Chemical Formula: C20H19NO5

Chemical Formula C20H19NO5

Found 113 metabolite its formula value is C20H19NO5

Protopine

15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.0^{4,12}.0^{6,10}.0^{18,22}]tetracosa-1(24),4(12),5,10,17,22-hexaen-3-one

C20H19NO5 (353.12631640000006)

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].

Chelidonine

(1S,12S,13R)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol

C20H19NO5 (353.12631640000006)

Chelidonine is an alkaloid fundamental parent, a benzophenanthridine alkaloid and an alkaloid antibiotic. Chelidonine is a natural product found in Sarcocapnos baetica, Sarcocapnos saetabensis, and other organisms with data available. Chelidonine is an isolate of Papaveraceae with acetylcholinesterase and butyrylcholinesterase inhibitory activity. See also: Chelidonium majus flowering top (part of). CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2255 Chelidonine, an isoquinoline alkaloid, can be isolated from Chelidonium majus L.. Chelidonine causes G2/M arrest and induces caspase-dependent and caspase-independent apoptosis, and prevents cell cycle progression of stem cells in Dugesia japonica. Chelidonine has cytotoxic activity against melanoma cell lines. with anticancer and antiviral activity[1][2][3]. Chelidonine, an isoquinoline alkaloid, can be isolated from Chelidonium majus L.. Chelidonine causes G2/M arrest and induces caspase-dependent and caspase-independent apoptosis, and prevents cell cycle progression of stem cells in Dugesia japonica. Chelidonine has cytotoxic activity against melanoma cell lines. with anticancer and antiviral activity[1][2][3].

Parfumine

C20H19NO5 (353.12631640000006)

A benzylisoquinoline alkaloid isolated from Fumaria vaillantii and Fumaria parviflora.

Papaveraldine

Methanone,(6,7-dimethoxy-1-isoquinolinyl)(3,4-dimethoxyphenyl)-

C20H19NO5 (353.12631640000006)

Papaveraldine is found in opium poppy. Papaveraldine is isolated from Papaver somniferum preparations (opium D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids

Honyumine

5,9-dihydroxy-10-methoxy-2,2,11-trimethyl-6,11-dihydro-2H-1-oxa-11-azatetracen-6-one

C20H19NO5 (353.12631640000006)

Honyumine is found in citrus. Honyumine is an alkaloid from the root bark of Citrus grandis (pummelo). Alkaloid from the root bark of Citrus grandis (pummelo). Honyumine is found in citrus.

Citracridone I

7,11-dihydroxy-6-methoxy-2,2,5-trimethyl-5,10-dihydro-2H-1-oxa-5-azatetraphen-10-one

C20H19NO5 (353.12631640000006)

Alkaloid from the root bark of Citrus sinensis variety brasiliensis (navel orange). Citracridone I is found in sweet orange and citrus. Citracridone I is found in citrus. Citracridone I is an alkaloid from the root bark of Citrus sinensis var. brasiliensis (navel orange

2',2'-Dimethyl(pyrano-5',6':3:4)-1,5-dihydroxy-6-methoxy-10-methylacridone

3,12-Dihydro-6,11-dihydroxy-10-methoxy-3,3,12-trimethyl-7H-pyrano[2,3-c]acridin-7-one, 9ci

C20H19NO5 (353.12631640000006)

2,2-Dimethyl(pyrano-5,6:3:4)-1,5-dihydroxy-6-methoxy-10-methylacridone is found in citrus. 2,2-Dimethyl(pyrano-5,6:3:4)-1,5-dihydroxy-6-methoxy-10-methylacridone is an alkaloid from the roots of Citrus decumana (pummelo

2-[(1s,2s)-2-Carboxycyclopropyl]-3-(9h-Xanthen-9-Yl)-D-Alanine

(2S)-2-[(1S)-1-Amino-1-carboxy-2-(9H-xanthen-9-yl)ethyl]cyclopropane-1-carboxylate

C20H19NO5 (353.12631640000006)

D018377 - Neurotransmitter Agents > D018683 - Excitatory Amino Acid Agents > D018691 - Excitatory Amino Acid Antagonists

Chelidonine

24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14,16,21-hexaen-12-ol

C20H19NO5 (353.12631640000006)

Dioxamide

C20H19NO5 (353.12631640000006)

Sonodione

Isocorydione

C20H19NO5 (353.12631640000006)

6-((Z)-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]isoquinolin-5-ylidenemethyl)-2,3-dimethoxy-benzaldehyde|Berberin|berberinal|berberine

C20H19NO5 (353.12631640000006)

(+/-)-hypecorine|(??)-Hypecorine|6-methyl-6,9,7,8-tetrahydro-6H-spiro[[1,3]dioxolo[4,5-h]isochromene-7,5-[1,3]dioxolo[4,5-g]isoquinoline]|Hypecorin|Hypecorine

C20H19NO5 (353.12631640000006)

Isocorynoline

C20H19NO5 (353.12631640000006)

Dihydrofumariline

C20H19NO5 (353.12631640000006)

Pyranofoline

C20H19NO5 (353.12631640000006)

(+-)-Aobamin|(+-)-aobamine|(+/-)-aobamine|5-(6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-ylmethyl)-benzo[1,3]dioxole-4-carbaldehyde|Aobamin

C20H19NO5 (353.12631640000006)

2,3-Dihydrodauriporphine

C20H19NO5 (353.12631640000006)

4-(4-hydroxyphenoxy)phenyl 2-(5-hydroxypyridyl-2-oxy)propyl ether

C20H19NO5 (353.12631640000006)

C20H19NO5

C20H19NO5 (353.12631640000006)

2-demethyl-oxypalmatine

C20H19NO5 (353.12631640000006)

1,8-dihydroxy-6-(methyl)-3-methoxy-2-(pyrrolidinium-2-yl) anthraquinone

C20H19NO5 (353.12631640000006)

CHEMBL2208198

C20H19NO5 (353.12631640000006)

(S)-13-methoxy-5-methyl-4a,5,6,7-tetrahydro-4H-[1,3]dioxolo[4,5:4,5]benzo[1,2,3-de][1,3]dioxolo[4,5:3,4]benzo[1,2-g]quinoline|(S)-Ocominarine|Ocominarin|ocominarine

C20H19NO5 (353.12631640000006)

Methanone, (4-methoxyphenyl)(5,6,7-trimethoxy-1-isoquinolinyl)-

C20H19NO5 (353.12631640000006)

Fumarilicin

C20H19NO5 (353.12631640000006)

Isocerasonine

C20H19NO5 (353.12631640000006)

Protopin

C20H19NO5 (353.12631640000006)

Lennoxamine

C20H19NO5 (353.12631640000006)

Chelidonin

Chelidonine

C20H19NO5 (353.12631640000006)

Annotation level-1 http://casmi-contest.org/examples.shtml; CASMI2012 Example 1 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.627 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.621 Acquisition and generation of the data is financially supported by the Max-Planck-Society IPB_RECORD: 2461; CONFIDENCE confident structure IPB_RECORD: 921; CONFIDENCE confident structure Chelidonine, an isoquinoline alkaloid, can be isolated from Chelidonium majus L.. Chelidonine causes G2/M arrest and induces caspase-dependent and caspase-independent apoptosis, and prevents cell cycle progression of stem cells in Dugesia japonica. Chelidonine has cytotoxic activity against melanoma cell lines. with anticancer and antiviral activity[1][2][3]. Chelidonine, an isoquinoline alkaloid, can be isolated from Chelidonium majus L.. Chelidonine causes G2/M arrest and induces caspase-dependent and caspase-independent apoptosis, and prevents cell cycle progression of stem cells in Dugesia japonica. Chelidonine has cytotoxic activity against melanoma cell lines. with anticancer and antiviral activity[1][2][3].

isopapaveraldine

C20H19NO5 (353.12631640000006)

Guacoline

C20H19NO5 (353.12631640000006)

Bicuculline

C20H19NO5 (353.12631640000006)

Dehydrocapaurimine

C20H19NO5 (353.12631640000006)

Protopine

C20H19NO5 (353.12631640000006)

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].

NCGC00017389-03!

C20H19NO5 (353.12631640000006)

C20H19NO5_Spiro[7H-indeno[4,5-d]-1,3-dioxole-7,1(2H)-isoquinolin]-8(6H)-one, 3,4-dihydro-7-hydroxy-6-methoxy-2-methyl

NCGC00180342-02_C20H19NO5_Spiro[7H-indeno[4,5-d]-1,3-dioxole-7,1(2H)-isoquinolin]-8(6H)-one, 3,4-dihydro-7-hydroxy-6-methoxy-2-methyl-

C20H19NO5 (353.12631640000006)

C20H19NO5_1,3-Benzodioxolo[5,6-c][1,3]benzodioxolo[5,6-g]azecin-14(6H)-one, 5,7,8,15-tetrahydro-6-methyl

NCGC00385257-01_C20H19NO5_1,3-Benzodioxolo[5,6-c][1,3]benzodioxolo[5,6-g]azecin-14(6H)-one, 5,7,8,15-tetrahydro-6-methyl-

C20H19NO5 (353.12631640000006)

C20H19NO5_[1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol, 5b,6,7,12b,13,14-hexahydro-13-methyl-, (5bR,6S,12bS)

NCGC00167959-05_C20H19NO5_[1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol, 5b,6,7,12b,13,14-hexahydro-13-methyl-, (5bR,6S,12bS)-

C20H19NO5 (353.12631640000006)

3-methyl-8,10,20,22-tetraoxa-3-azapentacyclo[15.7.0.0⁵,¹³.0⁷,¹¹.0¹⁹,²³]tetracosa-1(17),5,7(11),12,18,23-hexaen-14-one

C20H19NO5 (353.12631640000006)

(+)-Chelidonine

C20H19NO5 (353.12631640000006)

Arcabucoine

C20H19NO5 (353.12631640000006)

chelidonine_major

C20H19NO5 (353.12631640000006)

6,11-dihydroxy-7-methoxy-2,2,5-trimethyl-5,10-dihydro-2H-1-oxa-5-azatetraphen-10-one

2',2'-Dimethyl(pyrano-5',6':3:4)-1,5-dihydroxy-6-methoxy-10-methylacridone

C20H19NO5 (353.12631640000006)

Xanthaline

Methanone,(6,7-dimethoxy-1-isoquinolinyl)(3,4-dimethoxyphenyl)-

C20H19NO5 (353.12631640000006)

D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids

Citra-I

7,11-dihydroxy-6-methoxy-2,2,5-trimethyl-5,10-dihydro-2H-1-oxa-5-azatetraphen-10-one

C20H19NO5 (353.12631640000006)

Honyumine

5,9-dihydroxy-10-methoxy-2,2,11-trimethyl-6,11-dihydro-2H-1-oxa-11-azatetracen-6-one

C20H19NO5 (353.12631640000006)

(S)-4-FMOC-3-MORPHOLINECARBOXYLIC ACID

C20H19NO5 (353.12631640000006)

Duometacin

C20H19NO5 (353.12631640000006)

4-(9H-fluoren-9-ylmethoxycarbonyl)morpholine-2-carboxylic acid

C20H19NO5 (353.12631640000006)

N-FMOC-5-AMINOLEVULINIC ACID

C20H19NO5 (353.12631640000006)

(2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone

C20H19NO5 (353.12631640000006)

Fmoc-D-cis-Hyp-OH

C20H19NO5 (353.12631640000006)

(R)-4-FMOC-3-MORPHOLINECARBOXYLIC ACID

C20H19NO5 (353.12631640000006)

LY341495

2-[(1s,2s)-2-Carboxycyclopropyl]-3-(9h-Xanthen-9-Yl)-D-Alanine

C20H19NO5 (353.12631640000006)

D018377 - Neurotransmitter Agents > D018683 - Excitatory Amino Acid Agents > D018691 - Excitatory Amino Acid Antagonists LY341495 is a metabotropic glutamate receptor (mGluR) antagonist with IC50s of 21 nM, 14 nM, 7.8 μM, 8.2 μM, 170 nM, 990 nM, 22 μM for mGlu2, mGlu3, mGlu1a, mGlu5a, mGlu8, mGlu7, and mGlu4 receptors, respectively[5].