(Q5169053)

Coptisine (English)

19 October 2016

C₁₉H₁₄NO₄⁺

1 reference

based on heuristic

inferred from SMILES

canonical SMILES

C1C[N+]2=C(C=C3C=CC4=C(C3=C2)OCO4)C5=CC6=C(C=C51)OCO6

1 reference

Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968

Coptisine (English)

19 October 2016

1 reference

Argemone mexicana

1 reference

Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968

Argemone platyceras

2 references

Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968

Alkaloids of the Papaveraceae. X. New alkaloids from Argemone gracilenta

Argemone polyanthemos

2 references

Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968

Alkaloids of the Papaveraceae. X. New alkaloids from Argemone gracilenta

Chelidonium majus

10 references

Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968

Distribution of alkaloids in Chelidonium majus and factors affecting their accumulation

Fast ion bombardment mass spectrometry of sanguinarine and coptisine fromChelidonium majus L. callus cells

Distribution of alkaloids in Chelidonium majus and factors affecting their accumulation

Cytotoxicity evaluation of natural coptisine and synthesis of coptisine from berberine

Determination of isoquinoline alkaloids in Chelidonium majus L. by ion-pair high-performance liquid chromatography

Stereochemistry of enzymic formation of the berberine bridge in protoberberine alkaloids

Reduction of ACh-induced contraction of rat isolated ileum by coptisine, (+)-caffeoylmalic acid, Chelidonium majus, and Corydalis lutea extracts

Chelidonium majus L.: components with in vitro affinity for the GABAA receptor. Positive cooperation of alkaloids

Qualitative and quantitative isotachophoretic analysis of some quaternary isoquinoline alkaloids1,2

Hunnemannia fumariifolia

1 reference

Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968

Glaucium squamigerum

2 references

Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968

Additional alkaloids from Glaucium squamigerum KAR. et KIR

Dicranostigma lactucoides

1 reference

Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968

Capnoides sempervirens

2 references

Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968

Adlumidiceine and adlumiceine: New alkaloids of narceine type

Corydalis cheilanthifolia

1 reference

Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968

Corydalis govaniana

1 reference

Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968

Papaver setigerum

2 references

Alkaloids from Papaver setigerum DC.

Alkaloids from Papaver rhopalothece used as folk medicine in Anatolia

Papaver orientale

2 references

Polar alkaloids from Papaver orientale L.

Alkaloids from Papaver rhopalothece used as folk medicine in Anatolia

Thalictrum minus

2 references

Berberine and other protoberberine alkaloids in callus tissue of Thalictrum minus

Quaternary Alkaloids from Thalictrum minus subsp. elatum (JACQ.) STOY. et STEFANOV

Coptis japonica

10 references

Berberine and other protoberberine alkaloids in callus tissue of Thalictrum minus

Differential Gene Expression in Rat Vascular Smooth Muscle Cells Following Treatment with Coptisine Exerts a Selective Antiproliferative Effect

Capillary electrophoretic analyses of alkaloids in commercial samples of Coptidis Rhizoma

The role of Coptidis Rhizoma extract in a renal ischemia-reperfusion model

High berberine-producing cultures of coptis japonica cells

Growth-inhibiting effects of Coptis japonica root-derived isoquinoline alkaloids on human intestinal bacteria

Antiphotooxidative activity of protoberberines derived from Coptis japonica makino in the chlorophyll-sensitized photooxidation of oil

Gastric-mucous membrane protection activity of coptisine derivatives

[Evaluation on equivalence of pharmacological properties between natural crude drugs and their cultured cells based on their components. Accelerative effect of lithospermi radix and inhibitory effect of coptidis rhizoma on proliferation of granulati

Differential Gene Expression in Rat Vascular Smooth Muscle Cells Following Treatment with Coptisine Exerts a Selective Antiproliferative Effect

Corydalis solida

1 reference

Alkaloids from Corydalis solida (L.) SW. mass spectrometry of quaternary benzylisoquinoline alkaloids

Fumaria judaica

5 references

Turkish Species of Fumaria L. and their Alkaloids VIII. Alkaloidsof Fumaria asepalaBoiss

Papaver nudicaule

1 reference

Alkaloids of Papaver nudicaule SUBSP. xanthopetalum (TRAUTV.) FEDDE and P. nudicaule SUBSP. album (REGEL) FEDDE from the section Scapiflora REICHB.

Papaver argemone

2 references

Alkaloids of Papaver argemone L. and Papaver pavoninum FISCH. et MEY. From the Argemonorhoeades FEDDE section

Alkaloids from Papaver rhopalothece used as folk medicine in Anatolia

Corydalis intermedia

2 references

Alkaloids from Corydalis nobilis (L.) PERS. and C. intermedia (L.) MÉRAT

Alkaloids ofCorydalis pseudoadunca andC. gortschakovii

Papaver kerneri

1 reference

On alkaloids of three Papaver species from the section Scapiflora REICHB.

Papaver albiflorum

2 references

Alkaloids from Papaver albiflorum PACZ. subsp. albiflorum and P. cf. stevenianum A. D. Mikheev

Alkaloids from Papaver rhopalothece used as folk medicine in Anatolia

Fumaria agraria

5 references

Alkaloids and organic acids content of eightFumaria species

Fumaria muralis

5 references

Alkaloids and organic acids content of eightFumaria species

Fumaria officinalis

5 references

Alkaloids and organic acids content of eightFumaria species

Fumaria parviflora

6 references

Alkaloids and organic acids content of eightFumaria species

Determination of alkaloids of Fumaria parviflora and Fumaria capreolata by high-performance liquid chromatography and capillary isotachophoresis

Few-flower fumitory, Earthsmoke

5 references

Alkaloids and organic acids content of eightFumaria species

Coptis chinensis

7 references

Differential Gene Expression in Rat Vascular Smooth Muscle Cells Following Treatment with Coptisine Exerts a Selective Antiproliferative Effect

Capillary electrophoretic analyses of alkaloids in commercial samples of Coptidis Rhizoma

Determination of quaternary alkaloids from Coptidis Rhizoma by capillary electrophoresis

Liquid chromatographic-electrospray mass spectrometric analysis of Coptidis Rhizoma

Application of analytical and preparative high-speed counter-current chromatography for separation of alkaloids from Coptis chinensis Franch

Cytotoxic effects of Coptis chinensis and Epimedium sagittatum extracts and their major constituents (berberine, coptisine and icariin) on hepatoma and leukaemia cell growth

hERG Channel Inhibitors in Extracts of Coptidis Rhizoma

Coptis deltoidea

2 references

Differential Gene Expression in Rat Vascular Smooth Muscle Cells Following Treatment with Coptisine Exerts a Selective Antiproliferative Effect

Capillary electrophoretic analyses of alkaloids in commercial samples of Coptidis Rhizoma

Coptis omeiensis

1 reference

Differential Gene Expression in Rat Vascular Smooth Muscle Cells Following Treatment with Coptisine Exerts a Selective Antiproliferative Effect

Coptis quinquefolia

2 references

Differential Gene Expression in Rat Vascular Smooth Muscle Cells Following Treatment with Coptisine Exerts a Selective Antiproliferative Effect

Protoberberine alkaloids from Fissistigma balansae

Coptis teeta

1 reference

Differential Gene Expression in Rat Vascular Smooth Muscle Cells Following Treatment with Coptisine Exerts a Selective Antiproliferative Effect

Fumaria densiflora

6 references

Fumaria densiflora DC. Alkaloids

Fumaflorine, a New 1-Benzylisoquinoline Alkaloid from Fumaria densiflora

Akelei

1 reference

Occurrence of magnoflorine and corytuberine in some wild or cultivated plants of Czechoslovakia

Corydalis caucasica

1 reference

Spirobenzylisoquinoline Alkaloids from Corydalis caucasica

Corydalis cava

2 references

Positive Cooperation of Protoberberine Type 2 Alkaloids fromCorydalis cavaon the GABAABinding Site

Alkaloids ofCorydalis pseudoadunca andC. gortschakovii

Pseudofumaria lutea

1 reference

Reduction of ACh-induced contraction of rat isolated ileum by coptisine, (+)-caffeoylmalic acid, Chelidonium majus, and Corydalis lutea extracts

Corydalis nobilis

2 references

Alkaloids from Corydalis nobilis (L.) PERS. and C. intermedia (L.) MÉRAT

Alkaloids ofCorydalis pseudoadunca andC. gortschakovii

Corydalis rutifolia

1 reference

Minor Alkaloids of Corydalis rutifolia (Sibth. and Sm.) D. C. subsp. kurdica Cullen and Davis of Turkish Origin

Corydalis turtschaninovii

2 references

Cytotoxic Principles fromSaussurea LappaandCorydalis Turtshaninovii f. Yanhusuo

Alkaloids ofCorydalis pseudoadunca andC. gortschakovii

Yan Hu Suo

2 references

Quantitative analysis of tertiary and quaternary alkaloids in Corydalis Tuber by ion-pair high-performance liquid chromatography and its application to an oriental pharmaceutical preparation

Alkaloids ofCorydalis pseudoadunca andC. gortschakovii

Fumaria capreolata

9 references

Isoquinoline alkaloids from cell suspension cultures of Fumaria capreolata

Determination of alkaloids of Fumaria parviflora and Fumaria capreolata by high-performance liquid chromatography and capillary isotachophoresis

Turkish Species of Fumaria and Their Alkaloids, V. Alkaloids from Fumaria capreolata and Fumaria asepala

Alkaloids from Fumaria capreolata and Fumaria bella

Turkish Species of Fumaria L. and their Alkaloids VIII. Alkaloidsof Fumaria asepalaBoiss

Fumaria indica

1 reference

Quaternary alkaloids of Fumaria indica

Fumaria petteri

1 reference

Turkish Species of Fumaria L. and their Alkaloids IX. Alkaloids of I;. parviflora Lam., F;. petteri Reichb. subsp. thuretii (Boiss.) Pugsley and F. kralikii Jordan

Fumaria sepium

1 reference

Alkaloids from Fumaria sepium and Fumaria agraria

Glaucium arabicum

1 reference

Minor alkaloids of Glaucium flavum

Hypecoum erectum

1 reference

The alkaloid compositions ofHypecoum erectum andH. lactiflorum

Hypecoum leptocarpum

1 reference

Alkaloids of the two Hypecoum L. species

Hypecoum procumbens

1 reference

Alkaloids of the two Hypecoum L. species

Meconopsis cambrica

1 reference

Alkaloids of Meconopsis cambrica (L.) VIG. and M. robusta HOOK. f. et THOMS.

Meconopsis robusta

1 reference

Alkaloids of Meconopsis cambrica (L.) VIG. and M. robusta HOOK. f. et THOMS.

Nandina domestica

1 reference

Alkaloids of tissue cultures of Nandina domestica

Papaver atlanticum

1 reference

Alkaloids from Papaver atlanticum BALL and Papaver glaucum BOISS. et HAUSKN.

Papaver glaucum

1 reference

Alkaloids from Papaver atlanticum BALL and Papaver glaucum BOISS. et HAUSKN.

Papaver pavoninum

1 reference

Alkaloids of Papaver argemone L. and Papaver pavoninum FISCH. et MEY. From the Argemonorhoeades FEDDE section

Papaver tatricum

1 reference

On alkaloids of three Papaver species from the section Scapiflora REICHB.

Bloodroot

1 reference

Involvement of protein kinase and G proteins in the signal transduction of benzophenanthridine alkaloid biosynthesis

Stylophorum diphyllum

1 reference

Minor alkaloids from Stylophorum diphyllum (MICHX.) NUTT.

Stylophorum lasiocarpum

1 reference

Alkaloids from Stylophorum lasiocarpum (OLIV.) FEDDE

Thalictrum glandulosissimum

1 reference

Quaternary Alkaloids of Thalictrum glandulosissimum

Corydalis ternata

2 references

Benzylisoquinoline alkaloids from the tubers of Corydalis ternata and their cytotoxicity

Alkaloids ofCorydalis pseudoadunca andC. gortschakovii

Zanthoxylum nitidum

1 reference

Simultaneous analysis of alkaloids from Zanthoxylum nitidum by high performance liquid chromatography-diode array detector-electrospray tandem mass spectrometry

Argemone alba

1 reference

Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968

Corydalis pallida

1 reference

Alkaloids ofCorydalis pseudoadunca andC. gortschakovii

Corydalis ophiocarpa

1 reference

Alkaloids ofCorydalis pseudoadunca andC. gortschakovii

Corydalis incisa

1 reference

Alkaloids ofCorydalis pseudoadunca andC. gortschakovii

Corydalis dasyptera

1 reference

Alkaloids ofCorydalis pseudoadunca andC. gortschakovii

Corydalis decumbens

1 reference

Alkaloids ofCorydalis pseudoadunca andC. gortschakovii

Papaver rupifragum

1 reference

Alkaloids from Papaver rhopalothece used as folk medicine in Anatolia

Papaver lecoqii

2 references

Alkaloids from Papaver rhopalothece used as folk medicine in Anatolia

Alkaloids from Papaver albiflorum PACZ. subsp. albiflorum and P. cf. stevenianum A. D. Mikheev

Corydalis remota

1 reference

Alkaloids ofCorydalis pseudoadunca andC. gortschakovii

Corydalis repens

1 reference

Alkaloids ofCorydalis pseudoadunca andC. gortschakovii

Corydalis ledebouriana

1 reference

Alkaloids ofCorydalis pseudoadunca andC. gortschakovii

Corydalis longicalcarata

1 reference

Alkaloids ofCorydalis pseudoadunca andC. gortschakovii

Corydalis adunca

1 reference

Alkaloids ofCorydalis pseudoadunca andC. gortschakovii

Mahonia bealei

1 reference

New Alkaloids From Berberis orthobotrys

Papaver confine

2 references

Alkaloids from Papaver rhoeas var. chelidonioides O. KUNTZE, P. confine JORD., and P. dubium L.

Alkaloids from Papaver rhopalothece used as folk medicine in Anatolia

Papaver setiferum

1 reference

Alkaloids from Papaver rhopalothece used as folk medicine in Anatolia

Papaver bracteatum

1 reference

Alkaloids from Papaver bracteatum LINDL.

Papaver dubium

1 reference

Alkaloids from Papaver rhoeas var. chelidonioides O. KUNTZE, P. confine JORD., and P. dubium L.

Berberis bealei

1 reference

New Alkaloids From Berberis orthobotrys

Coptis chinensis var. brevisepala

1 reference

Differential Gene Expression in Rat Vascular Smooth Muscle Cells Following Treatment with Coptisine Exerts a Selective Antiproliferative Effect

Corydalis uniflora

1 reference

Minor Alkaloids of Corydalis rutifolia (Sibth. and Sm.) D. C. subsp. kurdica Cullen and Davis of Turkish Origin

Platycapnos spicata

1 reference

Alkaloids and organic acids content of eightFumaria species

Platycapnos spicatus

1 reference

Alkaloids and organic acids content of eightFumaria species

Papaver guerlekense

1 reference

Alkaloids from Papaver rhopalothece used as folk medicine in Anatolia

Papaver rhoeas

4 references

Alkaloids from Papaver rhopalothece used as folk medicine in Anatolia

Adlumidiceine and adlumiceine: New alkaloids of narceine type

Alkaloids from Egyptian Papaver rhoeas.

Alkaloids from TurkishPapaver rhoeas

Commons category

Coptisine

0 references

Identifiers

InChI

InChI=1S/C19H14NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,5-8H,3-4,9-10H2/q+1

1 reference

Coptisine (English)

19 October 2016

2 references

Coptisine (English)

19 October 2016

ChEBI release 2020-09-01

2 references

coptisine (English)

19 October 2016

https://commonchemistry.cas.org/detail?cas_rn=3486-66-6

9 April 2021

1 reference

Coptisine (English)

19 October 2016

2 references

Coptisine (English)

19 October 2016

ChEBI ID

67862

mapping relation type

2 references

coptisine (English)

19 October 2016

International Chemical Identifier

InChI

InChI=1S/C19H14NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,5-8H,3-4,9-10H2/q+1

1 reference

COPTISINE (English)

19 October 2016

2 references

inferred from InChIKey

MSBNK-Univ_Toyama-TY000044

1 reference

MassBank accession ID

0 references

MSBNK-Univ_Toyama-TY000106

0 references

SPLASH

splash10-00di-0009000000-a2935cf0eeab228992d9

0 references

splash10-00r6-0059000000-0f09d1a4ebd9085c2623

0 references

HSDB ID

8323

1 reference

Hazardous Substances Data Bank

28 October 2019

Coptisine (English)

10 May 2021

2 references

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

DSSTOX compound identifier

0 references

2 references

inferred from InChIKey

UNII

0GCL71VN14

2 references

Global Substance Registration System

UNII

0GCL71VN14

coptisine (English)

19 October 2016

0 references

1 reference

https://docs.openalex.org/download-snapshot/snapshot-data-format

coptisine (English)

19 October 2016

0 references

0 references

1 reference

9 July 2020

Microsoft Academic ID

0 references

1 reference

26 January 2022

1 reference

4D9X (English)

19 October 2016

1 reference

4P1D (English)

19 October 2016

1 reference

4L5K (English)