CORYDALINE HYDROCHLORIDE MONOHYDRATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C22H27NO4.ClH.H2O
Molecular Weight	423.93
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of CORYDALINE HYDROCHLORIDE MONOHYDRATE

Structure Search

SMILES

O.Cl.[H][C@]12[C@@H](C)C3=CC=C(OC)C(OC)=C3CN1CCC4=CC(OC)=C(OC)C=C24

InChI

InChIKey=KBZTZEOLXUYGHE-OAOCJZEUSA-N

InChI=1S/C22H27NO4.ClH.H2O/c1-13-15-6-7-18(24-2)22(27-5)17(15)12-23-9-8-14-10-19(25-3)20(26-4)11-16(14)21(13)23;;/h6-7,10-11,13,21H,8-9,12H2,1-5H3;1H;1H2/t13-,21+;;/m0../s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11809332 | https://www.ncbi.nlm.nih.gov/pubmed/20522959 | https://www.ncbi.nlm.nih.gov/pubmed/22689485

Corydaline is a pharmacologically active isoquinoline alkaloid isolated from Corydalis tubers. It exhibits the antiacetylcholinesterase, antiallergic, antinociceptive, and gastric emptying activities. Corydaline exhibited strong nematocidal activity, showed little cytotoxicity and represents a potential treatment for Strongyloidiasis. Corydaline exhibits gastrointestinal modulatory, antinociceptive, anti-allergic, and anti-parasitic activities. Corydaline is currently in clinical trials as a potential treatment for functional dyspepsia. In animal models, corydaline increases gastric emptying and small intestine transit speed and induces gastric relaxation. In other animal models, corydaline inhibits chemically-induced pain. Additionally, this compound may inhibit mast cell-dependent smooth muscle contraction of the aorta. Corydaline also exhibits nematocidal activity against species of Strongyloides.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
platelet aggregation 76 Target ID: GO:0070527 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27558975	Inhibitor 8297
Acetylcholinesterase 207 Target ID: CHEMBL220 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17574358	Inhibitor 8297	15.0 µM [IC50]
Strongyloides ratti 3 Target ID: Strongyloides ratti Sources: https://www.ncbi.nlm.nih.gov/pubmed/11809332	Inhibitor 8297
Cytochrome P450 2C19 51 Target ID: CHEMBL3622 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21826053	Inhibitor 8297	1.7 mM [Ki]
Cytochrome P450 2C9 50 Target ID: CHEMBL3397 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21826053	Inhibitor 8297	7.0 mM [Ki]
Human enterovirus 71 3 Target ID: CHEMBL612436 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29034730	Inhibitor 8297

Conditions

Condition	Modality	Highest Phase	Product
Tachyarrhythmia 17 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22679741	Primary	Preclinical	Unknown Approved Use Unknown
Strongyloidiasis 10 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11809332	Primary	Basic research	Unknown Approved Use Unknown
Functional dyspepsia 12 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20522959	Primary	Phase I 428	Unknown Approved Use Unknown

C_max

Value	Dose	Analyte	Population
2370 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24216274	4.5 mg/kg single, oral dose: 4.5 mg/kg route of administration: Oral experiment type: SINGLE co-administered:	CORYDALINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED
419 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24216274	4.5 mg/kg single, oral dose: 4.5 mg/kg route of administration: Oral experiment type: SINGLE co-administered:	CORYDALINE plasma	Rattus norvegicus population: HEALTHY age: ADULT sex: MALE food status: FASTED
1123 μg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24216274	1 mg/kg single, intravenous dose: 1 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered:	CORYDALINE plasma	Rattus norvegicus population: HEALTHY age: ADULT sex: MALE food status: FASTED

AUC

Value	Dose	Analyte	Population
276 μg × min/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24216274	4.5 mg/kg single, oral dose: 4.5 mg/kg route of administration: Oral experiment type: SINGLE co-administered:	CORYDALINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED
34.7 μg × min/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24216274	4.5 mg/kg single, oral dose: 4.5 mg/kg route of administration: Oral experiment type: SINGLE co-administered:	CORYDALINE plasma	Rattus norvegicus population: HEALTHY age: ADULT sex: MALE food status: FASTED
590.7 μg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24216274	1 mg/kg single, intravenous dose: 1 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered:	CORYDALINE plasma	Rattus norvegicus population: HEALTHY age: ADULT sex: MALE food status: FASTED

T_1/2

Value	Dose	Analyte	Population
324 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24216274	4.5 mg/kg single, oral dose: 4.5 mg/kg route of administration: Oral experiment type: SINGLE co-administered:	CORYDALINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED
280 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24216274	4.5 mg/kg single, oral dose: 4.5 mg/kg route of administration: Oral experiment type: SINGLE co-administered:	CORYDALINE plasma	Rattus norvegicus population: HEALTHY age: ADULT sex: MALE food status: FASTED
1.327 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24216274	1 mg/kg single, intravenous dose: 1 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered:	CORYDALINE plasma	Rattus norvegicus population: HEALTHY age: ADULT sex: MALE food status: FASTED

F_unbound

Value	Dose	Co-administered	Analyte	Population
4.34% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24216274	4.5 mg/kg single, oral dose: 4.5 mg/kg route of administration: Oral experiment type: SINGLE co-administered:		CORYDALINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED
6.26% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/24216274	4.5 mg/kg single, oral dose: 4.5 mg/kg route of administration: Oral experiment type: SINGLE co-administered:		CORYDALINE plasma	Rattus norvegicus population: HEALTHY age: ADULT sex: MALE food status: FASTED

PubMed

Title	Date	PubMed
Isoquinoline alkaloids isolated from Corydalis yanhusuo and their binding affinities at the dopamine D1 receptor.	2008 Sep 25	18830156

Patents

Sample Use Guides

In Vivo Use Guide

Corydaline was administered orally in a volume of 5 ml/kg for rats and 1 ml/kg for dogs.

Route of Administration: Oral

In Vitro Use Guide

Corydaline inhibited acetylcholinesterase in a dose-dependent manner with an IC(50) value of 15+/-3 uM.

Name

Type

Language

CORYDALINE HYDROCHLORIDE MONOHYDRATE

Common Name

English

6H-DIBENZO(A,G)QUINOLIZINE, 5,8,13,13A-TETRAHYDRO-2,3,9,10-TETRAMETHOXY-13-METHYL-, HYDROCHLORIDE, HYDRATE, (13S-TRANS)-

Systematic Name

English

(13S,13AR)-5,8,13,13A-TETRAHYDRO-2,3,9,10-TETRAMETHOXY-13-METHYL-6H-DIBENZO(A,G)-QUINOLIZINE HYDROCHLORIDE MONOHYDRATE

Systematic Name

English

CORYDALINE HYDROCHLORIDE HYDRATE

Common Name

English

CORYDALINE HYDROCHLORIDE HYDRATE [MI]

Common Name

English

Code System Code Type Description

FDA UNII

7EW694LZVF

Created by admin on Sat Dec 16 09:25:49 GMT 2023 , Edited by admin on Sat Dec 16 09:25:49 GMT 2023

PRIMARY

CAS

6020-22-0

Created by admin on Sat Dec 16 09:25:49 GMT 2023 , Edited by admin on Sat Dec 16 09:25:49 GMT 2023

PRIMARY

PUBCHEM

73425428

Created by admin on Sat Dec 16 09:25:49 GMT 2023 , Edited by admin on Sat Dec 16 09:25:49 GMT 2023

PRIMARY

MERCK INDEX

m3801

Created by admin on Sat Dec 16 09:25:49 GMT 2023 , Edited by admin on Sat Dec 16 09:25:49 GMT 2023

PRIMARY

Merck Index

SUBSTANCE RECORD


					7EW694LZVF

CORYDALINE HYDROCHLORIDE MONOHYDRATE

Details

SMILES

InChI

DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/11809332 | https://www.ncbi.nlm.nih.gov/pubmed/20522959 | https://www.ncbi.nlm.nih.gov/pubmed/22689485

CNS Activity

Originator

Approval Year

Targets

Conditions

Approved Use

Approved Use

Approved Use

Cmax

AUC

T1/2

Funbound

PubMed

Patents

Sample Use Guides

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11809332 | https://www.ncbi.nlm.nih.gov/pubmed/20522959 | https://www.ncbi.nlm.nih.gov/pubmed/22689485

C_max

T_1/2

F_unbound