Compounds > tephrosin
Page last updated: 2024-11-07

tephrosin

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

Description

Tephrosin is a rotenoid, a type of natural insecticide found in plants such as Derris elliptica and Tephrosia purpurea. It acts as a potent insecticide by inhibiting mitochondrial electron transport, specifically targeting complex I. Tephrosin has also shown antifungal and anti-inflammatory activities. Research into tephrosin focuses on its potential as a biopesticide, exploring its effectiveness against various pests and its environmental safety. It is also being investigated for its medicinal properties, particularly in relation to its anti-cancer and anti-malarial effects. The compound's unique structure and biological activity make it a valuable subject of study in fields like agriculture, medicine, and environmental science.'

tephrosin: RN given for (7aR-cis)-isomer; has insecticidal activity; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

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. [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]

FloraRankFlora DefinitionFamilyFamily Definition
Antheroporumgenus[no description available]FabaceaeThe large family of plants characterized by pods. Some are edible and some cause LATHYRISM or FAVISM and other forms of poisoning. Other species yield useful materials like gums from ACACIA and various LECTINS like PHYTOHEMAGGLUTININS from PHASEOLUS. Many of them harbor NITROGEN FIXATION bacteria on their roots. Many but not all species of beans belong to this family.[MeSH]
Antheroporum pierreispecies[no description available]FabaceaeThe large family of plants characterized by pods. Some are edible and some cause LATHYRISM or FAVISM and other forms of poisoning. Other species yield useful materials like gums from ACACIA and various LECTINS like PHYTOHEMAGGLUTININS from PHASEOLUS. Many of them harbor NITROGEN FIXATION bacteria on their roots. Many but not all species of beans belong to this family.[MeSH]

Cross-References

ID SourceID
PubMed CID114909
CHEMBL ID241806
CHEBI ID9442
SCHEMBL ID766277
MeSH IDM0459712

Synonyms (29)

Synonym
tephrosin
76-80-2
MEGXP0_001258
CHEMBL241806
chebi:9442 ,
hydroxydeguelin
deguelinol i
LMPK12060047
ccris 7115
3h-bis(1)benzopyrano(3,4-b:6',5'-e)pyran-7(7ah)-one, 13,13a-dihydro-7a-hydroxy-9,10-dimethoxy-3,3-dimethyl-, (7ar,13ar)-
3h-bis(1)benzopyrano(3,4-b:6',5'-e)pyran-7(7ah)-one, 13,13a-dihydro-7a-hydroxy-9,10-dimethoxy-3,3-dimethyl-, (7ar-cis)-
unii-9c081v83cc
9c081v83cc ,
(7ar,13ar)-7a-hydroxy-9,10-dimethoxy-3,3-dimethyl-13,13a-dihydro-3h-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7ah)-one
(7ar,13ar)-13,13a-dihydro-7a-hydroxy-9,10-dimethoxy-3,3-dimethyl-3h-bis(1)benzopyrano(3,4-b:6',5'-e)pyran-7(7ah)-one
tephrosin [mi]
SCHEMBL766277
bdbm50505206
tephrosin, >=95% (lc/ms-elsd)
CS-0016457
HY-N1166
(7ar,13ar)-7a-hydroxy-9,10-dimethoxy-3,3-dimethyl-13,13a-dihydro-3h-pyrano[2,3-c:6,5-f']dichromen-7(7ah)-one
(1r,14r)-14-hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one
Q7701343
deguelinol i;hydroxydeguelin
(-)-tephrosin
MS-27072
DTXSID20878627
AKOS040740204

Research Excerpts

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
pesticideStrictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.
antineoplastic agentA substance that inhibits or prevents the proliferation of neoplasms.
[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 (4)

ClassDescription
organic heteropentacyclic compound
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
cyclic ketone
rotenonesMembers of the class of rotenoid which consists of a 6a,12a-dihydrochromeno[3,4-b]chromen-12(6H)-one skeleton and its substituted products.
[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

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
AcetylcholinesteraseHomo sapiens (human)IC50 (µMol)127.18000.00000.933210.0000AID1524945
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (14)

Processvia Protein(s)Taxonomy
acetylcholine catabolic process in synaptic cleftAcetylcholinesteraseHomo sapiens (human)
regulation of receptor recyclingAcetylcholinesteraseHomo sapiens (human)
osteoblast developmentAcetylcholinesteraseHomo sapiens (human)
acetylcholine catabolic processAcetylcholinesteraseHomo sapiens (human)
cell adhesionAcetylcholinesteraseHomo sapiens (human)
nervous system developmentAcetylcholinesteraseHomo sapiens (human)
synapse assemblyAcetylcholinesteraseHomo sapiens (human)
receptor internalizationAcetylcholinesteraseHomo sapiens (human)
negative regulation of synaptic transmission, cholinergicAcetylcholinesteraseHomo sapiens (human)
amyloid precursor protein metabolic processAcetylcholinesteraseHomo sapiens (human)
positive regulation of protein secretionAcetylcholinesteraseHomo sapiens (human)
retina development in camera-type eyeAcetylcholinesteraseHomo sapiens (human)
acetylcholine receptor signaling pathwayAcetylcholinesteraseHomo sapiens (human)
positive regulation of cold-induced thermogenesisAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
amyloid-beta bindingAcetylcholinesteraseHomo sapiens (human)
acetylcholinesterase activityAcetylcholinesteraseHomo sapiens (human)
cholinesterase activityAcetylcholinesteraseHomo sapiens (human)
protein bindingAcetylcholinesteraseHomo sapiens (human)
collagen bindingAcetylcholinesteraseHomo sapiens (human)
hydrolase activityAcetylcholinesteraseHomo sapiens (human)
serine hydrolase activityAcetylcholinesteraseHomo sapiens (human)
acetylcholine bindingAcetylcholinesteraseHomo sapiens (human)
protein homodimerization activityAcetylcholinesteraseHomo sapiens (human)
laminin bindingAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (13)

Processvia Protein(s)Taxonomy
extracellular regionAcetylcholinesteraseHomo sapiens (human)
basement membraneAcetylcholinesteraseHomo sapiens (human)
extracellular spaceAcetylcholinesteraseHomo sapiens (human)
nucleusAcetylcholinesteraseHomo sapiens (human)
Golgi apparatusAcetylcholinesteraseHomo sapiens (human)
plasma membraneAcetylcholinesteraseHomo sapiens (human)
cell surfaceAcetylcholinesteraseHomo sapiens (human)
membraneAcetylcholinesteraseHomo sapiens (human)
neuromuscular junctionAcetylcholinesteraseHomo sapiens (human)
synaptic cleftAcetylcholinesteraseHomo sapiens (human)
synapseAcetylcholinesteraseHomo sapiens (human)
perinuclear region of cytoplasmAcetylcholinesteraseHomo sapiens (human)
side of membraneAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (113)

Assay IDTitleYearJournalArticle
AID1328377Anthelmintic activity against Ancylostoma ceylanicum isolated from infected Syrian hamster feces assessed as survival rate at 25 ug/ml measured on day 4 relative to control2016Journal of natural products, 09-23, Volume: 79, Issue:9
Phenolic Metabolites of Dalea ornata Affect Both Survival and Motility of the Human Pathogenic Hookworm Ancylostoma ceylanicum.
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.
AID305711Induction of human HL60 cells differentiation assessed as number of cells at 10 uM after 72 hrs by NBT reduction test2007Bioorganic & 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.
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.
AID1328374Anthelmintic activity against Ancylostoma ceylanicum isolated from infected Syrian hamster feces assessed as survival rate at 25 ug/ml measured on day 1 relative to control2016Journal of natural products, 09-23, Volume: 79, Issue:9
Phenolic Metabolites of Dalea ornata Affect Both Survival and Motility of the Human Pathogenic Hookworm Ancylostoma ceylanicum.
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.
AID391888Blockade of TNF-alpha-induced COX2 induction in human MCF7 cells by Western blot analysis2008Journal of natural products, Oct, Volume: 71, Issue:10
Phenolic constituents of Amorpha fruticosa that inhibit NF-kappaB activation and related gene expression.
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.
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.
AID1083029Inhibition of oviposition in adult Callosobruchus maculatus grown on compound pre-treated cowpea seeds assessed as reduction in number of eggs at 10 to 500 ppm measured after 72 hr2012Journal of agricultural and food chemistry, Oct-10, Volume: 60, Issue:40
Highly variable insect control efficacy of Tephrosia vogelii chemotypes.
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.
AID1083031Insecticidal activity against adult Callosobruchus maculatus assessed mean survival fraction ratio at 10 ppm measured 72 hr post dose (Rvb = 4.4 +/- 0.31 mean survival fraction)2012Journal of agricultural and food chemistry, Oct-10, Volume: 60, Issue:40
Highly variable insect control efficacy of Tephrosia vogelii chemotypes.
AID338832Inhibition of DMBA-induced/TPA-promoted carcinogenesis in ICR mouse assessed as reduction in skin-papilloma formation at 85 nmol administered twice weekly after 1 week of initiation for 20 weeks1993Journal of natural products, Jun, Volume: 56, Issue:6
Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
AID1377331Cytotoxicity against mouse LL/2 cells assessed as reduction in cell viability by MTT assay
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.
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.
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.
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.
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.
AID338826Cytotoxicity against human Raji cells assessed as cell viability at 100 molar ratio1993Journal of natural products, Jun, Volume: 56, Issue:6
Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
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.
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.
AID1274589Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum Dd2 assessed as inhibition of parasite growth after 72 hrs by DAPI staining-based confocal microscopic analysis2015Journal of natural products, Dec-24, Volume: 78, Issue:12
Rotenoids, Flavonoids, and Chalcones from the Root Bark of Millettia usaramensis.
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.
AID338824Cytotoxicity against human Raji cells assessed as cell viability at 1000 molar ratio1993Journal of natural products, Jun, Volume: 56, Issue:6
Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
AID338827Cytotoxicity against human Raji cells assessed as cell viability at 10 molar ratio1993Journal of natural products, Jun, Volume: 56, Issue:6
Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
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.
AID596402Selective toxicity against mouse C38 cells assessed as differential zone units at 0.24 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.
AID338528Cytotoxicity against human A549 cells1993Journal of natural products, May, Volume: 56, Issue:5
Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
AID391885Inhibition of TNF-alpha-induced NF-kappaB DNA binding activity in human MCF7 cells by electrophoretic shift mobility assay2008Journal of natural products, Oct, Volume: 71, Issue:10
Phenolic constituents of Amorpha fruticosa that inhibit NF-kappaB activation and related gene expression.
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.
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.
AID391887Suppression of TNF-alpha-induced expression of iNOS in human MCF7 cells at 10 uM by Western blot analysis2008Journal of natural products, Oct, Volume: 71, Issue:10
Phenolic constituents of Amorpha fruticosa that inhibit NF-kappaB activation and related gene expression.
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.
AID391886Suppression of TNF-alpha-induced expression of iNOS in human MCF7 cells at 3 uM by Western blot analysis2008Journal of natural products, Oct, Volume: 71, Issue:10
Phenolic constituents of Amorpha fruticosa that inhibit NF-kappaB activation and related gene expression.
AID1377333Inhibition of cap/HCV-mediated translation in mouse Krebs2 cell free extract expressing FF/HCV/IRES-Ren mRNA reporter transcript assessed as reduction in luciferase production at 20 uM after 60 mins
AID762960Cytotoxicity against mouse Hepa-1c1c7 cells2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
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.
AID338833Inhibition of DMBA-induced/TPA-promoted carcinogenesis in ICR mouse assessed as number of skin papillomas per mouse at 85 nmol administered twice weekly after 1 week of initiation for 20 weeks1993Journal of natural products, Jun, Volume: 56, Issue:6
Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
AID338834Inhibition of 12-O-tetradecanoylphorbol-13-acetate induced EBV-early antigen activation in human Raji cells assessed as EA activation at 1000 molar ratio relative to TPA1993Journal of natural products, Jun, Volume: 56, Issue:6
Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
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.
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.
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.
AID338830Effect on TPA-induced cell cycle arrest in human Raji cells assessed as accumulation at G2/M phase at 32 nmol by flow cytometry1993Journal of natural products, Jun, Volume: 56, Issue:6
Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
AID762961Induction of quinone reductase in mouse Hepa1c1c7 cells2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
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.
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.
AID1328375Anthelmintic activity against Ancylostoma ceylanicum isolated from infected Syrian hamster feces assessed as survival rate at 25 ug/ml measured on day 2 relative to control2016Journal of natural products, 09-23, Volume: 79, Issue:9
Phenolic Metabolites of Dalea ornata Affect Both Survival and Motility of the Human Pathogenic Hookworm Ancylostoma ceylanicum.
AID1328376Anthelmintic activity against Ancylostoma ceylanicum isolated from infected Syrian hamster feces assessed as survival rate at 25 ug/ml measured on day 3 relative to control2016Journal of natural products, 09-23, Volume: 79, Issue:9
Phenolic Metabolites of Dalea ornata Affect Both Survival and Motility of the Human Pathogenic Hookworm Ancylostoma ceylanicum.
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.
AID78130Compound was evaluated for the inhibitory activity against slow reacting substance of anaphylaxis (SRS-A) of guinea pig ileum1980Journal of medicinal chemistry, Sep, Volume: 23, Issue:9
Evaluation of rotenone and related compounds as antagonists of slow-reacting substance of anaphylaxis.
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.
AID1328378Anthelmintic activity against Ancylostoma ceylanicum isolated from infected Syrian hamster feces assessed as survival rate at 25 ug/ml measured on day 5 (Rvb = >95%)2016Journal of natural products, 09-23, Volume: 79, Issue:9
Phenolic Metabolites of Dalea ornata Affect Both Survival and Motility of the Human Pathogenic Hookworm Ancylostoma ceylanicum.
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.
AID305712Induction of human HL60 cells differentiation assessed as number of cells at 20 uM after 72 hrs by NBT reduction test2007Bioorganic & 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.
AID762962Cytostatic activity against human 697 cells assessed as reduction in cell viability at 0.014 to 10 uM after 48 to 72 hrs by MTS assay2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
AID391889Induction of apoptosis in human MCF7 cells assessed as down regulation of cIAP1 by Western blot analysis2008Journal of natural products, Oct, Volume: 71, Issue:10
Phenolic constituents of Amorpha fruticosa that inhibit NF-kappaB activation and related gene expression.
AID338530Cytotoxicity against human HCT8 cells1993Journal of natural products, May, Volume: 56, Issue:5
Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
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.
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.
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.
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.
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.
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.
AID391890Induction of apoptosis in human MCF7 cells assessed as down regulation of cIAP2 by Western blot analysis2008Journal of natural products, Oct, Volume: 71, Issue:10
Phenolic constituents of Amorpha fruticosa that inhibit NF-kappaB activation and related gene expression.
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.
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.
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.
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.
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.
AID1083030Insecticidal activity against adult Callosobruchus maculatus assessed reduction mean survival fraction measured 72 hr post dose (Rvb = 4.4 +/- 0.31 mean survival fraction)2012Journal of agricultural and food chemistry, Oct-10, Volume: 60, Issue:40
Highly variable insect control efficacy of Tephrosia vogelii chemotypes.
AID1377332Cytotoxicity against mouse B16 cells assessed as reduction in cell viability by MTT assay
AID1083032Insecticidal activity against adult Callosobruchus maculatus assessed mean survival fraction ratio at 100 ppm measured 72 hr post dose (Rvb = 4.4 +/- 0.31 mean survival fraction)2012Journal of agricultural and food chemistry, Oct-10, Volume: 60, Issue:40
Highly variable insect control efficacy of Tephrosia vogelii chemotypes.
AID400539Cytotoxicity against human A2780 cells2004Journal of natural products, Mar, Volume: 67, Issue:3
Cytotoxic compounds from Mundulea chapelieri from the Madagascar Rainforest.
AID338534Cytotoxicity against human TE671 cells1993Journal of natural products, May, Volume: 56, Issue:5
Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
AID338532Cytotoxicity against human RPMI7951 cells1993Journal of natural products, May, Volume: 56, Issue:5
Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
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.
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.
AID338536Cytotoxicity against human KB cells1993Journal of natural products, May, Volume: 56, Issue:5
Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
AID1660530Cytotoxicity against human LNCAP cells2020Journal of natural products, 06-26, Volume: 83, Issue:6
Hydroxylated Rotenoids Selectively Inhibit the Proliferation of Prostate Cancer Cells.
AID305707Antiproliferative activity against human HL60 cells assessed NBT positive cells at 10 uM after 72 hrs by NBT reduction test2007Bioorganic & 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.
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.
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.
AID391884Inhibition of LPS-induced NF-kappaB activation in mouse RAW264.7 cells by SEAP reporter gene assay2008Journal of natural products, Oct, Volume: 71, Issue:10
Phenolic constituents of Amorpha fruticosa that inhibit NF-kappaB activation and related gene expression.
AID338829Effect on TPA-induced cell cycle arrest in human Raji cells assessed as accumulation at S phase at 32 nmol by flow cytometry1993Journal of natural products, Jun, Volume: 56, Issue:6
Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
AID1083033Insecticidal activity against adult Callosobruchus maculatus assessed mean survival fraction ratio at 500 ppm measured 72 hr post dose (Rvb = 4.4 +/- 0.31 mean survival fraction)2012Journal of agricultural and food chemistry, Oct-10, Volume: 60, Issue:40
Highly variable insect control efficacy of Tephrosia vogelii chemotypes.
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.
AID1377330Cytotoxicity against mouse C26 cells assessed as reduction in cell viability by MTT assay
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.
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.
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.
AID762963Induction of cell death in human 697 cells at 10 uM after 48 to 72 hrs using propidium iodide staining by flow cytometry2013Journal of natural products, Aug-23, Volume: 76, Issue:8
Bioactive constituents of Indigofera spicata.
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.
AID1328371Anthelmintic activity against Ancylostoma ceylanicum isolated from infected Syrian hamster feces assessed as mortality at 10 ug/ml measured on day 3 relative to control2016Journal of natural products, 09-23, Volume: 79, Issue:9
Phenolic Metabolites of Dalea ornata Affect Both Survival and Motility of the Human Pathogenic Hookworm Ancylostoma ceylanicum.
AID1274588Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum 3D7 assessed as inhibition of parasite growth after 72 hrs by DAPI staining-based confocal microscopic analysis2015Journal of natural products, Dec-24, Volume: 78, Issue:12
Rotenoids, Flavonoids, and Chalcones from the Root Bark of Millettia usaramensis.
AID338823Inhibition of 12-O-tetradecanoylphorbol-13-acetate induced EBV-early antigen activation in human Raji cells assessed as EA activation at 10 molar ratio relative to TPA1993Journal of natural products, Jun, Volume: 56, Issue:6
Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
AID391891Induction of apoptosis in human MCF7 cells assessed as suppression of MMP9 by Western blot analysis2008Journal of natural products, Oct, Volume: 71, Issue:10
Phenolic constituents of Amorpha fruticosa that inhibit NF-kappaB activation and related gene expression.
AID338825Cytotoxicity against human Raji cells assessed as cell viability at 500 molar ratio1993Journal of natural products, Jun, Volume: 56, Issue:6
Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
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.
AID305708Antiproliferative activity against human HL60 cells assessed NBT positive cells at 30 uM after 72 hrs by NBT reduction test2007Bioorganic & 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.
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.
AID338822Inhibition of 12-O-tetradecanoylphorbol-13-acetate induced EBV-early antigen activation in human Raji cells assessed as EA activation at 100 molar ratio relative to TPA1993Journal of natural products, Jun, Volume: 56, Issue:6
Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
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.
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.
AID338828Effect on TPA-induced cell cycle arrest in human Raji cells assessed as accumulation at G1 phase at 32 nmol by flow cytometry1993Journal of natural products, Jun, Volume: 56, Issue:6
Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
AID338538Cytotoxicity against mouse P388 cells1993Journal of natural products, May, Volume: 56, Issue:5
Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
AID1083028Inhibition of F1 generation emergence in adult Callosobruchus maculatus grown on compound pre-treated cowpea seeds assessed as reduction in adult emergence at 10 to 500 ppm measured over 2 weeks from start of F1 emergence2012Journal of agricultural and food chemistry, Oct-10, Volume: 60, Issue:40
Highly variable insect control efficacy of Tephrosia vogelii chemotypes.
AID1377329Cytotoxicity against human HepG2 cells assessed as reduction in cell viability by MTT assay
AID391883Inhibition of TNF-alpha-induced NF-kappaB activation in human HeLa cells by SEAP reporter gene assay2008Journal of natural products, Oct, Volume: 71, Issue:10
Phenolic constituents of Amorpha fruticosa that inhibit NF-kappaB activation and related gene expression.
AID338821Inhibition of 12-O-tetradecanoylphorbol-13-acetate induced EBV-early antigen activation in human Raji cells assessed as EA activation at 500 molar ratio relative to TPA1993Journal of natural products, Jun, Volume: 56, Issue:6
Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
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.
AID1328379Effect on Syrian hamster splenocytes proliferation assessed as stimulation index by BrdU-incorporation based colorimetric analysis2016Journal of natural products, 09-23, Volume: 79, Issue:9
Phenolic Metabolites of Dalea ornata Affect Both Survival and Motility of the Human Pathogenic Hookworm Ancylostoma ceylanicum.
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.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (30)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (3.33)18.7374
1990's2 (6.67)18.2507
2000's8 (26.67)29.6817
2010's16 (53.33)24.3611
2020's3 (10.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 23.42

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index23.42 (24.57)
Research Supply Index3.43 (2.92)
Research Growth Index5.21 (4.65)
Search Engine Demand Index23.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (23.42)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other30 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
chloroquine
Chloroquine: The prototypical antimalarial agent with a mechanism that is not well understood. It has also been used to treat rheumatoid arthritis, systemic lupus erythematosus, and in the systemic therapy of amebic liver abscesses.. chloroquine : An aminoquinoline that is quinoline which is substituted at position 4 by a [5-(diethylamino)pentan-2-yl]amino group at at position 7 by chlorine. It is used for the treatment of malaria, hepatic amoebiasis, lupus erythematosus, light-sensitive skin eruptions, and rheumatoid arthritis.		2.1110aminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug
mitoxantrone
Mitoxantrone: An anthracenedione-derived antineoplastic agent.. mitoxantrone : A dihydroxyanthraquinone that is 1,4-dihydroxy-9,10-anthraquinone which is substituted by 6-hydroxy-1,4-diazahexyl groups at positions 5 and 8.		7.3110dihydroxyanthraquinoneanalgesic;
antineoplastic agent
pyrimethamine
Maloprim: contains above 2 cpds		2.1110aminopyrimidine;
monochlorobenzenes		antimalarial;
antiprotozoal drug;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor
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.		4.59240organic heteropentacyclic compound;
rotenones		antineoplastic agent;
metabolite;
mitochondrial NADH:ubiquinone reductase inhibitor;
phytogenic insecticide;
piscicide;
toxin
phthalide
2-benzofuran-1(3H)-one : A gamma-lactone that is 1,3-dihydro-2-benzofuran in which the hydrogens at position 1 are replaced by an oxo group.. isobenzofuranone : A 2-benzofuran containing one or more oxo groups.		2.04102-benzofurans;
gamma-lactone
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
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
daunorubicin
Daunorubicin: A very toxic anthracycline aminoglycoside antineoplastic isolated from Streptomyces peucetius and others, used in treatment of LEUKEMIA and other NEOPLASMS.. anthracycline : Anthracyclines are polyketides that have a tetrahydronaphthacenedione ring structure attached by a glycosidic linkage to the amino sugar daunosamine.. daunorubicin : A natural product found in Actinomadura roseola.		7.3110aminoglycoside antibiotic;
anthracycline;
p-quinones;
tetracenequinones		antineoplastic agent;
bacterial metabolite
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
betulinic acid
[no description available]		2.1510hydroxy 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
rotenolone
rotenolone: decomposition product of rotenone; RN given refers to (2 alpha,6a beta,12a beta)-isomer		3.4570organic molecular entitymetabolite
vinyl iodide
[no description available]		7.1710monohaloethene
medicarpin, (6as-cis)-isomer
(+)-medicarpin : The (+)-enantiomer of medicarpin.		2.1310medicarpin
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		2.730rotenones
homopterocarpin
homopterocarpin: an insect antifeedant isolated from Pterocarpus marcocarpus; structure in first source		2.0310pterocarpans
pyronaridine
[no description available]		2.1110aminoquinoline
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.		4.09140aromatic 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
deoxyglucose
Deoxyglucose: 2-Deoxy-D-arabino-hexose. An antimetabolite of glucose with antiviral activity.. deoxyglucose : A deoxyhexose comprising glucose having at least one hydroxy group replaced by hydrogen.		2.0610
celastrol
[no description available]		2.0410monocarboxylic acid;
pentacyclic triterpenoid		anti-inflammatory drug;
antineoplastic agent;
antioxidant;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
Hsp90 inhibitor;
metabolite
barbigerone
barbigerone: an antioxidant; structure in first source		2.2110
elliptone
[no description available]		2.0110
inermin
(+)-maackiain : The (+)-enantiomer of maackiain.		2.1310maackiain
1',2'-dihydrorotenone
1',2'-dihydrorotenone: RN given refers to (2R-(2alpha,6aalpha,12aalpha))-isomer; structure given in first source		1.9510
benzofurans
Benzofurans: Compounds that contain a BENZENE ring fused to a furan ring.		2.0410
puromycin
[no description available]		2.1110puromycinsantiinfective agent;
antimicrobial agent;
antineoplastic agent;
EC 3.4.11.14 (cytosol alanyl aminopeptidase) inhibitor;
EC 3.4.14.2 (dipeptidyl-peptidase II) inhibitor;
nucleoside antibiotic;
protein synthesis inhibitor
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		2.4420isoflavanones
n-formylmethionine leucyl-phenylalanine
N-Formylmethionine Leucyl-Phenylalanine: A formylated tripeptide originally isolated from bacterial filtrates that is positively chemotactic to polymorphonuclear leucocytes, and causes them to release lysosomal enzymes and become metabolically activated.. N-formyl-L-methionyl-L-leucyl-L-phenylalanine : A tripeptide composed of L-Met, L-Leu and L-Phe in a linear sequence with a formyl group at the amino terminus. It acts as a potent inducer of leucocyte chemotaxis and macrophage activator as well as a ligand for the FPR receptor.		2.0410tripeptide
artenimol
[no description available]		2.1110
gamma-sitosterol
clionasterol : A member of the class of phytosterols that is poriferast-5-ene carrying a beta-hydroxy substituent at position 3.		2.15103beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
phytosterols		marine metabolite;
plant metabolite
cabreuvin
cabreuvin: structure in first source		2.0310methoxyisoflavone
glycosides
[no description available]		2.1510
xanthoangelol
xanthoangelol: from Angelica keiskei; structure given in first source; RN given refers to (E,E)-isomer		2.0410
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
Dehydrodeguelin,7a,13a-Didehydrodeguelin
[no description available]		2.0110rotenones
cytellin
cytellin: a phytosterol preparation of mainly B-sitosterol, that was marketed by Eli Lilly to lower cholesterol 1957 to 1982		2.1510
leachianone g
leachianone G: structure in first source. leachianone G : A tetrahydroxyflavanone having the hydroxy groups at the 2'-, 4'-, 5- and 7-positions and a prenyl group at 8-position.		2.1310(2S)-flavan-4-one;
4'-hydroxyflavanones;
tetrahydroxyflavanone
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
7-hydroxy-6,4'-dimethoxyisoflavone
afromosin: structure given in first source; isolated from Wistaria brachybotrys. afrormosin : A 4'-methoxyisoflavone that is isoflavone substituted by methoxy groups at positions 6 and 4' and a hydroxy group at position 7.		1.98104'-methoxyisoflavones;
7-hydroxyisoflavones		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
cytochalasin b
Cytochalasin B: A cytotoxic member of the CYTOCHALASINS.. cytochalasin B : An organic heterotricyclic compound, that is a mycotoxin which is cell permeable an an inhibitor of cytoplasmic division by blocking the formation of contractile microfilaments.		2.0410cytochalasin;
lactam;
lactone;
organic heterotricyclic compound		actin polymerisation inhibitor;
metabolite;
mycotoxin;
platelet aggregation inhibitor
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
amorphastilbol
amorphastilbol: dual PPARalpha/gamma agonist from Amorpha species		2.0410
(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
artesunate
artesunic acid: RN given for (3R-(3alpha,5abeta,6beta,8abeta,9alpha,10alpha,12beta,(2aR*))-isomer; succinic ester of artemether		2.1110artemisinin derivative;
cyclic acetal;
dicarboxylic acid monoester;
hemisuccinate;
semisynthetic derivative;
sesquiterpenoid		antimalarial;
antineoplastic agent;
ferroptosis inducer
bavachinin
bavachinin: do not confuse with bavachin		7.3110flavanones
4-Methoxylonchocarpin
[no description available]		2.2110chalcones
lasiodiplodin
lasiodiplodin: structure in first source		2.0310
derrone
derrone: from Retama raetam flowers; structure in first source		2.0310isoflavonoid
amorfrutin a
amorfrutin A: an antidiabetic agent that inhibits NF-kappaB activation; structure in first source		2.0410stilbenoid
fpl 55712
[no description available]		1.9510
epidermal growth factor
Epidermal Growth Factor: A 6-kDa polypeptide growth factor initially discovered in mouse submaxillary glands. Human epidermal growth factor was originally isolated from urine based on its ability to inhibit gastric secretion and called urogastrone. Epidermal growth factor exerts a wide variety of biological effects including the promotion of proliferation and differentiation of mesenchymal and EPITHELIAL CELLS. It is synthesized as a transmembrane protein which can be cleaved to release a soluble active form.		2.0510
ConditionIndicatedRelationship StrengthStudiesTrials
Anaphylactic Reaction
[description not available]		01.9510
Anaphylaxis
An acute hypersensitivity reaction due to exposure to a previously encountered ANTIGEN. The reaction may include rapidly progressing URTICARIA, respiratory distress, vascular collapse, systemic SHOCK, and death.		01.9510
Muscle Contraction
A process leading to shortening and/or development of tension in muscle tissue. Muscle contraction occurs by a sliding filament mechanism whereby actin filaments slide inward among the myosin filaments.		01.9510
Carcinoma, Epidermoid
[description not available]		01.9810
Cancer of Larynx
[description not available]		01.9810
Carcinoma, Squamous Cell
A carcinoma derived from stratified SQUAMOUS EPITHELIAL CELLS. It may also occur in sites where glandular or columnar epithelium is normally present. (From Stedman, 25th ed)		01.9810
Laryngeal Neoplasms
Cancers or tumors of the LARYNX or any of its parts: the GLOTTIS; EPIGLOTTIS; LARYNGEAL CARTILAGES; LARYNGEAL MUSCLES; and VOCAL CORDS.		01.9810
Cancer of Skin
[description not available]		01.9810
Skin Neoplasms
Tumors or cancer of the SKIN.		01.9810
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
Disease Resistance
The capacity of an organism to defend itself against pathological processes or the agents of those processes. This most often involves innate immunity whereby the organism responds to pathogens in a generic way. The term disease resistance is used most frequently when referring to plants.		02.1310
Ancylostomiasis
Infection of humans or animals with hookworms of the genus ANCYLOSTOMA. Characteristics include anemia, dyspepsia, eosinophilia, and abdominal swelling.		02.1310
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.5520
Cancer of Prostate
[description not available]		02.2510
Prostatic Neoplasms
Tumors or cancer of the PROSTATE.		02.2510
Breast Cancer
[description not available]		02.3110
Cancer of Stomach
[description not available]		02.3110
Breast Neoplasms
Tumors or cancer of the human BREAST.		02.3110
Stomach Neoplasms
Tumors or cancer of the STOMACH.		02.3110
Blood Poisoning
[description not available]		02.1710
Chronic Lung Injury
[description not available]		02.1710
Lung Injury, Acute
[description not available]		02.1710
Sepsis
Systemic inflammatory response syndrome with a proven or suspected infectious etiology. When sepsis is associated with organ dysfunction distant from the site of infection, it is called severe sepsis. When sepsis is accompanied by HYPOTENSION despite adequate fluid infusion, it is called SEPTIC SHOCK.		07.1710
Acute Lung Injury
A condition of lung damage that is characterized by bilateral pulmonary infiltrates (PULMONARY EDEMA) rich in NEUTROPHILS, and in the absence of clinical HEART FAILURE. This can represent a spectrum of pulmonary lesions, endothelial and epithelial, due to numerous factors (physical, chemical, or biological).		07.1710
Wounds, Penetrating
Wounds caused by objects penetrating the skin.		02.0810
Cancer of Colon
[description not available]		02.0510
Colonic Neoplasms
Tumors or cancer of the COLON.		02.0510
Carcinoma, Non-Small Cell Lung
[description not available]		02.0510
Carcinoma, Non-Small-Cell Lung
A heterogeneous aggregate of at least three distinct histological types of lung cancer, including SQUAMOUS CELL CARCINOMA; ADENOCARCINOMA; and LARGE CELL CARCINOMA. They are dealt with collectively because of their shared treatment strategy.		02.0510
Benign Neoplasms
[description not available]		02.0610
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.0610