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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.

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  • Protopina (es)
  • Protopina (it)
  • プロトピン (ja)
  • Protopine (en)
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  • La protopina es un alcaloide bencilisoquinolínico encontrado en la amapola, en Eschscholzia californica , Fumaria officinalis,​ bulbos de Corydalis​ y especies del género Macleaya y Bocconia.​ Se ha descubierto que inhibe al receptor H1 de histamina. y la agregación de plaquetas. También actúa como analgésico.​ (es)
  • プロトピン（英: protopine）は、系のアルカロイドであり、ケシ、キケマン属の塊茎、またカラクサケマン、ケナシチャンパギク、クサノオウ、タケニグサ等の他のケシ科の植物に見られる。及び血小板凝集を阻害し、鎮痛剤として作用することが知られている。ケシ科の有毒植物の乳汁に含有している有毒成分としても知られている。 (ja)
  • La protopina è un alcaloide benzilisochinolinico presente in piante appartenenti alla famiglia delle Papaveraceae e nella Fumaria officinalis. (it)
  • 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. (en)
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  • http://commons.wikimedia.org/wiki/Special:FilePath/Protopine_structure.svg
  • http://commons.wikimedia.org/wiki/Special:FilePath/Protopine-from-xtal-Mercury-3D-balls.png
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  • Protopine structure.svg (en)
  • Protopine-from-xtal-Mercury-3D-balls.png (en)
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has abstract
  • La protopina es un alcaloide bencilisoquinolínico encontrado en la amapola, en Eschscholzia californica , Fumaria officinalis,​ bulbos de Corydalis​ y especies del género Macleaya y Bocconia.​ Se ha descubierto que inhibe al receptor H1 de histamina. y la agregación de plaquetas. También actúa como analgésico.​ (es)
  • 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. It has been found to inhibit histamine H1 receptors and platelet aggregation, and acts as an analgesic. (en)
  • プロトピン（英: protopine）は、系のアルカロイドであり、ケシ、キケマン属の塊茎、またカラクサケマン、ケナシチャンパギク、クサノオウ、タケニグサ等の他のケシ科の植物に見られる。及び血小板凝集を阻害し、鎮痛剤として作用することが知られている。ケシ科の有毒植物の乳汁に含有している有毒成分としても知られている。 (ja)
  • La protopina è un alcaloide benzilisochinolinico presente in piante appartenenti alla famiglia delle Papaveraceae e nella Fumaria officinalis. (it)
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IUPAC name
  • 5-Methyl-4,6,7,14-tetrahydro-2H,10H-bis([1,3]benzodioxolo)[4,5-c:5′,6′-g]azecin-13(5H)-one (en)
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