BERBINE

Details

Stereochemistry	RACEMIC
Molecular Formula	C17H17N
Molecular Weight	235.3236
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1CC2=CC=CC=C2C3CC4=CC=CC=C4CN13

InChI

InChIKey=BRLDZKPJJNASGG-UHFFFAOYSA-N

InChI=1S/C17H17N/c1-2-7-15-12-18-10-9-13-5-3-4-8-16(13)17(18)11-14(15)6-1/h1-8,17H,9-12H2

HIDE SMILES / InChI

Molecular Formula	C17H17N
Molecular Weight	235.3236
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Approval Year

PubMed

Title	Date	PubMed
Ring expansions of tetrahydroprotoberberines and related dibenzo[c,g]azecines modulate the dopamine receptor subtype affinity and selectivity.	2010-04	20222063
Global Expression Patterns of Three Festuca Species Exposed to Different Doses of Glyphosate Using the Affymetrix GeneChip Wheat Genome Array.	2009	20182642
Berberine modifies cysteine 179 of IkappaBalpha kinase, suppresses nuclear factor-kappaB-regulated antiapoptotic gene products, and potentiates apoptosis.	2008-07-01	18593939
Recent development in studies of tetrahydroprotoberberines: mechanism in antinociception and drug addiction.	2008-06	17710533
Alkaloids from Corydalis saxicola and their anti-hepatitis B virus activity.	2008-05	18493964
[A story of discoveries in tetrahydroprotoberberines research].	2007-07	17882973
Recent developments in studies of l-stepholidine and its analogs: chemistry, pharmacology and clinical implications.	2007	18220736
Eulipidemic effects of berberine administered alone or in combination with other natural cholesterol-lowering agents. A single-blind clinical investigation.	2007	17341006
Biphasic firing response of nucleus accumbens neurons elicited by THPB-18 and its correlation with DA receptor subtypes.	2004-12	15569403
Thermodynamic study on the effects of beta-cyclodextrin inclusion with berberine.	2002-01-15	11808730

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:21:24 GMT 2025` Edited by `admin` on `Mon Mar 31 18:21:24 GMT 2025`
Record UNII	728C74FB5Z
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BERBINE

Systematic Name

English

BERBINE [MI]

Preferred Name

English

TETRAHYDROPROTOBERBERINE

Common Name

English

PROTOBERBERINE, TETRAHYDRO-

Common Name

English

(±)-TETRAHYDROPROTOBERBERINE

Systematic Name

English

BERBIN

Systematic Name

English

DL-TETRAHYDROPROTOBERBERINE

Common Name

English

5,8,13,13A-TETRAHYDRO-6H-DIBENZO(A,G)QUINOLIZINE

Systematic Name

English

6H-DIBENZO(A,G)QUINOLIZINE, 5,8,13,13A-TETRAHYDRO-

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID70870550