protopine (Q390706)

Gene Ontology release 2020-05-02

Rhea release 113

chemical structure

Protopine structure.svg
228 × 152; 29 KB

0 references

mass

353.126323 dalton

1 reference

protopine (English)

5 October 2016

C₂₀H₁₉NO₅

1 reference

protopine (English)

5 October 2016

CN1CCC2=CC3=C(C=C2C(=O)CC4=C(C1)C5=C(C=C4)OCO5)OCO3

1 reference

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

protopine (English)

5 October 2016

1 reference

Argemone aenea

1 reference

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

Chelidonium majus

15 references

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

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

Reversed-phase high-performance liquid chromatographic separation of tertiary and quaternary alkaloids from Chelidonium majus L.

(-)-Turkiyenine, a New Alkaloid from Chelidonium majus

Corydine and norcorydine from the roots of Chelidonium majus

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

Figure 1: Chelidonium majus.

Minor alkaloids from Chelidonium majus L.

Analytical studies of ( )-chelidonine, protopine, and l-stylopine in Chelidonium majus growing in georgia using high-performance liquid chromatography

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

Ueber die Alkaloide von Chelidonium majus

Über Papaveraceenalkaloide. Über die Alkaloide vonChelidonium majus

Corydine and norcorydine from the roots of Chelidonium majus

Alkaloids from Chelidonium majus and their inhibitory effects on LPS-induced NO production in RAW264.7 cells.

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

Corydalis govaniana

2 references

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

Alkaloids of Corydalis govaniana

Papaver setigerum

2 references

Alkaloids from Papaver setigerum DC.

Alkaloids of Cell Suspensions Derived from Four Papaver spp. and the Effect of Temperature Stress

Fumaria judaica

1 reference

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

Caltha palustris

1 reference

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

Papaver atlanticum

2 references

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

Alkaloide der Mohngewächse (Papaveraceae) XXIX. Über die Alkaloide einiger Papaver-Arten

Fumaria agraria

5 references

Alkaloids and organic acids content of eightFumaria species

Alkaloids from Fumaria sepium and Fumaria agraria

THE ALKALOIDS OF FUMARIACEOUS PLANTS: XV. DICENTRA CHRYSANTHA WALP. AND DICENTRA OCHROLEUCA ENGELM

Fumaria capreolata

9 references

Alkaloids and organic acids content of eightFumaria species

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

THE ALKALOIDS OF FUMARIACEOUS PLANTS: XV. DICENTRA CHRYSANTHA WALP. AND DICENTRA OCHROLEUCA ENGELM

Fumaria densiflora

7 references

Alkaloids and organic acids content of eightFumaria species

Alkaloids of Fumaria densiflora

Fumaria densiflora DC. Alkaloids

Fumaria densiflora DC. Alkaloids

THE ALKALOIDS OF FUMARIACEOUS PLANTS: XV. DICENTRA CHRYSANTHA WALP. AND DICENTRA OCHROLEUCA ENGELM

Fumaria muralis

4 references

Alkaloids and organic acids content of eightFumaria species

THE ALKALOIDS OF FUMARIACEOUS PLANTS: XV. DICENTRA CHRYSANTHA WALP. AND DICENTRA OCHROLEUCA ENGELM

Fumaria officinalis

7 references

Alkaloids and organic acids content of eightFumaria species

Alkaloids of fumaria officinalis

Alkaloids of fumaria officinalis

1H and 13C NMR signal assignment of benzylisoquinoline alkaloids from Fumaria officinalis L. (Papaveraceae).

THE ALKALOIDS OF FUMARIACEOUS PLANTS: XV. DICENTRA CHRYSANTHA WALP. AND DICENTRA OCHROLEUCA ENGELM

Fumaria parviflora

7 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

New Alkaloids From Fumaria parviflora

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

THE ALKALOIDS OF FUMARIA MURALIS

Alkaloids ofFumaria parviflora

Corydalis orthopoda

1 reference

Chingazumianine, a Novel Dichlorinated Alkaloid fromCorydalis koidzumiana

Corydalis decumbens

8 references

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Determination of quaternary and tertiary alkaloids in Corydalis decumbens by reversed-phase high-performance liquid chromatography

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Fumaria indica

7 references

Alkaloidal constituents of Fumaria indica

Alkaloids of Fumaria indica

Constituents of Indian and other plants

Alkaloids of Fumaria indica: Further Studies on Narceimine and Narlumidine

THE ALKALOIDS OF FUMARIACEOUS PLANTS: XV. DICENTRA CHRYSANTHA WALP. AND DICENTRA OCHROLEUCA ENGELM

Arctomecon californica

1 reference

Alkaloids of Arctomecon species (Papaveraceae). 12-methoxyallocryptopine, a new protopine-type alkaloid

Arctomecon humilis

1 reference

Alkaloids of Arctomecon species (Papaveraceae). 12-methoxyallocryptopine, a new protopine-type alkaloid

Argemone subfusiformis

1 reference

Alkaloidal content of argentine Argemone

Corydalis ledebouriana

8 references

Corledine — A new alkaloid fromCorydalis ledebouriana

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis racemosa

7 references

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis sewerzowii

7 references

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis stricta

9 references

Alkaloids from Corydalis ambigua

Alkaloids from the Seeds of Corydalis stricta

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Dactylicapnos torulosa

2 references

Alkaloids from Dactylicapnos torulosa

Alkaloids from Dactylicapnos torulosa

Glaucium grandiflorum

4 references

Corunnine and pontevedrine, two new aporphine alkaloids from glaucium flavum Cr. var. Vestitum.

Alkaloids of Glaucium grandiflorum

A study of the alkaloids of Glaucium flavum the structure of glauvine

Alkaloids ofGlaucium corniculatum andG. flavum growing in Georgia

Platycapnos saxicola

2 references

Phytochemical variations within populations of Platycapnos saxicola Willk.

Alkaloids from Platycapnos spicata

Arctomecon humile

1 reference

Alkaloids of Arctomecon species (Papaveraceae). 12-methoxyallocryptopine, a new protopine-type alkaloid

1 reference

1 reference

1 reference

1 reference

Secondary metabolites from marine organisms

Berberis empetrifolia

1 reference

Chilenine: An isoindolobenzazepine alkaloid

Berberis laurina

1 reference

Alkaloidal Content of Four Berberis Species. Structure of Berberilaurine, a New Bisbenzyltetrahydroisoquinoline

Bocconia frutescens

3 references

A CHEMICAL STUDY OF BOCCONIA LATISEPALA WATS.

The alkaloids of bocconia frutescens L

Alkaloids from Bocconia frutescens L.

Bocconia latisepala

1 reference

A CHEMICAL STUDY OF BOCCONIA LATISEPALA WATS.

Ceratocapnos heterocarpa

1 reference

Alkaloids from Ceratocapnos heterocarpa plants and in vitro cultures

Corydalis bulbosa

1 reference

Minor Alkaloids of Corydalis bulbosa, Structure of Bulbodione

Corydalis bulleyana

1 reference

Chemical Study on Alkaloids from Corydalis bulleyana

Corydalis bungeana

10 references

Chemical Study of Alkaloids from Corydalis bungeana

Flavonoid glycosides and isoquinolinone alkaloids from Corydalis bungeana

Large-scale separation of alkaloids from Corydalis bungeana Turcz. by pH-zone-refining counter-current chromatography.

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis caucasica

1 reference

Alkaloids of Merendera caucasica

Corydalis cheilanthifolia

1 reference

Alkaloids ofCorydalis cheilanthifolia

Corydalis intermedia

8 references

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

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis meifolia

1 reference

The alkaloids of Corydalis meifolia.

Corydalis nobilis

8 references

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

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis pallida

9 references

Alkaloids of Corydalis pallida var. sparsimamma and the structure and stereochemistry of pallimamine

Constituents of Corydalis sps. VII. : Studies on the Constituents of Corydalis pallida PERS. var. tenuis YATABE

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis paniculigera

1 reference

Alkaloids ofCorydalis paniculigera

Corydalis pseudoadunca

8 references

Alkaloids ofCorydalis pseudoadunca

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis ramosa

2 references

Alkaloids from Corydalis ambigua

Alkaloids from Corydalis Incisa

Corydalis remota

8 references

Alkaloids from Corydalis remota

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis repens

8 references

Chemical Study on Alkaloids from Corydalis bulleyana

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis rutifolia

1 reference

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

Corydalis speciosa

1 reference

Acetylcholinesterase inhibitors from the aerial parts of Corydalis speciosa

Corydalis balansae

2 references

New tetrahydroprotoberberine N-oxide alkaloids and cytotoxic constituents of Corydalis tashiroi

Studies on the Alkaloids of Formosan Corydalis Species: Part III. Alkaloids ofCorydalis TashiroiMakino

Corydalis ternata

10 references

Cytotoxic components from stem bark of Magnolia obovata

Benzylisoquinoline alkaloids from the tubers of Corydalis ternata and their cytotoxicity

Benzylisoquinoline alkaloids from the tubers of Corydalis ternata and their cytotoxicity

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis thyrsiflora

1 reference

Isoquinoline Alkaloids from Corydalis taliensis.

Yan Hu Suo

10 references

Anti-thrombic action of methanol extract and alkaloidal components from Corydalis tuber

Characterization of aromatase binding agents from the dichloromethane extract of Corydalis yanhusuo using ultrafiltration and liquid chromatography tandem mass spectrometry.

Acetylcholinesterase inhibitors from Corydalis yanhusuo

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Dicentra peregrina

1 reference

Nerium species Oleander

Fumaria asepala

2 references

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

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

Fumaria bracteosa

1 reference

Alkaloids of Fumaria bracteosa.

Fumaria gaillardotii

1 reference

Turkish Species of Fumaria L. and Their Alkaloids II. Alkaloids of Fumaria Gaillardotii Biss

Fumaria kralikii

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 macrosepala

1 reference

Alkaloids from Ceratocapnos heterocarpa plants and in vitro cultures

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 rostellata

2 references

Alkaloids From Fumaria macrocarpa

Alkaloids from Fumaria judaica

Fumaria sepium

1 reference

Alkaloids from Fumaria sepium and Fumaria agraria

Glaucium arabicum

4 references

Minor alkaloids of Glaucium flavum

A study of the alkaloids of Glaucium flavum the structure of glauvine

Alkaloids ofGlaucium corniculatum andG. flavum growing in Georgia

Corunnine and pontevedrine, two new aporphine alkaloids from glaucium flavum Cr. var. Vestitum.

Glaucium fimbrilligerum

9 references

Alkaloids of Glaucium fimbrilligerum

Alkaloids ofGlaucium fimbrilligerum. II

( )-Bulbocapnine-β-N-oxide fromGlaucium fimbrilligerum

Alkaloids ofGlaucium fimbrilligerum. II

Alkaloids ofGlaucium fimbrilligerum

Alkaloids of the Papaveraceae. XLVI. Alkaloids from Glaucium fimbrilligerum BOISS.

A study of the alkaloids of Glaucium flavum the structure of glauvine

Alkaloids ofGlaucium corniculatum andG. flavum growing in Georgia

Corunnine and pontevedrine, two new aporphine alkaloids from glaucium flavum Cr. var. Vestitum.

Hunnemannia fumariifolia

1 reference

Hypecoum erectum

3 references

Alkaloids ofHypecoum erectum, the structure of hyperectine

The alkaloid compositions ofHypecoum erectum andH. lactiflorum

Alkaloids of Hypecoum erectum structure of hypecorine and hypecorinine

Hypecoum imberbe

1 reference

Nitrotyrasanguinarine: An Unusual Nitrated Benzophenanthridine Alkaloid from Hypecoum Species

Hypecoum lactiflorum

1 reference

The alkaloid compositions ofHypecoum erectum andH. lactiflorum

Meconopsis robusta

1 reference

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

Papaver glaucum

1 reference

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

Papaver kerneri

1 reference

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

Papaver laestadianum

1 reference

Alkaloid chemotaxonomy of Nordic Papaver sect. Scapiflora (Papaveraceae)

Papaver lapponicum

1 reference

Alkaloid chemotaxonomy of Nordic Papaver sect. Scapiflora (Papaveraceae)

Papaver lateritium

1 reference

Alkaloids and Bioactivity ofPapaver lateritiumOccurring in Turkey

Papaver nudicaule

5 references

Alkaloids of Cell Suspensions Derived from Four Papaver spp. and the Effect of Temperature Stress

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

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

ISOLIERUNG DER ALKALOIDE AUS EINIGEN PAPAVERARTEN DER SEKTIONSCAPIFLORAREICHB. – Isolierung der Alkaloide aus einigen Papaverarten VI1

ISOLIERUNG DER ALKALOIDE AUS EINIGEN ARTEN DER GATTUNGPAPAVER

Papaver oreophilum

1 reference

Alkaloids from the roots of Stemona saxorum

Papaver pavoninum

3 references

Isolation of N2-Methyl-1, 2, 3, 4-tetrahydro-beta-carboline from Papaver pavoninum

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

Alkaloids from Papaver setigerum DC.

Papaver tatricum

1 reference

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

Rupicapnos africana

1 reference

Alkaloids from Ceratocapnos heterocarpa plants and in vitro cultures

Bloodroot

4 references

In vitro susceptibility of Helicobacter pylori to isoquinoline alkaloids from Sanguinaria canadensis and Hydrastis canadensis.

Characterization of Sanguinaria canadensis L. fluid extract by FAB mass spectrometry

The Analysis of Cell Contents of Some Papaveraceous Plants by Newly Devised Automated Histochemical Chromatography

Alkaloide der mohngewächse (Papaveraceae) XVII. Über neue alkaloide aus Sanguinaria canadensis L.

Sarcocapnos crassifolia

3 references

Alkaloids of Sarcocapnos crassifolia subsp. speciosa

Alkaloids from Ceratocapnos heterocarpa plants and in vitro cultures

Stylophorum diphyllum

3 references

Minor alkaloids from Stylophorum diphyllum (MICHX.) NUTT.

Beiträge zur Chemie des Stylophorum diphyllum

Alkaloide der mohngewächse (Papaveraceae) XX. Über die alkaloide aus Stylophorum diphyllum (MICHX.) NUTT.

Stylophorum lasiocarpum

1 reference

Alkaloids from Stylophorum lasiocarpum (OLIV.) FEDDE

Thalictrum delavayi

1 reference

Isoquinoline alkaloids from Thalictrum delavayi

Thalictrum foetidum

1 reference

Alkaloids of Thalictrum foetidum

Thalictrum rugosum

1 reference

Alkaloids of Thalictrum XXX. Eleven Minor Alkaloids From Thalictrum rugosum

Argemone grandiflora

1 reference

The alkaloids of Argemone grandiflora

Argemone munita

1 reference

Alkaloids of argemone subintegrifolia and A. munita

Hylomecon japonicum

1 reference

Alkaloids and a sterol from Chelidonium japonicum

Corydalis ambigua

2 references

Ueber das Protopin der japanischen Corydalisknollen: Corydalis Vernyi

Studies on the Components of Corydalis spp. II

Corydalis calliantha

1 reference

Antiplasmodial agents from the Bhutanese medicinal plant Corydalis calliantha.

Corydalis campulicarpa

1 reference

Studies on the Alkaloids of Formosan Corydalis Species. I. : Alkaloids of Corydalis campulicarpa HAYATA

Corydalis incisa

2 references

Morphinandienone alkaloids from Corydalis incisa

Alkaloids of Corydalis incisa PERS. I. On the Nonphenolic Tertiary Bases

Corydalis ophiocarpa

8 references

Formation of alkaloids in Corydalis ophiocarpa callus culture

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis saxicola

1 reference

Two new quaternary alkaloids and anti-hepatitis B virus active constituents from Corydalis saxicola

Dicentra formosa

1 reference

Ueber die Alkaloide von Dicentra formosa (Andr.) D.C.

Zanthoxylum vitiense

2 references

Chloroform-soluble alkaloids of Fagara vitiensis

Alkaloid and triterpenes from Zanthoxylum parvifoliolum

Galanthus trojanus

1 reference

Antiprotozoal alkaloids from Galanthus trojanus

Papaver pseudo-orientale

1 reference

Alkaloids from the roots of Papaver pseudo-orientale (FEDDE) MEDW.

Papaver strigosum

1 reference

Alkaloide der Mohngewächse (Papaveraceae) XXIX. Über die Alkaloide einiger Papaver-Arten

Platystemon californicus

1 reference

Alkaloide der Mohngewächse (Papaveraceae) XXIV. Über die Alkaloide aus Platystemon californicus BENTH.

Stylomecon heterophylla

1 reference

Alkaloide der Mohngewächse (Papaveraceae) XXXVII. Über die Alkaloide aus Stylomecon heterophylla (BENTH.) G. TAYL., Hylomecon vernalis MAXIM. und aus den Blättern von Sanguinaria canadensis L.

Cyclea atjehensis

1 reference

( )-N-Formylnornantenine, a New Aporphine Alkaloid from Cyclea atjehensis

Thalictrum simplex

1 reference

Two New Pavine Alkaloids from Thalictrum simplex

Thalictrum minus

1 reference

Alkaloids of Thalictrum minus

Thalictrum revolutum

1 reference

Alkaloids of Thalictrum. XXXII. Isolation and Identification of Alkaloids From Thalictrum revolutum DC. Fruit

Hylomecon japonica

1 reference

Alkaloids and a sterol from Chelidonium japonicum

Corydalis cornuta

1 reference

Two Spirobenzylisoquinoline Alkaloids from Corydalis stewartii

Corydalis gigantea

7 references

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Fumaria bastardii

3 references

THE ALKALOIDS OF FUMARIACEOUS PLANTS: XV. DICENTRA CHRYSANTHA WALP. AND DICENTRA OCHROLEUCA ENGELM

Fumaria schleicheri

3 references

THE ALKALOIDS OF FUMARIACEOUS PLANTS: XV. DICENTRA CHRYSANTHA WALP. AND DICENTRA OCHROLEUCA ENGELM

Corydalis sheareri

7 references

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis glaucescens

7 references

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis integra

7 references

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis esquirolii

7 references

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis longicalcarata

7 references

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Corydalis adunca

7 references

Effects of alkaloids fromCorydalis decumbens on contraction and electrophysiology of cardiac myocytes

Chemical Study on the Alkaloids of Corydalis hsuchowensis

Platycapnos spicatus

4 references

Phytochemical variations within populations of Platycapnos saxicola Willk.

Alkaloids from Ceratocapnos heterocarpa plants and in vitro cultures

Alkaloids from Platycapnos spicata

Alkaloids and organic acids content of eightFumaria species

Papaver pseudocanescens

1 reference

On alkaloids from Papaver pseudocanescens M. POP.

Fumaria

1 reference

Centrifugal thin-layer chromatography of alkaloids from vegetable sources using an aluminium oxide layer

Corydalis

1 reference

Alkaloids ofKorolkovia severtzovii structure of korsidine

Thalictrum dasycarpum

1 reference

Alkaloids of Thalictrum XXX. Eleven Minor Alkaloids From Thalictrum rugosum

Eschscholzia californica

8 references

Therapeutic Potential of Eschscholtziae Californicae Herba

Alkaloid Production During Plantlets Development of Eschscholtzia californica Cham.

A comparative investigation on alkaloid composition in different populations of Eschscholtzia californica cham.

Direct characterization of isoquinoline alkaloids in a crude plant extract by ion-pair liquid chromatography-electrospray ionization tandem mass spectrometry: example of Eschscholtzia californica

HPLC Analysis of the main alkaloids from Eschscholtzia Californica cham

Analytical and quantitative studies of californin and protopin in aerial part extracts of Eschscholtzia californica Cham. with high-performance liquid chromatography

Flavonoids from Eschscholtzia californica

Capillary zone electrophoretic analysis of the main alkaloids fromEschscholtzia californica

Glaucium elegans

1 reference

Alkaloide der mohngewächse (Papaveraceae) XV. Über die alkaloide aus Glaucium elegans FISCH. et MEY.

Corydalis heterocarpa var. japonica

1 reference

[Studies on the alkaloids of fumariaces plants. XII. Alkaloids of Corydalis platycarpa Makino. 3. On the tertiary base]

Papaver dahlianum

1 reference

Alkaloid chemotaxonomy of Nordic Papaver sect. Scapiflora (Papaveraceae)

Papaver radicatum

1 reference

Alkaloid chemotaxonomy of Nordic Papaver sect. Scapiflora (Papaveraceae)

Papaver orientale

3 references

Alkaloids from the roots of Papaver pseudo-orientale (FEDDE) MEDW.

Alkaloids of Papaver orientale L

Ueber die Nebenalkaloide von Papaver orientale

Papaver bracteatum

6 references

Alkaloids from Papaver bracteatum LINDL.

Alpinine, epialpinine and other alkaloids from Papaver bracteatum

Alkaloids of Cell Suspensions Derived from Four Papaver spp. and the Effect of Temperature Stress

The alkaloidal constituents of Papaver bracteatum arya II

Tissue culture of Papaver bracteatum. II. Growth and lakaloid production of the cultured cells of Papaver bracteatum.

Growth and Alkaloid Production of the Cultured Cells of Papaver bracteatum

Papaver confine

1 reference

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

Papaver curviscapum

1 reference

A New Protopine Alkaloid from TurkishPapaver curviscapum:1-Methoxyallocryptopin

Hypecoum procumbens

4 references

(-)-Corydalisol: a New Secoberbine Alkaloid

(±)-8-oxohypecorinine from Hypecoum procumbens var. glaucescens

Alkaloids of the two Hypecoum L. species

Alkaloide der mohngewächse (Papaveraceae) XVIII. Alkaloide aus Hypecoum procumbens L. und H. leptocarpum HOOK. F. et THOMS.

Papaver guerlekense

1 reference

Alkaloids from Papaver rhopalothece used as folk medicine in Anatolia

Sarcocapnos saetabensis

3 references

Alkaloids from Sarcocapnos saetabensis

Alkaloids from Ceratocapnos heterocarpa plants and in vitro cultures

Hypecoum leptocarpum

3 references

Alkaloids from Hypecoum leptocarpum

Five alkaloids from Hypecoum leptocarpum

Alkaloids of the two Hypecoum L. species

Papaver pinnatifidum

1 reference

Alkaloids from Papaver pinnatifidum MORIS

Sarcocapnos baetica

3 references

Alkaloids from Ceratocapnos heterocarpa plants and in vitro cultures

Alkaloids from Sarcocapnos saetabensis

Sarcocapnos enneaphylla

3 references

Alkaloids from Ceratocapnos heterocarpa plants and in vitro cultures

Alkaloids from Sarcocapnos enneaphylla

Papaver argemone

1 reference

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

Hypecoum pendulum

1 reference

( )-Oxoturkiyenine: an Isoquinoline-Derived Alkaloid from Hypecoum pendulum

Papaver albiflorum

2 references

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

Alkaloids from Papaver albiflorum subsp. austromoravicum KUBÁT, P. albiflorum PACZ. subsp. albiflorum and P. lecoquii LAMOTTE

Papaver somniferum

3 references

Alkaloids of Cell Suspensions Derived from Four Papaver spp. and the Effect of Temperature Stress

Alkaloids from Agrobacterium rhizogenes-transformed Papaver somniferum cultures

Benzylisoquinoline alkaloids from the papaveraceae: the heritage of Johannes Gadamer (1867-1928).

Papaver persicum

1 reference

Isolierung und Chemie der Alkaloide einiger Papaverarten XXXVII. Alkaloide aus den Arten Papaver persicum LINDL. und P. caucasicum MARSCH.-BIEB.

Argemone alba

1 reference

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

Argemone mexicana

8 references

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

Protopine and allocryptopine from Argemone mexicana

Two new protopines argemexicaines A and B and the anti-HIV alkaloid 6-acetonyldihydrochelerythrine from formosan Argemone mexicana

Different Effects of Some Isoquinoline Alkaloids fromArgemone mexicana on Electrically Induced Contractions of Isolated Guinea-pig Ileum

Isoquinoline alkaloids from Argemone mexicana reduce morphine withdrawal in guinea pig isolated ileum

THE ALKALOIDS OF ARGEMONE MEXICANA

On the minor alkaloids from Argemone mexicana L.

DOES “ARGEMONE MEXICANA” CONTAIN MORPHINE?

Glaucium flavum

9 references

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

Alkaloids ofGlaucium flavium

Alkaloids ofGlaucium corniculatum andG. flavum growing in Georgia

Minor alkaloids of Glaucium flavum

Revealing the anti-tumoral effect of Algerian Glaucium flavum roots against human cancer cells

Identification and quantification of the main active anticancer alkaloids from the root of Glaucium flavum.

Ueber die Alkaloide von Glaucium luteum

A study of the alkaloids of Glaucium flavum the structure of glauvine

Corunnine and pontevedrine, two new aporphine alkaloids from glaucium flavum Cr. var. Vestitum.

Few-flower fumitory, Earthsmoke

11 references

Alkaloids ofFumaria vaillantii

Alkaloids of Fumaria vaillantii

Hepatoprotective potential of Fumaria indica Pugsley whole plant extracts, fractions and an isolated alkaloid protopine

Alkaloidal constituents of Fumaria indica

Isolation of protopine from Fumaria vaillantii by the ion-exchange method

Alkaloids of Fumaria vaillantii structure of vaillantine

Stem Alkaloids ofFumaria indicaand their Biological Activity

Method for the quantitative determination of protopine in Fumaria vaillantii

Alkaloids and organic acids content of eightFumaria species

Benzylisoquinoline alkaloids from the papaveraceae: the heritage of Johannes Gadamer (1867-1928).

Argemone platyceras

1 reference

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

Argemone polyanthemos

2 references

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

On alkaloids from Argemone polyanthemos (FEDDE) OWNB.

Glaucium corniculatum

9 references

Corunnine and pontevedrine, two new aporphine alkaloids from glaucium flavum Cr. var. Vestitum.

Alkaloids ofGlaucium corniculatum andG. flavum growing in Georgia

Alkaloids of Glaucium grandiflorum

A study of the alkaloids of Glaucium flavum the structure of glauvine

Alkaloids of Papaveraceae, XII. Alkaloids of Glaucium corniculatum subspecies Refractum, Population Pol-Dokhtar

Minor alkaloids of Glaucium flavum

Alkaloids from Glaucium corniculatum (L.) of Egyptian origin

Alkaloids ofGlaucium corniculatum

Alkaloids of the Papaveraceae. XLVIII. (-)-Stylopine methohydroxide, a new alkaloid from Glaucium corniculatum CURT.

Corydalis vaginans

3 references

Alkaloids from Corydalis ambigua

Alkaloids from Corydalis Incisa

Alkaloids of Corydalis vaginans

Corydalis uniflora

1 reference

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

Papaver rhoeas

6 references

Alkaloids from Papaver rhopalothece used as folk medicine in Anatolia

Isolierung der Alkaloide aus Papaver rhoeas L. und P. dubium L.

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

Alkaloids from Egyptian Papaver rhoeas.

Characterization of alkaloids from the roots of Papaver rhoeas L.

Alkaloide der Mohngewächse (Papaveraceae) XXIX. Über die Alkaloide einiger Papaver-Arten

Papaver heterophyllum

1 reference

Alkaloide der Mohngewächse (Papaveraceae) XXXVII. Über die Alkaloide aus Stylomecon heterophylla (BENTH.) G. TAYL., Hylomecon vernalis MAXIM. und aus den Blättern von Sanguinaria canadensis L.

Papaver canescens

1 reference

On alkaloids from Papaver pseudocanescens M. POP.

Capnoides sempervirens

3 references

Adlumidiceine and adlumiceine: New alkaloids of narceine type

Phenolic amides and isoquinoline alkaloids from Corydalis sempervirens

Isolierung und Identifizierung der Alkaloide aus Corydalis sempervirens (L.) PERS. (C. glauca PURSCH)

Ceratocapnos claviculata

1 reference

Alkaloids from Ceratocapnos heterocarpa plants and in vitro cultures

Lamprocapnos spectabilis

2 references

Fungitoxic alkaloids from Hokkaido Papaveraceae

Nerium species Oleander

Corydalis solida

1 reference

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

1 reference

2 references

Isolierung der Alkaloide aus Papaver rhoeas L. und P. dubium L.

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

Corydalis cava

4 references

Alkaloids from Corydalis cava (L.) SCHW. et KOERTE

Isolation and chemistry of alkaloids from plants of the family papaveraceae LXVII: Corydalis cava (L.) Sch. et K. (C. tuberosa DC)

Minor Alkaloids of Corydalis bulbosa, Structure of Bulbodione

Benzylisoquinoline alkaloids from the papaveraceae: the heritage of Johannes Gadamer (1867-1928).

Platycapnos spicata

4 references

Alkaloids from Platycapnos spicata

Alkaloids and organic acids content of eightFumaria species

Phytochemical variations within populations of Platycapnos saxicola Willk.

Alkaloids from Ceratocapnos heterocarpa plants and in vitro cultures

Thalictrum lucidum

1 reference

Alkaloids of Thalictrum XXX. Eleven Minor Alkaloids From Thalictrum rugosum

Macleaya cordata

5 references

Protopine-N-oxide, an alkaloid from Bocconia cordata

Biosynthesis of Benzo[c]phenanthridine Alkaloids Sanguinarine, Chelirubine and Macarpine

The Analysis of Cell Contents of Some Papaveraceous Plants by Newly Devised Automated Histochemical Chromatography

Beiträge zur Kenntniss der Alkaloïde aus Bocconia cordata

Alkaloide der Mohngewächse (Papaveraceae) XXVIII. Über die Alkaloide aus Macleaya cordata (WILLD.) R. BR.

subject has role

opioid

1 reference

15 March 2018

1 reference

MeSH descriptor ID

C009093

platelet aggregation inhibitors

15 March 2018

1 reference

InChI=1S/C20H19NO5/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17/h2-3,7-8H,4-6,9-11H2,1H3

15 March 2018

Protopine

0 references

Identifiers

InChI

1 reference

protopine (English)

5 October 2016

2 references

protopine (English)

5 October 2016

ChEBI release 2020-09-01

2 references

protopine (English)

5 October 2016

https://commonchemistry.cas.org/detail?cas_rn=130-86-9

9 April 2021

1 reference

Protopine (English)

5 October 2016

1 reference

protopine (English)

5 October 2016

mapping relation type

2 references

protopine (English)

5 October 2016

International Chemical Identifier

InChI

InChI=1S/C20H19NO5/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17/h2-3,7-8H,4-6,9-11H2,1H3

1 reference

CHEMBL453019 (English)

5 October 2016

2 references

inferred from InChIKey

MSBNK-Washington_State_Univ-BML00237

1 reference

MassBank accession ID

MSBNK-Keio_Univ-KO003808

0 references

MSBNK-Keio_Univ-KO003809

0 references

MSBNK-Keio_Univ-KO003810

0 references

MSBNK-Keio_Univ-KO003811

0 references

MSBNK-Keio_Univ-KO003812

0 references

MSBNK-Keio_Univ-KO009201

0 references

MSBNK-Keio_Univ-KO009202

0 references

MSBNK-Keio_Univ-KO009203

0 references

MSBNK-Keio_Univ-KO009204

0 references

MSBNK-Keio_Univ-KO009205

0 references

MSBNK-Keio_Univ-KO009206

0 references

MSBNK-Keio_Univ-KO009207

0 references

MSBNK-Keio_Univ-KO009208

0 references

MSBNK-Keio_Univ-KO009209

0 references

0 references

MSBNK-Washington_State_Univ-BML00244

0 references

MSBNK-Washington_State_Univ-BML00251

0 references

MSBNK-Washington_State_Univ-BML82010

0 references

MSBNK-Washington_State_Univ-BML82012

0 references

MSBNK-IPB_Halle-PB002121

0 references

MSBNK-IPB_Halle-PB002122

0 references

SPLASH

splash10-000i-0931000000-3ae8ba25a400b3cfc336

0 references

splash10-0udi-0009500000-d474e4da85bfe6b8622e

0 references

splash10-0udi-0009500000-c77daec49f175e0080d3

0 references

splash10-0udi-0629500000-f410a01812829c61b1b5

0 references

splash10-000i-0921000000-cb2a7100722bf81f462f

0 references

splash10-000i-0930000000-e740d177ef096526ca53

0 references

splash10-000j-0932000000-899dc6a90055430abee2

0 references

splash10-0002-0095000000-32b3ea9a967c5fb8274f

0 references

splash10-014i-0195000000-f6dab1e9d3bf4b393dbb

0 references

splash10-0002-0920000000-0fec2e13ee0e816cee10

0 references

splash10-0a4i-0950000000-357b8aecf3d6ffc5d881

0 references

splash10-0a4r-0950000000-af7c884fe55dbf0282e5

0 references

splash10-0gbd-1950000000-3cf47d3dbc349316a1ce

0 references

splash10-000i-0930000000-05d01b60b30d61006912

0 references

splash10-00kf-9800000000-e47a12261e9ab54ce922

0 references

splash10-0udi-0009500000-1833ae0a6ab82f156d51

0 references

splash10-0udr-0938000000-8a5ae3db2af3946a0e75

0 references

splash10-000i-0920000000-925c965ff2b76b30d02f

0 references

splash10-0udi-0009500000-0f8a5b320c059f0d9fe1

0 references

splash10-0udi-0009500000-bf09e0c951283b558474

0 references

splash10-0f79-0944000000-e1624142a49564f32b99

0 references

splash10-0f79-0925000000-f0bd1d816d066a8ac4fb

0 references

splash10-004r-2931000000-d14db9f8fbba357a7cea

0 references

splash10-0002-2910000000-c237219498d206631a06

0 references

HSDB ID

3527

1 reference

Hazardous Substances Data Bank

28 October 2019

PROTOPINE (English)

10 May 2021

2 references

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

DSSTOX compound identifier

DTXCID7078773

0 references

EC number

204-999-6

1 reference

Global Substance Registration System

UNII

UIW569HT35

PROTOPINE (English)

ECHA Substance Infocard ID

5 October 2016

100.004.546

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

27 December 2018

Protopine (English)

CAS no.: 130-86-9 (English)

MeSH descriptor ID

C009093

1 reference

MeSH descriptor ID

C009093

Human Metabolome Database ID

14 March 2018

HMDB0003920

2 references

based on heuristic

inferred from InChIKey

3 references

protopine (English)

5 October 2016

inferred from InChIKey

UNII

UIW569HT35

2 references

Global Substance Registration System

UNII

UIW569HT35

PROTOPINE (English)

5 October 2016