(Q7706555)

Gene Ontology release 2020-05-02

Rhea release 113

chemical structure

Tetrahydropalmatine.png
552 × 392; 15 KB

0 references

mass

355.178358±0 dalton

1 reference

tetrahydropalmatine (English)

5 October 2016

stereoisomer of

(+)-tetrahydropalmatine

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

chemical formula

C₂₁H₂₅NO₄

1 reference

tetrahydropalmatine (English)

5 October 2016

canonical SMILES

COC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)OC)OC)C=C1)OC

1 reference

tetrahydropalmatine (English)

5 October 2016

isomeric SMILES

COC1=C(C2=C(C[C@H]3C4=CC(=C(C=C4CCN3C2)OC)OC)C=C1)OC

1 reference

Chemopreventive activity of isoquinoline alkaloids from Corydalis plants

tetrahydropalmatine (English)

5 October 2016

8 references

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

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

Acetylcholinesterase inhibitors from Corydalis yanhusuo

Epileptic seizure-like effect of Sophora alkaloid sophoridine on experimental animals

THE ALKALOIDS OF FUMARIACEOUS PLANTS: XVII. CORYDALIS CASEANA A. GRAY

THE ALKALOIDS OF FUMARIACEOUS PLANTS: XXII. CORYDALIS OCHROLEUCA KOCH

THE ALKALOIDS OF FUMARIACEOUS PLANTS: XVII. CORYDALIS CASEANA A. GRAY

Corydalis cava

7 references

Chemopreventive activity of isoquinoline alkaloids from Corydalis plants

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

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

Acetylcholinesterase inhibitors from Corydalis yanhusuo

Epileptic seizure-like effect of Sophora alkaloid sophoridine on experimental animals

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

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

Corydalis decumbens

6 references

Chemopreventive activity of isoquinoline alkaloids from Corydalis plants

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

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

Acetylcholinesterase inhibitors from Corydalis yanhusuo

Epileptic seizure-like effect of Sophora alkaloid sophoridine on experimental animals

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

Corydalis intermedia

5 references

Chemopreventive activity of isoquinoline alkaloids from Corydalis plants

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

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

Acetylcholinesterase inhibitors from Corydalis yanhusuo

Epileptic seizure-like effect of Sophora alkaloid sophoridine on experimental animals

Corydalis nobilis

6 references

Chemopreventive activity of isoquinoline alkaloids from Corydalis plants

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

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

Acetylcholinesterase inhibitors from Corydalis yanhusuo

Epileptic seizure-like effect of Sophora alkaloid sophoridine on experimental animals

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

Pseudofumaria alba

5 references

Chemopreventive activity of isoquinoline alkaloids from Corydalis plants

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

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

Acetylcholinesterase inhibitors from Corydalis yanhusuo

Epileptic seizure-like effect of Sophora alkaloid sophoridine on experimental animals

Corydalis pallida

5 references

Chemopreventive activity of isoquinoline alkaloids from Corydalis plants

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

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

Acetylcholinesterase inhibitors from Corydalis yanhusuo

Epileptic seizure-like effect of Sophora alkaloid sophoridine on experimental animals

Corydalis racemosa

6 references

Chemopreventive activity of isoquinoline alkaloids from Corydalis plants

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

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

Acetylcholinesterase inhibitors from Corydalis yanhusuo

Epileptic seizure-like effect of Sophora alkaloid sophoridine on experimental animals

Antihypertensive Activity ofdl-Tetrahydropalmatine, an Active Alkaloid Isolated from the Tubers ofCorydalis racemosa

Corydalis remota

5 references

Chemopreventive activity of isoquinoline alkaloids from Corydalis plants

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

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

Acetylcholinesterase inhibitors from Corydalis yanhusuo

Epileptic seizure-like effect of Sophora alkaloid sophoridine on experimental animals

Corydalis turtschaninovii

5 references

Chemopreventive activity of isoquinoline alkaloids from Corydalis plants

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

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

Acetylcholinesterase inhibitors from Corydalis yanhusuo

Epileptic seizure-like effect of Sophora alkaloid sophoridine on experimental animals

Corydalis solida

7 references

Chemopreventive activity of isoquinoline alkaloids from Corydalis plants

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

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

Acetylcholinesterase inhibitors from Corydalis yanhusuo

Epileptic seizure-like effect of Sophora alkaloid sophoridine on experimental animals

Insecticidal Alkaloids fromCorydalis bulbosaagainstDrosophila melanogaster

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

Yan Hu Suo

6 references

Chemopreventive activity of isoquinoline alkaloids from Corydalis plants

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

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

Acetylcholinesterase inhibitors from Corydalis yanhusuo

Epileptic seizure-like effect of Sophora alkaloid sophoridine on experimental animals

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

Chasmanthera dependens

1 reference

Alkaloids from Chasmanthera dependens

Parabaena sagittata

1 reference

Constituents of Parabaena sagittata. Two New Tetrahydroprotoberberine Alkaloids

Stephania bancroftii

2 references

Characterisation of alkaloids from some Australian Stephania (Menispermaceae) species.

Alkaloids of Stephania bancroftii

Stephania pierrei

2 references

Cytotoxic and antimalarial bisbenzylisoquinoline alkaloids from Stephania erecta

Cytotoxic and antimalarial alkaloids from the tubers of Stephania pierrei

Stephania sasakii

1 reference

The alkaloids of Stephania sasakii: Structure of five new alkaloids

Stephania suberosa

1 reference

The protoberberine alkaloids of Stephania suberosa

Stephania venosa

2 references

Some Unusual Proaporphine and Aporphine Alkaloids from Stephania venosa

Antimalarials from Stephania venosa, Prismatomeris sessiliflora, Diospyros montana and Murraya siamensis

Corydalis ambigua

2 references

Über die Alkaloide der chinesischen Corydalisknollen (Corydalis ambigua „Yen-Hu-So”︁)

Studies on the Components of Corydalis spp. III

Corydalis bulbosa

1 reference

Insecticidal Alkaloids fromCorydalis bulbosaagainstDrosophila melanogaster

Corydalis orthopoda

1 reference

[Studies on the alkaloids of papaveraceous plants. XIX. Alkaloids of Corydalis koidzumiana Ohwi (author's transl)]

Corydalis heterocarpa

2 references

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

[Studies on the alkaloids of fumariaceos plants. X. Alkaloids of Corydalis platycarpa Makino. I]

Corydalis saxicola

1 reference

Tetrahydroprotoberberine alkaloids from Corydalis saxicola

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

Cocculus laurifolius

1 reference

Biosynthesis of (+)-,(-)- and (±)-tetrahydropalmatines

Fibraurea recisa

1 reference

Antifungal alkaloids from the fresh rattan stem of Fibraurea recisa Pierre

Ceratocapnos heterocarpa

2 references

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

[Studies on the alkaloids of fumariaceos plants. X. Alkaloids of Corydalis platycarpa Makino. I]

Stephania merrillii

1 reference

The alkaloids of Stephania sasakii: Structure of five new alkaloids

Stephania corymbosa

1 reference

The alkaloids of Stephania sasakii: Structure of five new alkaloids

Coptis

1 reference

Simultaneous determination of berberine, palmatine and jatrorrhizine by liquid chromatography-tandem mass spectrometry in rat plasma and its application in a pharmacokinetic study after oral administration of coptis-evodia herb couple

subject has role

antipsychotics

1 reference

15 March 2018

1 reference

15 March 2018

1 reference

15 March 2018

1 reference

15 March 2018

antihypertensive drug

1 reference

15 March 2018

1 reference

15 March 2018

calcium channel blocker

1 reference

InChI=1S/C21H25NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,10-11,17H,7-9,12H2,1-4H3/t17-/m0/s1

15 March 2018

Identifiers

InChI

1 reference

tetrahydropalmatine (English)

5 October 2016

2 references

tetrahydropalmatine (English)

5 October 2016

ChEBI release 2020-09-01

2 references

tetrahydropalmatine (English)

5 October 2016

https://commonchemistry.cas.org/detail?cas_rn=483-14-7

10 April 2021

1 reference

(S)-(-)-tetrahydropalmatine (English)

5 October 2016

2 references

tetrahydropalmatine (English)

5 October 2016

Reaxys registry number

96288

1 reference

tetrahydropalmatine (English)

5 October 2016

ChEBI ID

16563

mapping relation type

3 references

tetrahydropalmatine (English)

5 October 2016

ChEBI release 2019-10-02

International Chemical Identifier

InChI

InChI=1S/C21H25NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,10-11,17H,7-9,12H2,1-4H3/t17-/m0/s1

1 reference

TETRAHYDROPALMATINE (English)

5 October 2016

2 references

inferred from InChIKey

1 reference

NMRShiftDB structure ID

10021163

1 reference

DSSTox substance ID

DTXSID701020650

1 reference

EC number

811-160-3

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.241.370

27 December 2018

ECHA Substance Infocard ID

L-Tetrahydropalmatine (English)

quotation

CAS no.: 483-14-7 (English)

100.241.370

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.241.370

27 December 2018

L-Tetrahydropalmatine (English)

quotation

CAS no.: 483-14-7 (English)

1 reference

14 March 2018

1 reference

1 reference

Global Substance Registration System

tetrahydropalmatine (English)

5 October 2016

2 references

UNII

3X69CO5I79

TETRAHYDROPALMATINE (English)

5 October 2016