NCBI Taxonomy: 1464628

Fumaria rostellata (ncbi_taxid: 1464628)

found 18 associated metabolites at species taxonomy rank level.

Ancestor: Fumaria

Child Taxonomies: none taxonomy data.

Protopine

15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.04,12.06,10.018,22]tetracosa-1(17),4,6(10),11,18(22),23-hexaen-3-one

C20H19NO5 (353.1263)


Protopine is a dibenzazecine alkaloid isolated from Fumaria vaillantii. It has a role as a plant metabolite. Protopine is a natural product found in Corydalis heterocarpa var. japonica, Fumaria capreolata, and other organisms with data available. Protopine is a benzylisoquinoline alkaloid occurring in opium poppies and other plants of the family papaveraceae. It has been found to inhibit histamine H1 receptors and platelet aggregation, and acts as an opioid analgesic. See also: Sanguinaria canadensis root (part of); Chelidonium majus flowering top (part of). Protopine is a benzylisoquinoline alkaloid occurring in opium poppies and other plants of the family papaveraceae. It has been found to inhibit histamine H1 receptors and platelet aggregation, and acts as an opioid analgesic [HMDB] Protopine is a benzylisoquinoline alkaloid occurring in opium poppies and other plants of the family papaveraceae. It has been found to inhibit histamine H1 receptors and platelet aggregation, and acts as an opioid analgesic. Protopine is an alkaloid occurring in opium poppy,[2] Corydalis tubers[3] and other plants of the family papaveraceae, like Fumaria officinalis.[4] 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.[5] It has been found to inhibit histamine H1 receptors and platelet aggregation, and acts as an analgesic.[6][7] Protopine (Corydinine), an isoquinoline alkaloid, is a specific reversible and competitive inhibitor of acetylcholinesterase. Protopine exhibits anti-inflammation, anti-microbial, anti-angiogenic and anti-tumour activity[1][2]. Protopine (Corydinine), an isoquinoline alkaloid, is a specific reversible and competitive inhibitor of acetylcholinesterase. Protopine exhibits anti-inflammation, anti-microbial, anti-angiogenic and anti-tumour activity[1][2].

   

Sinactine

16,17-dimethoxy-5,7-dioxa-1-azapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaene

C20H21NO4 (339.1471)


Sinactine is an alkaloid. Sinactine is a natural product found in Fumaria capreolata, Fumaria muralis, and other organisms with data available. Tetrahydroepiberberine is a isoquinoline alkaloid isolated from Corydalis impatiens (Pall). Tetrahydroepiberberine has antifungal and selective inhibition against the PI-3 virus activities[1]. Tetrahydroepiberberine is a isoquinoline alkaloid isolated from Corydalis impatiens (Pall). Tetrahydroepiberberine has antifungal and selective inhibition against the PI-3 virus activities[1].

   

Parfumine

(1S)-7-hydroxy-6-methoxy-2-methylspiro[3,4-dihydroisoquinoline-1,7'-6H-cyclopenta[g][1,3]benzodioxole]-8'-one

C20H19NO5 (353.1263)


A benzylisoquinoline alkaloid isolated from Fumaria vaillantii and Fumaria parviflora.

   

stylopine

6,7,12b,13e-Tetrahydro-4H-bis[1,3]benzodioxolo[5,6-a:4,5- g]quinolizine

C19H17NO4 (323.1158)


   

Corlumine

(+)-Adlumine

C21H21NO6 (383.1369)


   

Tetrahydrocoptisine

5,7,17,19-tetraoxa-13-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁵,²³.0¹⁶,²⁰]tetracosa-2(10),3,8,15(23),16(20),21-hexaene

C19H17NO4 (323.1158)


(±)-Stylopine (Tetrahydrocoptisine) is an alkaloid compound originally isolated from Corydalis tubers that exhibits anti-inflammatory and anti-parasitic activities[1][2]. (±)-Stylopine (Tetrahydrocoptisine) is an alkaloid compound originally isolated from Corydalis tubers that exhibits anti-inflammatory and anti-parasitic activities[1][2].

   

Tetrahydrocoptisine

5,7,17,19-tetraoxa-13-azahexacyclo[11.11.0.02,10.04,8.015,23.016,20]tetracosa-2,4(8),9,15(23),16(20),21-hexaene

C19H17NO4 (323.1158)


Stylopine is a natural product found in Fumaria capreolata, Fumaria muralis, and other organisms with data available. (±)-Stylopine (Tetrahydrocoptisine) is an alkaloid compound originally isolated from Corydalis tubers that exhibits anti-inflammatory and anti-parasitic activities[1][2]. (±)-Stylopine (Tetrahydrocoptisine) is an alkaloid compound originally isolated from Corydalis tubers that exhibits anti-inflammatory and anti-parasitic activities[1][2].

   

Cryptopine

6,7-dimethoxy-12-methyl-16,18-dioxa-12-azatetracyclo[12.7.0.04,9.015,19]henicosa-1(14),4,6,8,15(19),20-hexaen-3-one

C21H23NO5 (369.1576)


Origin: Plant; SubCategory_DNP: Alkaloids derived from anthranilic acid, Cryptolepine-type alkaloids relative retention time with respect to 9-anthracene Carboxylic Acid is 0.618 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.612

   

Protopine

15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.04,12.06,10.018,22]tetracosa-1(17),4,6(10),11,18(22),23-hexaen-3-one

C20H19NO5 (353.1263)


Annotation level-1 D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D009294 - Narcotics D018377 - Neurotransmitter Agents > D018494 - Histamine Agents > D006633 - Histamine Antagonists relative retention time with respect to 9-anthracene Carboxylic Acid is 0.601 D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D006401 - Hematologic Agents > D010975 - Platelet Aggregation Inhibitors D002491 - Central Nervous System Agents > D000700 - Analgesics relative retention time with respect to 9-anthracene Carboxylic Acid is 0.596 IPB_RECORD: 1441; CONFIDENCE confident structure Protopine (Corydinine), an isoquinoline alkaloid, is a specific reversible and competitive inhibitor of acetylcholinesterase. Protopine exhibits anti-inflammation, anti-microbial, anti-angiogenic and anti-tumour activity[1][2]. Protopine (Corydinine), an isoquinoline alkaloid, is a specific reversible and competitive inhibitor of acetylcholinesterase. Protopine exhibits anti-inflammation, anti-microbial, anti-angiogenic and anti-tumour activity[1][2].

   

CRYPTOPINE

NCGC00017386-03!CRYPTOPINE

C21H23NO5 (369.1576)


   
   

6',8-dimethoxy-2'-methyl-3',4',6,8-tetrahydro-2h-spiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinolin]-7'-ol

6',8-dimethoxy-2'-methyl-3',4',6,8-tetrahydro-2h-spiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinolin]-7'-ol

C21H23NO5 (369.1576)


   

7'-hydroxy-6'-methoxy-2'-methyl-2,3',4',6-tetrahydrospiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinolin]-8-one

7'-hydroxy-6'-methoxy-2'-methyl-2,3',4',6-tetrahydrospiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinolin]-8-one

C20H19NO5 (353.1263)


   

12,15-dihydroxy-16-methoxy-21-methyl-6,8-dioxa-21-azapentacyclo[10.9.0.0²,¹⁰.0⁵,⁹.0¹³,¹⁸]henicosa-2(10),3,5(9),13(18),14,16-hexaen-11-one

12,15-dihydroxy-16-methoxy-21-methyl-6,8-dioxa-21-azapentacyclo[10.9.0.0²,¹⁰.0⁵,⁹.0¹³,¹⁸]henicosa-2(10),3,5(9),13(18),14,16-hexaen-11-one

C20H19NO6 (369.1212)


   

(5s)-6-methyl-2',6',7,8-tetrahydro-2h-spiro[[1,3]dioxolo[4,5-g]isoquinoline-5,7'-indeno[4,5-d][1,3]dioxol]-8'-one

(5s)-6-methyl-2',6',7,8-tetrahydro-2h-spiro[[1,3]dioxolo[4,5-g]isoquinoline-5,7'-indeno[4,5-d][1,3]dioxol]-8'-one

C20H17NO5 (351.1107)


   

(7r,8r)-6',8-dimethoxy-2'-methyl-3',4',6,8-tetrahydro-2h-spiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinolin]-7'-ol

(7r,8r)-6',8-dimethoxy-2'-methyl-3',4',6,8-tetrahydro-2h-spiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinolin]-7'-ol

C21H23NO5 (369.1576)


   

5,7,17,19-tetraoxa-13-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁵,²³.0¹⁶,²⁰]tetracosa-2,4(8),9,15(23),16(20),21-hexaene

5,7,17,19-tetraoxa-13-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁵,²³.0¹⁶,²⁰]tetracosa-2,4(8),9,15(23),16(20),21-hexaene

C19H17NO4 (323.1158)


   

12,16-dimethoxy-21-methyl-4,6-dioxa-21-azapentacyclo[10.9.0.0²,¹⁰.0³,⁷.0¹³,¹⁸]henicosa-2,7,9,13(18),14,16-hexaen-15-ol

12,16-dimethoxy-21-methyl-4,6-dioxa-21-azapentacyclo[10.9.0.0²,¹⁰.0³,⁷.0¹³,¹⁸]henicosa-2,7,9,13(18),14,16-hexaen-15-ol

C21H23NO5 (369.1576)