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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

SMILES

O.Cl.COC1=CC2=C(C=C1OC)[C@H]3[C@@H](C)C4=C(CN3CC2)C(OC)=C(OC)C=C4

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
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C22H27NO4
Molecular Weight 369.4541
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED
Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8504
Inhibitor
8504
 15.0 µM [IC50]
Inhibitor
8504
Inhibitor
8504
 1.7 mM [Ki]
Inhibitor
8504
 7.0 mM [Ki]
Inhibitor
8504
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Preclinical
Unknown

Approved Use

Unknown
Primary
Basic research
Unknown

Approved Use

Unknown
Primary
Phase I
438
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
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
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
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
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
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
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
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
PubMed

PubMed

TitleDatePubMed
Cytotoxic activity of proteins isolated from extracts of Corydalis cava tubers in human cervical carcinoma HeLa cells.
2010-12-17
Screening of antinociceptive components in Corydalis yanhusuo W.T. Wang by comprehensive two-dimensional liquid chromatography/tandem mass spectrometry.
2010-03
Effects of corydaline from Corydalis tuber on gastric motor function in an animal model.
2010
Isoquinoline alkaloids isolated from Corydalis yanhusuo and their binding affinities at the dopamine D1 receptor.
2008-09-25
Rapid TLC/GC-MS identification of acetylcholinesterase inhibitors in alkaloid extracts.
2008-05-01
Acetylcholinesterase and butyrylcholinesterase inhibitory compounds from Corydalis cava Schweigg. & Kort.
2007-08-15
The combination of rat mast cell and rabbit aortic smooth muscle is the simple bioassay for the screening of anti-allergic ingredient from methanolic extract of Corydalis tuber.
2004-08
[Resource investigation and quality evaluation on wild Corydalis yanhusuo].
2004-05
Positive cooperation of protoberberine type 2 alkaloids from Corydalis cava on the GABA(A) binding site.
2003-04
Formation of protoberberine-type alkaloids by the tubers of somatic embryo-derived plants of Corydalis yanhusuo.
2001-12
Patents

Patents

CN102256973A
3
EP2370434A1
3
US20100143277
3

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.
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:39:39 GMT 2025
Edited
by admin
on Mon Mar 31 22:39:39 GMT 2025
Record UNII
7EW694LZVF
Record Status Validated (UNII)
Record Version
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Name Type Language
CORYDALINE HYDROCHLORIDE HYDRATE
MI  
Preferred Name English
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 [MI]
Common Name English
Code System Code Type Description
FDA UNII
7EW694LZVF
Created by admin on Mon Mar 31 22:39:39 GMT 2025 , Edited by admin on Mon Mar 31 22:39:39 GMT 2025
PRIMARY
CAS
6020-22-0
Created by admin on Mon Mar 31 22:39:39 GMT 2025 , Edited by admin on Mon Mar 31 22:39:39 GMT 2025
PRIMARY
PUBCHEM
73425428
Created by admin on Mon Mar 31 22:39:39 GMT 2025 , Edited by admin on Mon Mar 31 22:39:39 GMT 2025
PRIMARY
MERCK INDEX
m3801
Created by admin on Mon Mar 31 22:39:39 GMT 2025 , Edited by admin on Mon Mar 31 22:39:39 GMT 2025
PRIMARY Merck Index
NIH
NCATS
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