Names | |
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Preferred IUPAC name 3,4-Dimethoxy-6-methyl-5,7,8,15-tetrahydro-11H-[1,3]benzodioxolo[5,6-e][2]benzazecin-14(6H)-one | |
Other names Thalictrimine; allo-Cryptopine; α-Fagarine; Fagarine I; α-Allocryptopine; β-Homochelidonine | |
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3D model (JSmol) | |
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ChemSpider | |
ECHA InfoCard | 100.006.933 |
EC Number |
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KEGG | |
PubChem CID | |
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CompTox Dashboard (EPA) | |
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Properties | |
C21H23NO5 | |
Molar mass | 369.417 g·mol−1 |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards | H302 (100%): Harmful if swallowed, acute toxicity [1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Allocryptopine is a bioactive alkaloid found in plants of the Papaveraceae family, including Glaucium arabicum , [2] Argemone mexicana , Eschscholtzia , Corydalis , Fumaria , Chelidonium , Hunnemannia fumariifolia , Eschscholzia lobbii [3] and other Papaveraceae plants. [4] [5]
Eschscholzia californica, the California poppy, golden poppy, California sunlight or cup of gold, is a species of flowering plant in the family Papaveraceae, native to the United States and Mexico. It is cultivated as an ornamental plant flowering in summer, with showy flowers in brilliant shades of red, orange and yellow. It is also used as food or a garnish. It became the official state flower of California in 1903.
A poppy is a flowering plant in the subfamily Papaveroideae of the family Papaveraceae. Poppies are herbaceous plants, often grown for their colourful flowers. One species of poppy, Papaver somniferum, is the source of the narcotic drug mixture opium, which contains powerful medicinal alkaloids such as morphine and has been used since ancient times as an analgesic and narcotic medicinal and recreational drug. It also produces edible seeds. Following the trench warfare in the poppy fields of Flanders, Belgium, during World War I, poppies have become a symbol of remembrance of soldiers who have died during wartime, especially in the UK, Canada, Australia, New Zealand and other Commonwealth realms.
The Papaveraceae, informally known as the poppy family, are an economically important family of about 42 genera and approximately 775 known species of flowering plants in the order Ranunculales. The family is cosmopolitan, occurring in temperate and subtropical climates like Eastern Asia as well as California in North America. It is almost unknown in the tropics. Most are herbaceous plants, but a few are shrubs and small trees. The family currently includes two groups that have been considered to be separate families: Fumariaceae and Pteridophyllaceae. Papaver is the classical name for poppy in Latin.
Lamprocapnos spectabilis, bleeding heart or Asian bleeding-heart, is a species of flowering plant belonging to the fumitory subfamily (Fumarioideae) of the poppy family Papaveraceae, and is native to Siberia, northern China, Korea, and Japan. It is the sole species in the monotypic genus Lamprocapnos, but is still widely referenced under its old name Dicentra spectabilis, not to be confused with the North American native bleeding heart plants also classified under Dicentra. It is valued in gardens and in floristry for its heart-shaped pink and white flowers, borne in spring.
Argemone mexicana, also known by the common names Mexican poppy, Mexican prickly poppy, flowering thistle, cardo, and cardosanto, is a species of poppy found in Mexico and now widely naturalized in many parts of the world. An extremely hardy pioneer plant, it is tolerant of drought and poor soil, often being the only cover on new road cuttings or verges. It has bright yellow latex. It is poisonous to grazing animals, and it is rarely eaten, but it has been used medicinally by many peoples, including those in its native area, as well as the indigenous peoples of the western United States, parts of Mexico, and many parts of India. In India, during the colorful festival Holika Dahan, adults and children worship by offering flowers, and this species is in its maximum flowering phase during March when the Holi festival is celebrated. It is also referred to as "kateli ka phool" in India.
Epidemic dropsy is a form of edema of extremities due to poisoning by Argemone mexicana.
Taxanes are a class of diterpenes. They were originally identified from plants of the genus Taxus (yews), and feature a taxadiene core. Paclitaxel (Taxol) and docetaxel (Taxotere) are widely used as chemotherapy agents. Cabazitaxel was FDA approved to treat hormone-refractory prostate cancer.
Sanguinarine is a polycyclic quaternary alkaloid. It is extracted from some plants, including the bloodroot plant, from whose scientific name, Sanguinaria canadensis, its name is derived; the Mexican prickly poppy ; Chelidonium majus; and Macleaya cordata.
Berberine is a quaternary ammonium salt from the protoberberine group of benzylisoquinoline alkaloids, occurring naturally as a secondary metabolite in some plants including species of Berberis, from which its name is derived.
Glaucine(1,2,9,10-TetraMethoxyAporphine, Bromcholitin, Glauvent, Tusidil, Tussiglaucin) is an aporphine alkaloid found in several different plant species in the family Papaveraceae such as Glaucium flavum, Glaucium oxylobum and Corydalis yanhusuo, and in other plants like Croton lechleri in the family Euphorbiaceae.
Protopine is an alkaloid occurring in opium poppy, Corydalis tubers and other plants of the family papaveraceae, like Fumaria officinalis. Protopine is metabolically derived from the benzylisoquinoline alkaloid (S)-Reticuline through a progressive series of five enzymatic transformations: 1) berberine bridge enzyme to (S)-Scoulerine; 2) (S)-cheilanthifoline synthase/CYP719A25 to (S)-Cheilanthifoline; 3) (S)-stylopine synthase/CYP719A20 to (S)-Stylopine; 4) (S)-tetrahydroprotoberberine N-methyltransferase to (S)-cis-N-Methylstylopine; and ultimately, 5) N-methylstylopine hydroxylase to protopine.
Californidine is an alkaloid with the molecular formula C20H20NO4+. It has been isolated from extracts of the California poppy (Eschscholzia californica), from which it gets its name, and from other plants of the genus Eschscholzia.
Cryptopine is an opium alkaloid. It is found in plants in the family Papaveraceae, including Argemone mexicana.
Chelidonine is an isolate of Papaveraceae with acetylcholinesterase and butyrylcholinesterase inhibitory activity.
Mitragynine pseudoindoxyl is a rearrangement product of 7-hydroxymitragynine, an active metabolite of mitragynine.
N,N-Dimethylphenethylamine (N,N-DMPEA) is a substituted phenethylamine that is used as a flavoring agent. It is an alkaloid that was first isolated from the orchid Pinalia jarensis. Its aroma is described as "sweet, fishy". It is mainly used in cereal, cheese, dairy products, fish, fruit and meat. It is also being used in pre-workout and bodybuilding supplements with claims of a stimulant effect.
Glaucium grandiflorum, the great-flowered horned poppy, is a species of flowering plant in the horned poppy genus which is native to the Middle East.