Allocryptopine

Last updated
Allocryptopine
Allocryptopine-1.svg
Names
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
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.006.933 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 207-626-5
KEGG
PubChem CID
  • InChI=1S/C21H23NO5/c1-22-7-6-14-9-19-20(27-12-26-19)10-15(14)17(23)8-13-4-5-18(24-2)21(25-3)16(13)11-22/h4-5,9-10H,6-8,11-12H2,1-3H3
    Key: HYBRYAPKQCZIAE-UHFFFAOYSA-N
  • CN1CCC2=CC3=C(C=C2C(=O)CC4=C(C1)C(=C(C=C4)OC)OC)OCO3
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 more other Papaveraceae plants. [4] [5]

See also

Related Research Articles

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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 cup-shaped 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.

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Papaveraceae Family of flowering plants

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<i>Lamprocapnos</i> Monotypic genus of flowering plants in the poppy family Papaveraceae

Lamprocapnos spectabilis, bleeding heart, fallopian buds 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. It is valued in gardens and in floristry for its heart-shaped pink and white flowers, borne in spring.

<i>Argemone mexicana</i> Species of plant

Argemone mexicana 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 Natives of the western US, 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 Medical condition

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Taxane Chemical compound

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<i>Glaucium flavum</i> Species of flowering plant

Glaucium flavum, the yellow horned poppy, yellow hornpoppy or sea poppy, is a summer flowering plant in the family Papaveraceae. It is native to Europe, Northern Africa, Macaronesia and temperate zones in Western Asia. The plant grows on the seashore and is never found inland. All parts of the plant, including the seeds, are toxic. It is classed as a noxious weed in some areas of North America, where it is an introduced species. It is grown in gardens as a short-lived perennial but usually grown as a biennial.

Berberine Quaternary ammonium cation

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Glaucine Chemical compound

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Pukateine Chemical compound

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Californidine Chemical compound

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 Chemical compound

Cryptopine is an opium alkaloid. It is found in plants in the family Papaveraceae, including Argemone mexicana.

Mitragynine pseudoindoxyl Chemical compound

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Cyclobuxine Chemical compound

Cyclobuxine is an alkaloid, which can be found in Buxus sempervirens better known as common boxwood, and is derived from the cholesterol skeleton. Alkaloids can be found in the whole plant, but the largest amounts of alkaloids including cyclobuxine can be found in the leaves and bark.

<i>Glaucium grandiflorum</i> Species of flowering plant

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.

References

  1. "Allocryptopine". PubChem: Open Chemistry Database. PubChem. Retrieved 24 May 2018.
  2. Abu-Ghalyun, Y.; Masalmeh, A.; al-Khalil, S. (October 1997). "Effects of allocryptopine, an alkaloid isolated from Glaucium arabicum on rat isolated ileum and urinary bladder". General Pharmacology. 29 (4): 621–623. doi:10.1016/s0306-3623(96)00562-9. ISSN   0306-3623. PMID   9352312.
  3. http://www.giftpflanzen.com/formelname.html#Allocryptopin
  4. http://www.giftpflanzen.com/eschscholzia_californica.html
  5. Brahmachari, Goutam; Gorai, Dilip; Roy, Rajiv (2013-05-01). "Argemone mexicana: Chemical and pharmacological aspects". Revista Brasileira de Farmacognosia. 23 (3): 559–575. doi: 10.1590/S0102-695X2013005000021 . ISSN   0102-695X.