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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

[H][C@@]12CC3=CC=C(OC4=CC(C[C@@]5([H])N(C)CCC6=C5C(OC7=C(OC)C=C(CCN1C)C2=C7)=C(OC)C(OC)=C6)=CC=C4O)C=C3

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

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
PubMed

PubMed

TitleDatePubMed
Inhibition of telomerase activity and bcl-2 expression in berbamine-induced apoptosis in HL-60 cells.
2002 Jul
Interaction of multidrug resistance reversal agents with P-glycoprotein ATPase activity on blood-brain barrier.
2002 May
Inhibition of Na(+),K(+)-ATPase by the extract of Stephania cephararantha HAYATA and bisbenzylisoquinoline alkaloid cycleanine, a major constituent.
2003 Aug 1
[Determination of four alkaloids in Berberis plants by HPLC].
2003 Dec
[Reversal effect of berbamine on multidrug resistance of K562/A02 cells and its mechanism].
2003 Dec
Integrity of actin-network is involved in uridine 5'-triphosphate evoked store-operated Ca2+ entry in bovine adrenocortical fasciculata cells.
2003 Jan
Effect of E6, a novel calmodulin inhibitor, on activity of P-glycoprotein in purified primary cultured rat brain microvessel endothelial cells.
2003 Nov
[Distribution of four alkaloids in plants of Berberis].
2004 Feb
Regulatory T cells, a potent immunoregulatory target for CAM researchers: modulating tumor immunity, autoimmunity and alloreactive immunity (III).
2006 Sep
Berbamine selectively induces apoptosis of human acute promyelocytic leukemia cells via survivin-mediated pathway.
2007 May 5
Novel immunomodulatory properties of berbamine through selective down-regulation of STAT4 and action of IFN-gamma in experimental autoimmune encephalomyelitis.
2008 Jul 15
Studies on alkaloids binding to GC-rich human survivin promoter DNA using positive and negative ion electrospray ionization mass spectrometry.
2008 Mar
Effects of theanine on growth of human lung cancer and leukemia cells as well as migration and invasion of human lung cancer cells.
2009 Apr
Berbamine derivatives: a novel class of compounds for anti-leukemia activity.
2009 Aug
The antiproliferation effect of berbamine on k562 resistant cells by inhibiting NF-kappaB pathway.
2009 Jul
A new dawn for the use of traditional Chinese medicine in cancer therapy.
2009 Mar 20
Suppression of human lung cancer cell growth and migration by berbamine.
2010 Aug
A novel calmodulin antagonist O-(4-ethoxyl-butyl)-berbamine overcomes multidrug resistance in drug-resistant MCF-7/ADR breast carcinoma cells.
2010 Jul
Name Type Language
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
NSC-121842
Code 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 Fri Dec 15 20:05:25 GMT 2023 , Edited by admin on Fri Dec 15 20:05:25 GMT 2023
Code System Code Type Description
PUBCHEM
275182
Created by admin on Fri Dec 15 20:05:25 GMT 2023 , Edited by admin on Fri Dec 15 20:05:25 GMT 2023
PRIMARY
NCI_THESAURUS
C162341
Created by admin on Fri Dec 15 20:05:25 GMT 2023 , Edited by admin on Fri Dec 15 20:05:25 GMT 2023
PRIMARY
FDA UNII
V5KM4XJ0WM
Created by admin on Fri Dec 15 20:05:25 GMT 2023 , Edited by admin on Fri Dec 15 20:05:25 GMT 2023
PRIMARY
NSC
121842
Created by admin on Fri Dec 15 20:05:25 GMT 2023 , Edited by admin on Fri Dec 15 20:05:25 GMT 2023
PRIMARY
SMS_ID
100000124515
Created by admin on Fri Dec 15 20:05:25 GMT 2023 , Edited by admin on Fri Dec 15 20:05:25 GMT 2023
PRIMARY
ECHA (EC/EINECS)
207-523-5
Created by admin on Fri Dec 15 20:05:25 GMT 2023 , Edited by admin on Fri Dec 15 20:05:25 GMT 2023
PRIMARY
EPA CompTox
DTXSID40963943
Created by admin on Fri Dec 15 20:05:25 GMT 2023 , Edited by admin on Fri Dec 15 20:05:25 GMT 2023
PRIMARY
CAS
478-61-5
Created by admin on Fri Dec 15 20:05:25 GMT 2023 , Edited by admin on Fri Dec 15 20:05:25 GMT 2023
PRIMARY
WIKIPEDIA
BERBAMINE
Created by admin on Fri Dec 15 20:05:25 GMT 2023 , Edited by admin on Fri Dec 15 20:05:25 GMT 2023
PRIMARY
MERCK INDEX
m2425
Created by admin on Fri Dec 15 20:05:25 GMT 2023 , Edited by admin on Fri Dec 15 20:05:25 GMT 2023
PRIMARY Merck Index
EVMPD
SUB32535
Created by admin on Fri Dec 15 20:05:25 GMT 2023 , Edited by admin on Fri Dec 15 20:05:25 GMT 2023
PRIMARY
ACTIVE MOIETY
Structure of BERBAMINE
SALT/SOLVATE (PARENT)
Structure of BERBAMINE MONOHYDROCHLORIDE
SALT/SOLVATE (PARENT)
Structure of BERBAMINE DIHYDROCHLORIDE
NIH
NCATS
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DISCLAIMER
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