Page last updated: 2024-12-08
parthenin
Description
Research Excerpts
Clinical Trials
Roles
Classes
Pathways
Study Profile
Bioassays
Related Drugs
Related Conditions
Protein Interactions
Research Growth
Market Indicators
Description
parthenin: sesqiterpene lactone from Parthenium hysterophorus; structure; RN given refers to 3aS-(3aalpha,6beta,6abeta,9abeta,9balpha)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
Related Flora
| Flora | Rank | Flora Definition | Family | Family Definition |
|---|---|---|---|---|
| Parthenium | genus | null[CHeBI] | Asteraceae | A large plant family of the order Asterales, subclass Asteridae, class Magnoliopsida. The family is also known as Compositae. Flower petals are joined near the base and stamens alternate with the corolla lobes. The common name of daisy refers to several genera of this family including Aster; CHRYSANTHEMUM; RUDBECKIA; TANACETUM.[MeSH] |
Cross-References
| ID Source | ID |
|---|---|
| PubMed CID | 442288 |
| CHEMBL ID | 401149 |
| CHEBI ID | 7938 |
| SCHEMBL ID | 382003 |
| MeSH ID | M0077738 |
Synonyms (22)
| Synonym |
|---|
| 10-alpha-h-ambrosa-2,11(13)-dien-12-oic acid, 1,6-beta-dihydroxy-4-oxo-, gamma-lactone |
| (3as-(3aalpha,6beta,6aalpha,9abeta,9balpha))-3,3a,4,5,6,6a,9a,9b-octahydro-6a-hydroxy-6,9a-dimethyl-3-methyleneazuleno (4,5-b)furan-2,9-dione |
| 10alphah-ambrosa-2,11(13)-dien-12-oic acid, 1,6beta-dihydroxy-4-oxo-, gamma-lactone |
| nsc 85239 |
| azuleno(4,5-b)furan-2,9-dione, 3,3a,4,5,6,6a,9a,9b-octahydro-6a-hydroxy-6,9a-dimethyl-3-methylene-, (3as-(3aalpha,6beta,6aalpha,9abeta,9balpha))- |
| parthenin |
| 508-59-8 |
| C09523 |
| LMPR0103420001 |
| CHEMBL401149 |
| chebi:7938 , |
| (3as,6s,6as,9as,9br)-6a-hydroxy-6,9a-dimethyl-3-methylidene-4,5,6,9b-tetrahydro-3ah-azuleno[8,7-b]furan-2,9-dione |
| 982djp4w6a , |
| unii-982djp4w6a |
| partenin |
| SCHEMBL382003 |
| azuleno(4,5-b)furan-2,9-dione, 3,3a,4,5,6,6a,9a,9b-octahydro-6a-hydroxy-6,9a-dimethyl-3-methylene-, (3as,6s,6as,9as,9br)- |
| 10.alpha.h-ambrosa-2,11(13)-dien-12-oic acid, 1,6.beta.-dihydroxy-4-oxo-, .gamma.-lactone |
| parthenin [mi] |
| Q27107626 |
| DTXSID40877834 |
| azuleno[4,5-b]furan-2,9-dione, 3,3a,4,5,6,6a,9a,9b-octahydro-6a-hydroxy-6,9a-dimethyl-3-methylene-, (3as,6s,6as,9as,9br)- |
Research Excerpts
Overview
Parthenin is a metabolite of Parthenium hysterophorus. It is believed to contribute to the weed's invasiveness via allelopathy.
| Excerpt | Reference | Relevance |
|---|---|---|
| "Parthenin is a metabolite of Parthenium hysterophorus and is believed to contribute to the weed's invasiveness via allelopathy. " | ( Investigating a Potential Auxin-Related Mode of Hormetic/Inhibitory Action of the Phytotoxin Parthenin. Belz, RG, 2016) | 2.1 |
Dosage Studied
| Excerpt | Relevance | Reference |
|---|---|---|
| "In the rabbit isolated aorta, hymenin (10(-6) M), a novel marine alkaloid, caused a parallel rightward shift of the dose-response curve for norepinephrine without affecting that for histamine or KCl, suggesting that hymenin is a competitive antagonist of alpha-adrenoceptors in vascular smooth muscles." | ( Alpha-adrenoceptor blocking action of hymenin, a novel marine alkaloid. Kobayashi, J; Nakamura, H; Ohizumi, Y, 1988) | 0.27 |
| " This biphasic action was hypothesized to be auxin-like and, therefore, an auxin-related mode of parthenin action was investigated using two approaches: joint action experiments with Lactuca sativa, and dose-response experiments with auxin/antiauxin-resistant Arabidopsis thaliana genotypes." | ( Investigating a Potential Auxin-Related Mode of Hormetic/Inhibitory Action of the Phytotoxin Parthenin. Belz, RG, 2016) | 0.87 |
| " We tested the response of Lactuca sativa in complete dose-response experiments to six different toxicants at doses that did not decrease population mean and beyond." | ( Low doses of six toxicants change plant size distribution in dense populations of Lactuca sativa. Belz, RG; Patama, M; Sinkkonen, A, 2018) | 0.48 |
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
Drug Classes (1)
| Class | Description |
|---|---|
| sesquiterpene lactone | Any member of a diverse class of complex, multicyclic phytochemicals showing a variety of skeleton arrangements and bioactivities, and having in common a sesquiterpenoid structure including a lactone ring. |
| [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] | |
Bioassays (31)
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1155391 | Cytotoxicity against human HeLa cells after 48 hrs by sulforhodamine B assay | 2014 | European journal of medicinal chemistry, Jul-23, Volume: 82 | Design and synthesis of novel 1,2,3-triazole derivatives of coronopilin as anti-cancer compounds. |
| AID1155388 | Cytotoxicity against human THP1 cells after 48 hrs by sulforhodamine B assay | 2014 | European journal of medicinal chemistry, Jul-23, Volume: 82 | Design and synthesis of novel 1,2,3-triazole derivatives of coronopilin as anti-cancer compounds. |
| AID1155392 | Cytotoxicity against human A549 cells after 48 hrs by sulforhodamine B assay | 2014 | European journal of medicinal chemistry, Jul-23, Volume: 82 | Design and synthesis of novel 1,2,3-triazole derivatives of coronopilin as anti-cancer compounds. |
| AID310936 | Cytotoxicity against human KB cells | 2007 | Bioorganic & medicinal chemistry, Apr-15, Volume: 15, Issue:8 | Quantitative structure-activity relationship of sesquiterpene lactones with cytotoxic activity. |
| AID608573 | Toxicity in Swiss albino mouse transplanted with EAC cells assessed as mortality at 50 mg/kg, ip administered for 9 days measured on day 2nd | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents. |
| AID1155393 | Cytotoxicity against human MCF7 cells after 48 hrs by sulforhodamine B assay | 2014 | European journal of medicinal chemistry, Jul-23, Volume: 82 | Design and synthesis of novel 1,2,3-triazole derivatives of coronopilin as anti-cancer compounds. |
| AID608572 | Toxicity in Swiss albino mouse transplanted with EAC cells assessed as mortality at 25 mg/kg, ip administered for 9 days measured on day 4th | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents. |
| AID608478 | Toxicity in Swiss albino mouse model of Ehrlich Ascites tumor assessed as mortality at 50 mg/kg, ip administered for 9 days measured on second day | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents. |
| AID608563 | Antitumor activity against mouse EAC cells transplanted in ip dosed Swiss albino mouse assessed as tumor growth inhibition administered for 9 days | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents. |
| AID320961 | Inhibition of serotonin release in bovine platelets | 2008 | Journal of medicinal chemistry, Mar-13, Volume: 51, Issue:5 | Neural networks as valuable tools to differentiate between sesquiterpene lactones' inhibitory activity on serotonin release and on NF-kappaB. |
| AID432383 | Cytotoxicity against human HeLa cells after 48 hrs by MTT assay | 2009 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15 | Structure-activity relationship (SAR) of parthenin analogues with pro-apoptotic activity: Development of novel anti-cancer leads. |
| AID608579 | Antitumor activity against mouse EAC cells transplanted in Swiss albino mouse assessed as tumor growth inhibition at 10 mg/kg, ip administered for 9 days (Rvb = 4.57+/-0.39 mL) | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents. |
| AID1155390 | Cytotoxicity against human HCT15 cells after 48 hrs by sulforhodamine B assay | 2014 | European journal of medicinal chemistry, Jul-23, Volume: 82 | Design and synthesis of novel 1,2,3-triazole derivatives of coronopilin as anti-cancer compounds. |
| AID1090869 | Larvicidal activity against Helicoverpa zea (corn earworm) assessed as growth inhibition at 3 mM/kg relative to control by chronic feeding bioassay | 2007 | Journal of agricultural and food chemistry, Dec-12, Volume: 55, Issue:25 | Screening of dialkoxybenzenes and disubstituted cyclopentene derivatives against the cabbage looper, Trichoplusia ni, for the discovery of new feeding and oviposition deterrents. |
| AID1155389 | Cytotoxicity against human PC3 cells after 48 hrs by sulforhodamine B assay | 2014 | European journal of medicinal chemistry, Jul-23, Volume: 82 | Design and synthesis of novel 1,2,3-triazole derivatives of coronopilin as anti-cancer compounds. |
| AID608472 | Antitumor activity against mouse Ehrlich Ascites tumor xenografted in Swiss albino mouse assessed as decrease in tumor weight at 10 mg/kg, ip administered for 9 days (Rvb = 1708+/-51.07 mg) | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents. |
| AID608477 | Toxicity in Swiss albino mouse model of Ehrlich Ascites tumor assessed as mortality at 25 mg/kg, ip administered for 9 days measured on fourth day | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents. |
| AID432385 | Induction of apoptosis in human HL60 cells assessed as DNA population at sub G0/G1 phase at 10 uM after 6 hrs by flow cytometry | 2009 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15 | Structure-activity relationship (SAR) of parthenin analogues with pro-apoptotic activity: Development of novel anti-cancer leads. |
| AID608461 | Cytotoxicity against human DU145 cells assessed as cell growth after 48 hrs by sulforhodamine B assay | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents. |
| AID608575 | Antitumor activity against mouse EAC cells transplanted in Swiss albino mouse assessed as decrease in tumor cells in ascetic fluid at 10 mg/kg, ip administered for 9 days (Rvb = 4.57+/-0.39 mL) | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents. |
| AID432384 | Cytotoxicity against human HL60 cells after 48 hrs by MTT assay | 2009 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15 | Structure-activity relationship (SAR) of parthenin analogues with pro-apoptotic activity: Development of novel anti-cancer leads. |
| AID608480 | Antitumor activity against mouse Ehrlich Ascites tumor xenografted in Swiss albino mouse assessed as tumor growth inhibition at 10 mg/kg, ip administered for 9 days measured on day 13 | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents. |
| AID608460 | Cytotoxicity against human SW620 cells assessed as cell growth after 48 hrs by sulforhodamine B assay | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents. |
| AID608661 | Toxicity in ip dosed Swiss albino mouse transplanted with mouse EAC cells assessed as mortality administered for 9 days | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents. |
| AID612625 | Antiinflammatory activity in mouse neutrophils assessed as inhibition of LPS-stimulated TNFalpha cytokine expression at 1 ug/ml after 3 hrs by flow cytometeric analysis | 2011 | Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16 | Psilostachyin, acetylated pseudoguaianolides and their analogues: preparation and evaluation of their anti-inflammatory potential. |
| AID608462 | Cytotoxicity against human PC3 cells assessed as cell growth after 48 hrs by sulforhodamine B assay | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents. |
| AID608565 | Toxicity in Swiss albino mouse transplanted with mouse EAC cells assessed as mortality at 25 mg/kg, ip administered for 9 days measured on day 2nd | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents. |
| AID387024 | Cytotoxicity against human KB cells | 2008 | European journal of medicinal chemistry, Oct, Volume: 43, Issue:10 | Use of self-organizing maps and molecular descriptors to predict the cytotoxic activity of sesquiterpene lactones. |
| AID608566 | Toxicity in Swiss albino mouse transplanted with mouse EAC cells assessed as mortality at 50 mg/kg, ip administered for 9 days measured on day 3rd | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents. |
| AID336310 | Antimigraine activity in bovine citreated platelet assessed as inhibition of [14C]serotonin release after 6 mins by scintillation counting | 1992 | Journal of natural products, Aug, Volume: 55, Issue:8 | A bioassay for inhibition of serotonin release from bovine platelets. |
| AID608568 | Antitumor activity against mouse EAC cells transplanted in Swiss albino mouse assessed as decrease in astic fluid volume at 10 mg/kg, ip administered for 9 days (Rvb = 4.57+/-0.39 mL) | 2011 | European journal of medicinal chemistry, Aug, Volume: 46, Issue:8 | Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
Research
Studies (42)
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 9 (21.43) | 18.7374 |
| 1990's | 3 (7.14) | 18.2507 |
| 2000's | 12 (28.57) | 29.6817 |
| 2010's | 13 (30.95) | 24.3611 |
| 2020's | 5 (11.90) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
Market Indicators
Research Demand Index: 33.55
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.
| This Compound (33.55) All Compounds (24.57) |
Study Types
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 3 (6.82%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 41 (93.18%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||