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| Names | |
|---|---|
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IUPAC name
8β-Methoxy-16-methyl-2′H,2′′H-bis([1,3]dioxolo)[4′,5′:2,3;4′′,5′′:10,11]rhedan
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|
Systematic IUPAC name
(5bR,13bR,15S)-15-Methoxy-6-methyl-5b,6,7,8,13b,15-hexahydro-2H,11H-[1,3]dioxolo[4,5-h][1,3]dioxolo[4′,5′:7,8][2]benzopyrano[3,4-a][4]benzazepine | |
| Other names
Rheadine; Rhoeadin
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| Identifiers | |
3D model (
JSmol)
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| ChEBI | |
| ChemSpider | |
| KEGG | |
PubChem
CID
|
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| UNII | |
CompTox Dashboard (
EPA)
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| Properties | |
| C21H21NO6 | |
| Molar mass | 383.400 g·mol−1 |
| Density | 1.45 g/cm3 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
| |
Rhoeadine (rheadine) is an alkaloid derived from the flowers of the corn poppy (Papaver rhoeas). [1] It has been studied for its potential use in the treatment of morphine dependence. [2]
Toxicity
5 different patients were admitted to ER after being intoxicated with corn poppy. Symptoms of intoxication include nausea, vomiting, confusion, seizures, myosis and arrhythmia. These symptoms may be an outlier due to the exceptionally high dose ingested. [3]
References
- ^ Montgomery, Craig T.; Cassels, Bruce K.; Shamma, Maurice (1983-07-01). "The Rhoeadine Alkaloids". Journal of Natural Products. 46 (4): 441–453. doi: 10.1021/np50028a001. ISSN 0163-3864. Retrieved 2021-04-07.
- ^ Shams, J.; Sahraei, H.; Faghih-Monzavi, Z.; Salimi, SH; Fatemi, SM; Pourmatabbed, A.; Ghoshooni, H.; Kamalinejad, M. (2008). "Effects of Papaver rhoeas Extract on the Tolerance Development to Analgesic Effects of Morphine in Mice". Iranian Journal of Pharmaceutical Research. 7 (2). doi: 10.22037/ijpr.2010.757.
- ^ Günaydın, Yahya Kemal; Dündar, Zerrin Defne; Çekmen, Bora; Akıllı, Nazire Belgin; Köylü, Ramazan; Cander, Başar (2015-05-13). "Intoxication due to Papaver rhoeas (Corn Poppy): Five Case Reports". Case Reports in Medicine. 2015: –321360. doi: 10.1155/2015/321360. ISSN 1687-9627. PMC 4444563. PMID 26074968.
|
| |
|
| |
| Names | |
|---|---|
|
IUPAC name
8β-Methoxy-16-methyl-2′H,2′′H-bis([1,3]dioxolo)[4′,5′:2,3;4′′,5′′:10,11]rhedan
| |
|
Systematic IUPAC name
(5bR,13bR,15S)-15-Methoxy-6-methyl-5b,6,7,8,13b,15-hexahydro-2H,11H-[1,3]dioxolo[4,5-h][1,3]dioxolo[4′,5′:7,8][2]benzopyrano[3,4-a][4]benzazepine | |
| Other names
Rheadine; Rhoeadin
| |
| Identifiers | |
3D model (
JSmol)
|
|
| ChEBI | |
| ChemSpider | |
| KEGG | |
PubChem
CID
|
|
| UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
| Properties | |
| C21H21NO6 | |
| Molar mass | 383.400 g·mol−1 |
| Density | 1.45 g/cm3 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
| |
Rhoeadine (rheadine) is an alkaloid derived from the flowers of the corn poppy (Papaver rhoeas). [1] It has been studied for its potential use in the treatment of morphine dependence. [2]
Toxicity
5 different patients were admitted to ER after being intoxicated with corn poppy. Symptoms of intoxication include nausea, vomiting, confusion, seizures, myosis and arrhythmia. These symptoms may be an outlier due to the exceptionally high dose ingested. [3]
References
- ^ Montgomery, Craig T.; Cassels, Bruce K.; Shamma, Maurice (1983-07-01). "The Rhoeadine Alkaloids". Journal of Natural Products. 46 (4): 441–453. doi: 10.1021/np50028a001. ISSN 0163-3864. Retrieved 2021-04-07.
- ^ Shams, J.; Sahraei, H.; Faghih-Monzavi, Z.; Salimi, SH; Fatemi, SM; Pourmatabbed, A.; Ghoshooni, H.; Kamalinejad, M. (2008). "Effects of Papaver rhoeas Extract on the Tolerance Development to Analgesic Effects of Morphine in Mice". Iranian Journal of Pharmaceutical Research. 7 (2). doi: 10.22037/ijpr.2010.757.
- ^ Günaydın, Yahya Kemal; Dündar, Zerrin Defne; Çekmen, Bora; Akıllı, Nazire Belgin; Köylü, Ramazan; Cander, Başar (2015-05-13). "Intoxication due to Papaver rhoeas (Corn Poppy): Five Case Reports". Case Reports in Medicine. 2015: –321360. doi: 10.1155/2015/321360. ISSN 1687-9627. PMC 4444563. PMID 26074968.