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Details

Stereochemistry ABSOLUTE
Molecular Formula C37H40N2O6
Molecular Weight 608.7233
Optical Activity ( + )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BERBAMINE

SMILES

COC1=CC2=C3[C@@H](CC4=CC=C(O)C(OC5=CC=C(C[C@@H]6N(C)CCC7=CC(OC)=C(OC3=C1OC)C=C67)C=C5)=C4)N(C)CC2

InChI

InChIKey=DFOCUWZXJBAUSQ-URLMMPGGSA-N
InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(41-3)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-31-18-23(8-11-30(31)40)17-29-35-25(13-15-39(29)2)20-34(42-4)36(43-5)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29+/m0/s1

HIDE SMILES / InChI

Molecular Formula C37H40N2O6
Molecular Weight 608.7233
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Targets

Targets

PubMed

PubMed

TitleDatePubMed
Traditional herbal medicine in far-west Nepal: a pharmacological appraisal.
2010-12-13
Tissue culture and generation of autotetraploid plants of Sophora flavescens Aiton.
2010-10
Suppression of human lung cancer cell growth and migration by berbamine.
2010-08
Circumvention of multi-drug resistance of cancer cells by Chinese herbal medicines.
2010-07-25
Degradation of HER2/neu by ANT2 shRNA suppresses migration and invasiveness of breast cancer cells.
2010-07-23
A novel calmodulin antagonist O-(4-ethoxyl-butyl)-berbamine overcomes multidrug resistance in drug-resistant MCF-7/ADR breast carcinoma cells.
2010-07
4-Chlorobenzoyl berbamine induces apoptosis and G2/M cell cycle arrest through the PI3K/Akt and NF-kappaB signal pathway in lymphoma cells.
2010-03
Berbamine, a novel nuclear factor kappaB inhibitor, inhibits growth and induces apoptosis in human myeloma cells.
2009-12
Suppression of growth, migration and invasion of highly-metastatic human breast cancer cells by berbamine and its molecular mechanisms of action.
2009-10-01
[Berbamine induces apoptosis of multiple myeloma RPMI 8226 cells by activating GADD45/JNK pathway].
2009-09
Berbamine derivatives: a novel class of compounds for anti-leukemia activity.
2009-08
[Mechanism related to inhibition of leukemia K562 cells by berbamine].
2009-07
The antiproliferation effect of berbamine on k562 resistant cells by inhibiting NF-kappaB pathway.
2009-07
Probing the binding sites and the effect of berbamine on the structure of bovine serum albumin.
2009-06
Antihyperglycemic and antioxidant effect of Berberis aristata root extract and its role in regulating carbohydrate metabolism in diabetic rats.
2009-05-04
Effects of theanine on growth of human lung cancer and leukemia cells as well as migration and invasion of human lung cancer cells.
2009-04
Berbamine exhibits potent antitumor effects on imatinib-resistant CML cells in vitro and in vivo.
2009-04
A new dawn for the use of traditional Chinese medicine in cancer therapy.
2009-03-20
Harnessing gene expression to identify the genetic basis of drug resistance.
2009
Berbamine induces Fas-mediated apoptosis in human hepatocellular carcinoma HepG2 cells and inhibits its tumor growth in nude mice.
2009
Pharmacological and therapeutic effects of Berberis vulgaris and its active constituent, berberine.
2008-08
Novel immunomodulatory properties of berbamine through selective down-regulation of STAT4 and action of IFN-gamma in experimental autoimmune encephalomyelitis.
2008-07-15
Studies on alkaloids binding to GC-rich human survivin promoter DNA using positive and negative ion electrospray ionization mass spectrometry.
2008-03
Free radical scavenging activity and lipoxygenase inhibition of Mahonia aquifolium extract and isoquinoline alkaloids.
2007-07-16
Berbamine selectively induces apoptosis of human acute promyelocytic leukemia cells via survivin-mediated pathway.
2007-05-05
Berbamine induces apoptosis in human hepatoma cell line SMMC7721 by loss in mitochondrial transmembrane potential and caspase activation.
2007-04
Regulatory T cells, a potent immunoregulatory target for CAM researchers: modulating tumor immunity, autoimmunity and alloreactive immunity (III).
2006-09
[The mechanism of apoptosis of chronic myeloid leukemia cells induced by the novel p210 bcr/abl inhibitor berbamine].
2006-08-29
[Effects of berbamine on growth of leukemia cell line NB4 and its mechanism].
2006-03
Berbamine: a novel inhibitor of bcr/abl fusion gene with potent anti-leukemia activity.
2006-01
[Effects of berbamine on K562 cells and its mechanisms in vitro and in vivo].
2005-06
[Comparison of the anti-arrhythmic effects of matrine and berbamine with amiodarone and RP58866].
2004-09
[Study on effect of berbamine on multidrug resistance leukemia K562/Adr cells].
2004-09
[Distribution of four alkaloids in plants of Berberis].
2004-02
[Determination of four alkaloids in Berberis plants by HPLC].
2003-12
[Reversal effect of berbamine on multidrug resistance of K562/A02 cells and its mechanism].
2003-12
Effect of E6, a novel calmodulin inhibitor, on activity of P-glycoprotein in purified primary cultured rat brain microvessel endothelial cells.
2003-11
Inhibition of Na(+),K(+)-ATPase by the extract of Stephania cephararantha HAYATA and bisbenzylisoquinoline alkaloid cycleanine, a major constituent.
2003-08-01
[Detection of P-170 and treatment with berbamine in primary acute leukemia].
2003-02
Integrity of actin-network is involved in uridine 5'-triphosphate evoked store-operated Ca2+ entry in bovine adrenocortical fasciculata cells.
2003-01
A comparative study on the anti-inflammatory, antinociceptive and antipyretic effects of isoquinoline alkaloids from the roots of Turkish Berberis species.
2002-12-27
Inhibition of telomerase activity and bcl-2 expression in berbamine-induced apoptosis in HL-60 cells.
2002-07
Effects of various principles from Chinese herbal medicine on rhodamine123 accumulation in brain capillary endothelial cells.
2002-07
The effect of calmodulin antagonist berbaminederivative-EBB on hepatoma in vitro and in vivo.
2002-05
Interaction of multidrug resistance reversal agents with P-glycoprotein ATPase activity on blood-brain barrier.
2002-05
Effect of Mahonia aquifolium active compounds on interleukin-8 production in the human monocytic cell line THP-1.
2002-03
Potential antimutagenic activity of berberine, a constituent of Mahonia aquifolium.
2002-02-19
Analytical approaches for traditional chinese medicines exhibiting antineoplastic activity.
2001-11-25
Protection of T cells from radiation-induced apoptosis by Cepharanthin.
2001-11
In vitro effect of alkaloids on bloodstream forms of Trypanosoma brucei and T. congolense.
2001-10
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:03:41 GMT 2025
Edited
by admin
on Mon Mar 31 20:03:41 GMT 2025
Record UNII
V5KM4XJ0WM
Record Status Validated (UNII)
Record Version
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Name Type Language
NSC-121842
Preferred Name English
BERBAMINE
MI   WHO-DD  
Common Name English
BERBAMAN-12-OL, 6,6',7-TRIMETHOXY-2,2'-DIMETHYL-
Common Name English
16H-1,24:6,9-DIETHENO-11,15-METHENO-2H-PYRIDO(2',3':17,18)(1,11)DIOXACYCLOEICOSINO(2,3,4-IJ)ISOQUINOLIN-12-OL, 3,4,4A,5,16A,17,18,19-OCTAHYDRO-21,22,26-TRIMETHOXY-4,17-DIMETHYL-, (4AS-(4AR*,16AS*))-
Common Name English
D-BERBAMINE
Common Name English
6,6',7-TRIMETHOXY-2,2'-DIMETHYLBERBAMAN-12-OL
Common Name English
BERBENINE
Common Name English
BERBAMINE [MI]
Common Name English
Berbamine [WHO-DD]
Common Name English
16H-1,24:6,9-DIETHENO-11,15-METHENO-2H-PYRIDO(2',3':17,18)(1,11)DIOXACYCLOEICOSINO(2,3,4-IJ)ISOQUINOLIN-12-OL, 3,4,4A,5,16A,17,18,19-OCTAHYDRO-21,22,26-TRIMETHOXY-4,17-DIMETHYL-, (4AS,16AR)-
Common Name English
(+)-BERBAMINE
Common Name English
BERBAMINE, (+)-
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 848121
Created by admin on Mon Mar 31 20:03:41 GMT 2025 , Edited by admin on Mon Mar 31 20:03:41 GMT 2025
Code System Code Type Description
PUBCHEM
275182
Created by admin on Mon Mar 31 20:03:41 GMT 2025 , Edited by admin on Mon Mar 31 20:03:41 GMT 2025
PRIMARY
NCI_THESAURUS
C162341
Created by admin on Mon Mar 31 20:03:41 GMT 2025 , Edited by admin on Mon Mar 31 20:03:41 GMT 2025
PRIMARY
FDA UNII
V5KM4XJ0WM
Created by admin on Mon Mar 31 20:03:41 GMT 2025 , Edited by admin on Mon Mar 31 20:03:41 GMT 2025
PRIMARY
NSC
121842
Created by admin on Mon Mar 31 20:03:41 GMT 2025 , Edited by admin on Mon Mar 31 20:03:41 GMT 2025
PRIMARY
SMS_ID
100000124515
Created by admin on Mon Mar 31 20:03:41 GMT 2025 , Edited by admin on Mon Mar 31 20:03:41 GMT 2025
PRIMARY
ECHA (EC/EINECS)
207-523-5
Created by admin on Mon Mar 31 20:03:41 GMT 2025 , Edited by admin on Mon Mar 31 20:03:41 GMT 2025
PRIMARY
EPA CompTox
DTXSID40963943
Created by admin on Mon Mar 31 20:03:41 GMT 2025 , Edited by admin on Mon Mar 31 20:03:41 GMT 2025
PRIMARY
CAS
478-61-5
Created by admin on Mon Mar 31 20:03:41 GMT 2025 , Edited by admin on Mon Mar 31 20:03:41 GMT 2025
PRIMARY
WIKIPEDIA
BERBAMINE
Created by admin on Mon Mar 31 20:03:41 GMT 2025 , Edited by admin on Mon Mar 31 20:03:41 GMT 2025
PRIMARY
MERCK INDEX
m2425
Created by admin on Mon Mar 31 20:03:41 GMT 2025 , Edited by admin on Mon Mar 31 20:03:41 GMT 2025
PRIMARY Merck Index
EVMPD
SUB32535
Created by admin on Mon Mar 31 20:03:41 GMT 2025 , Edited by admin on Mon Mar 31 20:03:41 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY