(+)-matrine (Q6787831)

inferred from SMILES

chemical structure

Matrine.svg
816 × 752; 3 KB

0 references

mass

248.188863388 dalton

1 reference

(5beta,7beta)-Matridine-15-one

inferred from SMILES

stereoisomer of

2 references

2 references

2 references

(1R,2R,9S,17R)-7,13-diazatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadecan-6-one

1 reference

1 reference

1 reference

(5beta,6beta,7beta,11alpha)-Matridin-15-one

1 reference

inferred from InChI

chemical formula

C₁₅H₂₄N₂O

1 reference

canonical SMILES

C1CC2C3CCCN4C3C(CCC4)CN2C(=O)C1

1 reference

isomeric SMILES

O=C1CCC[C@@H]2[C@H]3CCCN4CCC[C@@H](CN12)[C@@H]34

0 references

found in taxon

Sophora microphylla

2 references

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

377. Sophora alkaloids. Part I. The alkaloids of the seeds of S. microphylla, ait

Daphniphyllum oldhamii

2 references

Alkaloids from Daphniphyllum oldhami

Alkaloids from Daphniphyllum longeracemosum.

Daphniphyllum pentandrum

2 references

Alkaloids from Daphniphyllum oldhami

Alkaloids from Daphniphyllum longeracemosum.

Euchresta formosana

3 references

Cytotoxic coumaronochromones from the roots of Euchresta formosana.

Cytotoxic coumaronochromones from the roots of Euchresta formosana.

Antiplatelet and Anti-HIV Constituents from Euchresta Formosana

Cuscuta chilensis

1 reference

Flavonoids and alkaloids from Cuscuta (Cuscutaceae)

Leontice leontopetalum

1 reference

Distribution and taxonomic significance of quinolizidine alkaloids in Leontice leontopetalum and L. ewersmannii (Berberidacea)

Sophora chrysophylla

2 references

Lupin alkaloids from sophora chrysophylla

Lupin alkaloids from sophora chrysophylla

Sophora macrocarpa

5 references

[alpha-Matrine from Sophora macrocarpa Sm]

(+)-9α-Hydroxymatrine from Sophora macrocarpa

Flavonoids and alkaloids from Cuscuta (Cuscutaceae)

Alkaloids of Sophora macrocarpa

Leaf Alkaloids of Sophora macrocarpa

Sophora pachycarpa

3 references

The biosynthesis of the alkaloids of Goebelia pachycarpa

Biosynthesis and metabolism of some matrine alkaloids inGoebelia pachycarpa

Über Sophora-Alkaloide, IV. Mitteil.: Über die Alkaloide der Samen von Sophora pachycarpa

Sophora tetraptera

2 references

Alkaloids of sophora tetraptera sensu reiche

226. Sophora alkaloids. Part II. The alkaloids of the seeds of S. tetraptera

Sophora tomentosa

1 reference

Sophora tomentosa Linn.

Gymnospermium alberti

1 reference

A study of the alkaloids ofLeontice albertii

Megaselia flavescens

4 references

(+)-12alpha-Hydroxysophocarpine, a new quinolizidine alkaloid and related anti-HBV alkaloids from Sophora flavescens

Isokuraramine and (−)-7,11-dehydromatrine, lupin alkaloids from flowers of Sophora flavescens

Über Sophora-Al-kaloide, VII. Mitteil.: Über die Alkaloide von Sophora flavescens und über die Identität des Sophocarpidins mit dem Matrin

Alkaloid content in various parts of Sophora flavescens

Sophora lehmannii

1 reference

An investigation of the alkaloids of Ammothamnus lehmanni the structure of lehmannine

Sophora flavescens

18 references

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

Variation and significance of microtubules in rat volume overload cardiac hypertrophy

Preparative separation of alkaloids from the root of Sophora flavescens Ait by pH-zone-refining counter-current chromatography

Lupin alkaloids in tissue culture of Sophora flavescens var. angustifolia: Greening induced production of matrine.

(-)-5alpha-Hydroxysophocarpine, a New Lupin Alkaloid from the Seeds of Sophora flavescens var. angustifolia1

Anticancer effects of the Chinese medicine matrine on murine hepatocellular carcinoma cells

Alkaloids from Sophora flavescens Aition

On the contractile response of fundus strip from rats to matrine, an alkaloidal component of Sophora flavescens

Separation of Alkaloids from Datura Metel. and Sophora Flavescens Ait by High-Speed Countercurrent Chromatography

Nematicidal activity of matrine and its derivatives against pine wood nematodes

Determination of quinolizidine alkaloids in traditional Chinese herbal drugs by nonaqueous capillary electrophoresis.

Determination of alkaloids inSophora flavescens ait. andSophora viciifolia Hance by capillary zone electrophoresis

Supercritical fluid extraction of quinolizidine alkaloids from Sophora flavescens Ait. and purification by high-speed counter-current chromatography

Liquid chromatography of active principles in Sophora flavescens root

In vitro anti-tumour activities of quinolizidine alkaloids derived from Sophora flavescens Ait

Matrine induces programmed cell death and regulates expression of relevant genes based on PCR array analysis in C6 glioma cells

Matrine inhibits the activity of translation factor eIF4E through dephosphorylation of 4E-BP1 in gastric MKN45 cells.

Matrine induces apoptosis in gastric carcinoma cells via alteration of Fas/FasL and activation of caspase-3.

Sophora alopecuroides

7 references

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

Study of the alkaloids of Sophora alopecuroides

13,14-Dehydrosophoridine fromSophora alopecuroides

Lupinine alkaloids fromSophora alopecuroides

Determination of quinolizidine alkaloids in traditional Chinese herbal drugs by nonaqueous capillary electrophoresis.

Biosynthesis of alkaloids in Sophora alopecuroides

Quinolizidine alkaloids from Sophora alopecuroides

Sophora tonkinensis

5 references

Determination of quinolizidine alkaloids in Sophora tonkinensis by HPCE.

Determination of quinolizidine alkaloids in traditional Chinese herbal drugs by nonaqueous capillary electrophoresis.

Antiviral Matrine-Type Alkaloids from the Rhizomes of Sophora tonkinensis

(-)-14.BETA.-Hydroxymatrine, a New Lupine Alkaloid from the Roots of Sophora tonkinensis.

(-)-14.BETA.-Acetoxymatrine and (+)-14.ALPHA.-Acetoxymatrine, Two New Matrine-Type Lupin Alkaloids from the Leaves of Sophora tonkinensis.

Sophora jaubertii

2 references

Isolation of Matrine From the Seeds of Sophora jaubertii

Alkaloids from Sophora secundiflora

Styphnolobium japonicum

1 reference

A study of Sophora japonica for its alkaloid content

Sophora lehmanni

1 reference

An investigation of the alkaloids of Ammothamnus lehmanni the structure of lehmannine

Sophora davidii

2 references

Lupin alkaloids from seeds of Sophora viciifolia

Determination of alkaloids inSophora flavescens ait. andSophora viciifolia Hance by capillary zone electrophoresis

physically interacts with

taste receptor type 2

subject has role

agonist

1 reference

Bitter substances from plants used in traditional Chinese medicine exert biased activation of human bitter taste receptors

1 reference

Matrine

0 references

Identifiers

InChI

InChI=1S/C15H24N2O/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14/h11-13,15H,1-10H2/t11-,12+,13+,15-/m0/s1

1 reference

2 references

imported from Wikimedia project

ChEBI release 2020-09-01

CAS Registry Number

519-02-8

2 references

English Wikipedia

https://commonchemistry.cas.org/detail?cas_rn=519-02-8

8 April 2021

0 references

2 references

imported from Wikimedia project

English Wikipedia

ChEBI ID

6700

mapping relation type

exact match

2 references

ChEBI release 2019-10-02

International Chemical Identifier

InChI

InChI=1S/C15H24N2O/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14/h11-13,15H,1-10H2/t11-,12+,13+,15-/m0/s1

ChEMBL ID

CHEMBL204860

1 reference

imported from Wikimedia project

2 references

1 reference

MassBank accession ID

MSBNK-NaToxAq-NA002329

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002331

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002332

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002725

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002724

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002727

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003104

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003105

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003106

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003108

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003469

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003470

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003472

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002330

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002333

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002728

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003107

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA002726

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003471

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-NaToxAq-NA003473

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

1 reference

DSSTOX compound identifier

0 references

0 references

0 references

610-750-6

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.117.486

ECHA Substance Infocard ID

27 December 2018

title

(7aS,13aR,13bR,13cS)-dodecahydro-1H,5H,10H-dipyrido[2,1-f:3′,2′,1′-ij][1,6]naphthyridin-10-one (English)

quotation

CAS no.: 519-02-8 (English)

100.117.486

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.117.486

27 December 2018

title

(7aS,13aR,13bR,13cS)-dodecahydro-1H,5H,10H-dipyrido[2,1-f:3′,2′,1′-ij][1,6]naphthyridin-10-one (English)

quotation

CAS no.: 519-02-8 (English)

UNII

N390W430AC

1 reference