EPIBERBERINE CHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H18NO4.Cl
Molecular Weight	371.814
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Cl-].COC1=C(OC)C=C2C(CC[N+]3=C2C=C4C=CC5=C(OCO5)C4=C3)=C1

InChI

InChIKey=DGRBIBRPLDAHJH-UHFFFAOYSA-M

InChI=1S/C20H18NO4.ClH/c1-22-18-8-13-5-6-21-10-15-12(3-4-17-20(15)25-11-24-17)7-16(21)14(13)9-19(18)23-2;/h3-4,7-10H,5-6,11H2,1-2H3;1H/q+1;/p-1

HIDE SMILES / InChI

Molecular Formula	Cl
Molecular Weight	35.453
Charge	-1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C20H18NO4
Molecular Weight	336.3612
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Potency
Beta-2 adrenergic receptor 209 Target ID: CHEMBL210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/30155694	Antagonist 2849	2.3 µM [IC50]
Angiotensin-converting enzyme 94 Target ID: CHEMBL2096989 Sources: https://www.ncbi.nlm.nih.gov/pubmed/30391811	Inhibitor 8504
Cytochrome P450 2D6 62 Target ID: CHEMBL289 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29343943	Inhibitor 8504	25.44 µM [Ki]
Cytochrome P450 2C9 50 Target ID: CHEMBL3397 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29343943	Inhibitor 8504	5.64 µM [Ki]

PubMed

Title	Date	PubMed
Rhizoma Coptidis for Alzheimer's Disease and Vascular Dementia: A Literature Review.	2020	31291876
A review on analytical methods for natural berberine alkaloids.	2019-05	30793835
Molecular Recognition of the Hybrid-Type G-Quadruplexes in Human Telomeres.	2019-04-22	31013622
Ligand Selectivity in the Recognition of Protoberberine Alkaloids by Hybrid-2 Human Telomeric G-Quadruplex: Binding Free Energy Calculation, Fluorescence Binding, and NMR Experiments.	2019-04-21	31010072
Large-scale separation of acetylcholinesterase inhibitors from Zanthoxylum nitidum by pH-zone-refining counter-current chromatography target-guided by ultrafiltration high-performance liquid chromatography with ultraviolet and mass spectrometry screening.	2019-03	30638299
A method using angiotensin converting enzyme immobilized on magnetic beads for inhibitor screening.	2019-02-05	30391811
Discovery of novel antagonists on β2-adrenoceptor from natural products using a label-free cell phenotypic assay.	2018-12	30155694
Comparative pharmacokinetics study of five alkaloids in rat plasma and related compound-herb interactions mechanism after oral administration of Shuanghua Baihe tablets.	2018-09	28871816
Rapid and simultaneous analysis of five alkaloids in four parts of Coptidis Rhizoma by near-infrared spectroscopy.	2018-01-05	28780486
The oral bioavailability, excretion and cytochrome P450 inhibition properties of epiberberine: an in vivo and in vitro evaluation.	2018	29343943
Development and Validation of an UPLC-MS/MS Method for Pharmacokinetic Comparison of Five Alkaloids from JinQi Jiangtang Tablets and Its Monarch Drug Coptidis Rhizoma.	2017-12-29	29286316
Inhibition activity of a traditional Chinese herbal formula Huang-Lian-Jie-Du-Tang and its major components found in its plasma profile on neuraminidase-1.	2017-11-14	29138445
Transcriptome analyses provide insights into the difference of alkaloids biosynthesis in the Chinese goldthread (Coptis chinensis Franch.) from different biotopes.	2017	28533961
[Determination of six alkaloids in six types of Coptidis Rhizoma pieces by RP-HPLC and spectrum-effect relationships with anti-diabetes pharmacodynamics data].	2016-12	28936841

Substance Class	Chemical Created by `admin` on `Wed Apr 02 13:17:09 GMT 2025` Edited by `admin` on `Wed Apr 02 13:17:09 GMT 2025`
Record UNII	ND559X5J59
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EPIBERBERINE CHLORIDE

Common Name

English

BENZO(A)-1,3-BENZODIOXOLO(4,5-G)QUINOLIZINIUM, 11,12-DIHYDRO-8,9-DIMETHOXY-, CHLORIDE (1:1)

Preferred Name

English

Code System Code Type Description

PUBCHEM

71467079

Created by admin on Wed Apr 02 13:17:09 GMT 2025 , Edited by admin on Wed Apr 02 13:17:09 GMT 2025

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FDA UNII

ND559X5J59

Created by admin on Wed Apr 02 13:17:09 GMT 2025 , Edited by admin on Wed Apr 02 13:17:09 GMT 2025

PRIMARY

CAS

889665-86-5

Created by admin on Wed Apr 02 13:17:09 GMT 2025 , Edited by admin on Wed Apr 02 13:17:09 GMT 2025

PRIMARY

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