphate;
purine ribonucleoside 5'-monophosphate		adenosine A1 receptor agonist;
cofactor;
EC 3.1.3.1 (alkaline phosphatase) inhibitor;
EC 3.1.3.11 (fructose-bisphosphatase) inhibitor;
fundamental metabolite;
micronutrient;
nutraceutical
rotenone
Derris: A plant genus of the family FABACEAE. The root is a source of rotenoids (ROTENONE) and flavonoids. Some species of Pongamia have been reclassified to this genus and some to MILLETTIA. Some species of Deguelia have been reclassified to this genus.. rotenoid : Members of the class of tetrahydrochromenochromene that consists of a cis-fused tetrahydrochromeno[3,4-b]chromene skeleton and its substituted derivatives. The term was originally restricted to natural products, but is now also used to describe semi-synthetic and fully synthetic compounds.		5.55210organic heteropentacyclic compound;
rotenones		antineoplastic agent;
metabolite;
mitochondrial NADH:ubiquinone reductase inhibitor;
phytogenic insecticide;
piscicide;
toxin
thiazoles
[no description available]		2.07101,3-thiazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
galantamine
Galantamine: A benzazepine derived from norbelladine. It is found in GALANTHUS and other AMARYLLIDACEAE. It is a cholinesterase inhibitor that has been used to reverse the muscular effects of GALLAMINE TRIETHIODIDE and TUBOCURARINE and has been studied as a treatment for ALZHEIMER DISEASE and other central nervous system disorders.. galanthamine : A benzazepine alkaloid isolated from certain species of daffodils.		2.2110benzazepine alkaloid fundamental parent;
benzazepine alkaloid;
organic heterotetracyclic compound;
tertiary amino compound		antidote to curare poisoning;
cholinergic drug;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
plant metabolite
rhein
[no description available]		3.1110dihydroxyanthraquinone
methamphetamine
Methamphetamine: A central nervous system stimulant and sympathomimetic with actions and uses similar to DEXTROAMPHETAMINE. The smokable form is a drug of abuse and is referred to as crank, crystal, crystal meth, ice, and speed.. methamphetamine : A member of the class of amphetamines in which the amino group of (S)-amphetamine carries a methyl substituent.		2.3110amphetamines;
secondary amine		central nervous system stimulant;
environmental contaminant;
neurotoxin;
psychotropic drug;
xenobiotic
acetylcysteine
N-acetyl-L-cysteine : An N-acetyl-L-amino acid that is the N-acetylated derivative of the natural amino acid L-cysteine.		2.4320acetylcysteine;
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
dicarbethoxydihydrocollidine
Dicarbethoxydihydrocollidine: 1,4-Dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylic acid diethyl ester.. 3,5-diethoxycarbonyl-1,4-dihydrocollidine : A dihydropyridine that is 2,4,6-trimethyl-1,4-dihydropyridine substituted by ethoxycarbonyl groups at positions 3 and 5.		2.0710dihydropyridine;
ethyl ester		hepatic steatosis inducing agent
paraquat
Paraquat: A poisonous dipyridilium compound used as contact herbicide. Contact with concentrated solutions causes irritation of the skin, cracking and shedding of the nails, and delayed healing of cuts and wounds.. paraquat : An organic cation that consists of 4,4'-bipyridine bearing two N-methyl substituents loctated at the 1- and 1'-positions.		2.1710organic cationgeroprotector;
herbicide
carboxin
Carboxin: A systemic agricultural fungicide and seed treatment agent.. carboxin : An anilide obtained by formal condensation of the amino group of aniline with the carboxy group of 2-methyl-5,6-dihydro-1,4-oxathiine-3-carboxylic acid. A fungicide for control of bunts and smuts that is normally used as a seed treatment.		3.1110anilide fungicide;
anilide;
enamide;
organosulfur heterocyclic compound;
oxacycle;
secondary carboxamide		antifungal agrochemical;
EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor
camptothecin
NSC 100880: carboxylate (opened lactone) form of camptothecin; RN refers to (S)-isomer; structure given in first source		2.0310delta-lactone;
pyranoindolizinoquinoline;
quinoline alkaloid;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
genotoxin;
plant metabolite
nigericin
Nigericin: A polyether antibiotic which affects ion transport and ATPase activity in mitochondria. It is produced by Streptomyces hygroscopicus. (From Merck Index, 11th ed). nigericin : A polyether antibiotic which affects ion transport and ATPase activity in mitochondria. It is produced by Streptomyces hygroscopicus.		2.110polycyclic etherantibacterial agent;
antimicrobial agent;
bacterial metabolite;
potassium ionophore
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		2.4620taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
1-methyl-4-phenylpyridinium
1-Methyl-4-phenylpyridinium: An active neurotoxic metabolite of 1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE. The compound reduces dopamine levels, inhibits the biosynthesis of catecholamines, depletes cardiac norepinephrine and inactivates tyrosine hydroxylase. These and other toxic effects lead to cessation of oxidative phosphorylation, ATP depletion, and cell death. The compound, which is related to PARAQUAT, has also been used as an herbicide.. N-methyl-4-phenylpyridinium : A pyridinium ion that is N-methylpyridinium having a phenyl substituent at the 4-position.		2.7430pyridinium ionapoptosis inducer;
herbicide;
human xenobiotic metabolite;
neurotoxin
clarithromycin
Clarithromycin: A semisynthetic macrolide antibiotic derived from ERYTHROMYCIN that is active against a variety of microorganisms. It can inhibit PROTEIN SYNTHESIS in BACTERIA by reversibly binding to the 50S ribosomal subunits. This inhibits the translocation of aminoacyl transfer-RNA and prevents peptide chain elongation.. clarithromycin : The 6-O-methyl ether of erythromycin A, clarithromycin is a macrolide antibiotic used in the treatment of respiratory-tract, skin and soft-tissue infections. It is also used to eradicate Helicobacter pylori in the treatment of peptic ulcer disease. It prevents bacteria from growing by interfering with their protein synthesis.		2.0110macrolide antibioticantibacterial drug;
environmental contaminant;
protein synthesis inhibitor;
xenobiotic
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.		2.0310maackiain
amorphigenin
amorphigenin: RN given refers to (2R-(2alpha,6aalpha,12aalpha))-isomer; structure given in first source		2.2510rotenones
homopterocarpin
homopterocarpin: an insect antifeedant isolated from Pterocarpus marcocarpus; structure in first source		2.0310pterocarpans
diacetyldichlorofluorescein
diacetyldichlorofluorescein: stable storage form of dichlorofluorescein		2.0210
cyanates
Cyanates: Organic salts of cyanic acid containing the -OCN radical.. cyanates : Salts and esters of cyanic acid, HOC#N; compounds carrying the cyanate functional group -O-C#N.. isocyanates : Organonitrogen compounds that are derivatives of isocyanic acid; compounds containing the isocyanate functional group -N=C=O (as opposed to the cyanate group, -O-C#N).		2.0410
deguelin
deguelin: a natural product from Mundulea sericea; RN refers to (7aS-cis)-isomer; structure given in first source. deguelin : A rotenone that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted by methoxy groups at positions 9 and 10, and by two methyl groups at position 3 (the 7aS,13aS-stereoisomer). It exists in abundant quantities in the bark, roots, and leaves of the Leguminosae family of plants and reported to exert anti-tumour effects in various cancers.		3.1550aromatic ether;
diether;
organic heteropentacyclic compound;
rotenones		angiogenesis inhibitor;
anti-inflammatory agent;
antineoplastic agent;
antiviral agent;
apoptosis inducer;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
mitochondrial NADH:ubiquinone reductase inhibitor;
plant metabolite
tephrosin
tephrosin: RN given for (7aR-cis)-isomer; has insecticidal activity; structure in first source. tephrosin : A member of the class of rotenones that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted with geminal methyl groups at position 3, hydroxy group at position 7a and methoxy groups at positions 9 and 10 (the 7aR,13aR stereoisomer). It is isolated from the leaves and twigs of Antheroporum pierrei and exhibits antineoplastic and pesticidal activities.		3.4570aromatic ether;
cyclic ketone;
organic heteropentacyclic compound;
rotenones		antineoplastic agent;
metabolite;
pesticide
dihydroethidium
dihydroethidium: RN given is for the (+-)-isomer		2.0210
ym 09151-2
nemonapride: structure in first source; RN given refers to compound with no isomeric designation. nemonapride : A racemate composed of (2S,3S)- and (2R,3R)-enantiomers of nemonapride. Highly potent dopamine D2-like receptor antagonist; selective over D1-like receptors (Ki values are 0.1 and 740 nM for D2-like and D1-like receptors respectively). Also potent 5-HT1A receptor agonist (IC50 = 34 nM) and has affinity for sigma receptors.. (2R,3R)-nemonapride : An optically active form of nemonapride having (2R,3R)-configuration.		2.0510N-(1-benzyl-2-methylpyrrolidin-3-yl)-5-chloro-2-methoxy-4-(methylamino)benzamide
barbigerone
barbigerone: an antioxidant; structure in first source		2.2110
elliptone
[no description available]		2.0110
3-nitrotyrosine
3-nitrotyrosine: RN given refers to parent cpd without isomeric designation. 3-nitrotyrosine : A nitrotyrosine comprising tyrosine having a nitro group at the 3-position on the phenyl ring.		2.04102-nitrophenols;
C-nitro compound;
nitrotyrosine;
non-proteinogenic alpha-amino acid
eriodictyol
eriodictyol: structure. eriodictyol : A tetrahydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 7, 3' and 4' respectively.		2.03103'-hydroxyflavanones;
tetrahydroxyflavanone
alpha-toxicarol
alpha-toxicarol: from the roots of Derris trifoliata; structure in first source		2.0110isoflavanones
cabreuvin
cabreuvin: structure in first source		2.0310methoxyisoflavone
curcumin
Curcumin: A yellow-orange dye obtained from tumeric, the powdered root of CURCUMA longa. It is used in the preparation of curcuma paper and the detection of boron. Curcumin appears to possess a spectrum of pharmacological properties, due primarily to its inhibitory effects on metabolic enzymes.. curcumin : A beta-diketone that is methane in which two of the hydrogens are substituted by feruloyl groups. A natural dyestuff found in the root of Curcuma longa.		2.2110aromatic ether;
beta-diketone;
diarylheptanoid;
enone;
polyphenol		anti-inflammatory agent;
antifungal agent;
antineoplastic agent;
biological pigment;
contraceptive drug;
dye;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor;
EC 1.8.1.9 (thioredoxin reductase) inhibitor;
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor;
EC 3.5.1.98 (histone deacetylase) inhibitor;
flavouring agent;
food colouring;
geroprotector;
hepatoprotective agent;
immunomodulator;
iron chelator;
ligand;
lipoxygenase inhibitor;
metabolite;
neuroprotective agent;
nutraceutical;
radical scavenger
sch 23390
SCH 23390: a selective D1-receptor antagonist. SCH 23390 : A benzazepine that is 2,3,4,5-tetrahydro-3-benzazepine bearing a phenyl substituent at position 1, a methyl substituent at position 3, a chloro substituent at position 7 and a hydroxy substituent at position 8.		2.0510benzazepine
Dehydrodeguelin,7a,13a-Didehydrodeguelin
[no description available]		2.0110rotenones
fraxetin
fraxetin : A hydroxycoumarin that is 6-methoxycoumarin in which the hydrogens at positions 7 and 8 have been replaced by hydroxy groups.		2.0210aromatic ether;
hydroxycoumarin		anti-inflammatory agent;
antibacterial agent;
antimicrobial agent;
antioxidant;
apoptosis inducer;
apoptosis inhibitor;
Arabidopsis thaliana metabolite;
hepatoprotective agent;
hypoglycemic agent
formononetin
[no description available]		2.03104'-methoxyisoflavones;
7-hydroxyisoflavones		phytoestrogen;
plant metabolite
luteolin
[no description available]		2.03103'-hydroxyflavonoid;
tetrahydroxyflavone		angiogenesis inhibitor;
anti-inflammatory agent;
antineoplastic agent;
apoptosis inducer;
c-Jun N-terminal kinase inhibitor;
EC 2.3.1.85 (fatty acid synthase) inhibitor;
immunomodulator;
nephroprotective agent;
plant metabolite;
radical scavenger;
vascular endothelial growth factor receptor antagonist
7,3'-dihydroxy-4'-methoxyisoflavone
7,3'-dihydroxy-4'-methoxyisoflavone: isolated from Astragali radix; structure in first source. calycosin : A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at the 3' position and a methoxy group at the 4' position.		2.03104'-methoxyisoflavones;
7-hydroxyisoflavones		antioxidant;
metabolite
calcitriol
dihydroxy-vitamin D3: as a major in vitro metabolite of 1alpha,25-dihydroxyvitamin D3, produced in primary cultures of neonatal human keratinocytes		2.0310D3 vitamins;
hydroxycalciol;
triol		antineoplastic agent;
antipsoriatic;
bone density conservation agent;
calcium channel agonist;
calcium channel modulator;
hormone;
human metabolite;
immunomodulator;
metabolite;
mouse metabolite;
nutraceutical
genistein
[no description available]		2.03107-hydroxyisoflavonesantineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
human urinary metabolite;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor
myricetin
[no description available]		2.02107-hydroxyflavonol;
hexahydroxyflavone		antineoplastic agent;
antioxidant;
cyclooxygenase 1 inhibitor;
food component;
geroprotector;
hypoglycemic agent;
plant metabolite
orobol
orobol: from Aspergillus niger or Streptomyces neyagawaensis; potent inhibitor of phosphatidylinositol kinase. orobol : A member of the class of 7-hydroxyisoflavones which consists of isoflavone substituted by hydroxy groups at positions 5, 7, 3' and 4'. It has been isolated from the mycelia of Cordyceps sinensis.		2.03107-hydroxyisoflavonesanti-inflammatory agent;
fungal metabolite;
plant metabolite;
radical scavenger
wighteone
wighteone : A member of the class of 7-hydroxyisoflavones that is isoflavone substituted by hydroxy groups at positions 5, 7 and 4' and a prenyl group at position 6. It has been isolated from Ficus mucuso.		2.03107-hydroxyisoflavonesantifungal agent;
plant metabolite
3'-o-methylorobol
3'-O-methylorobol: isolated from Eclipta prostrata; has stimulatory effect on mouse osteoblast differentiation; structure in first source. 3'-O-methylorobol : A hydroxyisoflavone that is orobol in which the hydroxy group at position 3' has been replaced by a methoxy group. It has been isolated from Crotalaria lachnophora.		2.0310hydroxyisoflavone;
methoxyisoflavone		plant metabolite
alpinumisoflavone
alpinumisoflavone: extract from twigs of poisonous British plant		2.0310isoflavanonesmetabolite
4-hydroxylonchocarpin
4-hydroxylonchocarpin: structure in first source		2.2110
myxothiazol
myxothiazol: strobilurin analogue; methoxyacrylamide derivative; antifungal antibiotic from Myxococcus fulvus; structure given in first source. myxothiazol : A 2,4'-bi-1,3-thiazole substituted at the 4-position with a (1E,3S,4R,5E)-7-amino-3,5-dimethoxy-4-methyl-7-oxohepta-1,5-dien-1-yl] group and at the 2'-position with a (2S,3E,5E)-7-methylocta-3,5-dien-2-yl group. It is an inhibitor of coenzyme Q - cytochrome c reductase.		2.0710
(6aS,12aS)-9-hydroxy-2,3-dimethoxy-8-(3-methylbut-2-enyl)-6a,12a-dihydro-6H-[1]benzopyrano[3,4-b][1]benzopyran-12-one
[no description available]		2.2510rotenones
ubiquinol
ubiquinol: reduced forms of ubiquinone; see also record for ubiquinol 10. ubiquinol-10 : A ubiquinol in which the polyprenyl substituent is decaprenyl.		3.1110polyprenylhydroquinone;
ubiquinol		biomarker;
metabolite
4-Methoxylonchocarpin
[no description available]		2.2110chalcones
potassium cyanate
potassium cyanate: RN given refers to cpd with MF of K-CHNO		2.0410cyanate salt;
one-carbon compound		herbicide
lasiodiplodin
lasiodiplodin: structure in first source		2.0310
derrone
derrone: from Retama raetam flowers; structure in first source		2.0310isoflavonoid
cytochrome c-t
Cytochromes c: Cytochromes of the c type that are found in eukaryotic MITOCHONDRIA. They serve as redox intermediates that accept electrons from MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX III and transfer them to MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX IV.		2.0310
ubiquinone
Ubiquinone: A lipid-soluble benzoquinone which is involved in ELECTRON TRANSPORT in mitochondrial preparations. The compound occurs in the majority of aerobic organisms, from bacteria to higher plants and animals.		3.1110
warfarin
Warfarin: An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.. warfarin : A racemate comprising equal amounts of (R)- and (S)-warfarin. Extensively used as both an anticoagulant drug and as a pesticide against rats and mice.. 4-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-2-one : A member of the class of coumarins that is 4-hydroxycoumarin which is substituted at position 3 by a 1-phenyl-3-oxo-1-butyl group.		2.0210benzenes;
hydroxycoumarin;
methyl ketone
ConditionIndicatedRelationship StrengthStudiesTrials
Invasiveness, Neoplasm
[description not available]		02.0310
Fibrosarcoma
A sarcoma derived from deep fibrous tissue, characterized by bundles of immature proliferating fibroblasts with variable collagen formation, which tends to invade locally and metastasize by the bloodstream. (Stedman, 25th ed)		02.0310
Cancer of Prostate
[description not available]		02.2510
Prostatic Neoplasms
Tumors or cancer of the PROSTATE.		02.2510
Autosomal Dominant Juvenile Parkinson Disease
[description not available]		02.520
Electron Transport Chain Deficiencies, Mitochondrial
[description not available]		02.1710
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.520
Parkinsonian Disorders
A group of disorders which feature impaired motor control characterized by bradykinesia, MUSCLE RIGIDITY; TREMOR; and postural instability. Parkinsonian diseases are generally divided into primary parkinsonism (see PARKINSON DISEASE), secondary parkinsonism (see PARKINSON DISEASE, SECONDARY) and inherited forms. These conditions are associated with dysfunction of dopaminergic or closely related motor integration neuronal pathways in the BASAL GANGLIA.		02.520
Mitochondrial Diseases
Diseases caused by abnormal function of the MITOCHONDRIA. They may be caused by mutations, acquired or inherited, in mitochondrial DNA or in nuclear genes that code for mitochondrial components. They may also be the result of acquired mitochondria dysfunction due to adverse effects of drugs, infections, or other environmental causes.		02.1710
Neuroblastoma
A common neoplasm of early childhood arising from neural crest cells in the sympathetic nervous system, and characterized by diverse clinical behavior, ranging from spontaneous remission to rapid metastatic progression and death. This tumor is the most common intraabdominal malignancy of childhood, but it may also arise from thorax, neck, or rarely occur in the central nervous system. Histologic features include uniform round cells with hyperchromatic nuclei arranged in nests and separated by fibrovascular septa. Neuroblastomas may be associated with the opsoclonus-myoclonus syndrome. (From DeVita et al., Cancer: Principles and Practice of Oncology, 5th ed, pp2099-2101; Curr Opin Oncol 1998 Jan;10(1):43-51)		02.0210