| dbo:abstract |
Monocrotalin ist ein Alkaloid und gehört aufgrund seiner Struktur zur Gruppe der Pyrrolizidinalkaloide. Es ist pflanzlichen Ursprungs und giftig. (de) Monocrotaline (MCT) is a pyrrolizidine alkaloid that is present in plants of the Crotalaria genus. These species can synthesise MCT out of amino acids and can cause liver, lung and kidney damage in various organisms. Initial stress factors are released intracellular upon binding of MCT to BMPR2 receptors and elevated MAPK phosphorylation levels are induced, which can cause cancer in Homo sapiens. MCT can be detoxified in rats via oxidation, followed by glutathione-conjugation and hydrolysis. (en) |
| dbo:alternativeName |
(en) Crotaline (en) Retronecine cyclic 2,3-dihydroxy-2,3,4-trimethylglutarate (en) (-)-Monocrotaline (en) |
| dbo:iupacName |
(1R,4R,5R,6R,16R)-5,6-dihydroxy-4,5,6-trimethyl-2,8-dioxa-13-azatricyclo[8.5.1.013,16]hexadec-10-ene-3,7-dione (en) |
| dbo:thumbnail |
wiki-commons:Special:FilePath/Monocrotaline.svg?width=300 |
| dbo:wikiPageID |
70148516 (xsd:integer) |
| dbo:wikiPageLength |
16998 (xsd:nonNegativeInteger) |
| dbo:wikiPageRevisionID |
1098568046 (xsd:integer) |
| dbo:wikiPageWikiLink |
dbr:Cancer dbr:Propylamine dbr:Pulmonary_hypertension dbr:Putrescine dbr:Endothelial_NOS dbr:Blood_urea_nitrogen dbr:Retronecine dbr:Cyclic_compound dbr:Cytochrome_P450 dbr:Cytokine dbr:Cytotoxicity dbr:Detoxification dbr:Inflammation dbr:1,3-diaminopropane dbr:S-Adenosylmethioninamine dbr:Genotoxicity dbr:Propionate dbr:Synthon dbr:Pyrrolizidine_alkaloid dbr:Endothelial_cells dbr:Glutathione dbr:Glutathione_conjugation dbr:Condensation_reaction dbr:Crotalaria dbr:Crotalaria_spectabilis dbr:Apoptosis dbr:Liver dbr:Calcium-sensing_receptor dbr:Amino_acid dbc:Pyrrolizidine_alkaloids dbr:European_Chemicals_Agency dbr:Nitric_oxide_synthase dbr:Carcinogen dbr:Cell_surface_receptor dbr:Redox dbr:Isoleucine dbr:Hydrolysis dbr:Hydroxylation dbr:Spermidine_synthase dbr:Arginine dbr:Alcohol_dehydrogenase dbr:Kidney dbr:Biosynthesis dbr:Biotransformation dbr:Hepatotoxicity dbr:Homospermidine_synthase dbr:BMPR2 dbr:Spermidine dbr:Fibrosis dbr:Necrosis dbr:Caspase_3 dbr:Rat dbr:Lung dbr:Nephrotoxicity dbr:Neutrophil dbr:Utetheisa_ornatrix dbr:Toxicity_category_rating dbr:Phosphorylation dbr:MAPK dbr:TNF-α dbr:Crotalaria_mucronata dbr:File:Biosynthesis_of_MC.jpg dbr:File:Biosynthesis_route_of_retronecine.jpg dbr:File:Biotransformation_of_monocrotaline_in_rats_3.jpg dbr:File:Crotalaria_juncea_Da220020.JPG dbr:File:Monocrotaline_mechanism_of_action_in_organism.png dbr:Pneumotoxicity |
| dbp:imagecaption |
Chemical structure of monocrotaline (en) |
| dbp:imagefile |
Monocrotaline.svg (en) |
| dbp:imagename |
Skeleton formula of a carbon ring, containing oxygen, hydrogen and nitrogen atoms. It is supposed to be monocrotaline (en) |
| dbp:iupacname |
-56 (xsd:integer) |
| dbp:othernames |
(en) Crotaline (en) -Monocrotaline (en) Retronecine cyclic 2,3-dihydroxy-2,3,4-trimethylglutarate (en) |
| dbp:wikiPageUsesTemplate |
dbt:Chembox dbt:Chembox_Hazards dbt:Chembox_Identifiers dbt:Chembox_Properties dbt:Improve_categories dbt:Reflist dbt:Chembox_Explosive dbt:Chembox_Pharmacology dbt:Chembox_Related dbt:Chembox_Structure dbt:Chembox_Thermochemistry dbt:GHS_health_hazard dbt:GHS_skull_and_crossbones |
| dcterms:subject |
dbc:Pyrrolizidine_alkaloids |
| rdf:type |
owl:Thing dul:ChemicalObject dbo:ChemicalSubstance wikidata:Q11173 dbo:ChemicalCompound |
| rdfs:comment |
Monocrotalin ist ein Alkaloid und gehört aufgrund seiner Struktur zur Gruppe der Pyrrolizidinalkaloide. Es ist pflanzlichen Ursprungs und giftig. (de) Monocrotaline (MCT) is a pyrrolizidine alkaloid that is present in plants of the Crotalaria genus. These species can synthesise MCT out of amino acids and can cause liver, lung and kidney damage in various organisms. Initial stress factors are released intracellular upon binding of MCT to BMPR2 receptors and elevated MAPK phosphorylation levels are induced, which can cause cancer in Homo sapiens. MCT can be detoxified in rats via oxidation, followed by glutathione-conjugation and hydrolysis. (en) |
| rdfs:label |
Monocrotalin (de) Monocrotaline (en) |
| owl:sameAs |
wikidata:Monocrotaline dbpedia-de:Monocrotaline http://ml.dbpedia.org/resource/മോണോക്രോടാലിൻ https://global.dbpedia.org/id/2Xvi7 |
| prov:wasDerivedFrom |
wikipedia-en:Monocrotaline?oldid=1098568046&ns=0 |
| foaf:depiction |
wiki-commons:Special:FilePath/Crotalaria_juncea_Da220020.jpg wiki-commons:Special:FilePath/Biosynthesis_of_MC.jpg wiki-commons:Special:FilePath/Biosynthesis_route_of_retronecine.jpg wiki-commons:Special:FilePath/Biotransformation_of_monocrotaline_in_rats_3.jpg wiki-commons:Special:FilePath/Monocrotaline.svg wiki-commons:Special:FilePath/Monocrotaline_mechanism_of_action_in_organism.png |
| foaf:isPrimaryTopicOf |
wikipedia-en:Monocrotaline |
| is dbo:wikiPageWikiLink of |
dbr:List_of_compounds_with_carbon_number_16 dbr:Crotalaria dbr:California_Proposition_65_list_of_chemicals dbr:List_of_MeSH_codes_(D03) dbr:IARC_group_2B |
| is foaf:primaryTopic of |
wikipedia-en:Monocrotaline |
