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Details

Stereochemistry ABSOLUTE
Molecular Formula C37H40N2O6.ClH
Molecular Weight 645.184
Optical Activity ( + )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BERBAMINE MONOHYDROCHLORIDE

SMILES

Cl.[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=SFPGJACKHKXGBH-QBYKQQEBSA-N
InChI=1S/C37H40N2O6.ClH/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;1H/t28-,29+;/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 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
A comparative study on the anti-inflammatory, antinociceptive and antipyretic effects of isoquinoline alkaloids from the roots of Turkish Berberis species.
2002 Dec 27
The effect of calmodulin antagonist berbaminederivative-EBB on hepatoma in vitro and in vivo.
2002 May
Inhibition of Na(+),K(+)-ATPase by the extract of Stephania cephararantha HAYATA and bisbenzylisoquinoline alkaloid cycleanine, a major constituent.
2003 Aug 1
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
[Comparison of the anti-arrhythmic effects of matrine and berbamine with amiodarone and RP58866].
2004 Sep
[Study on effect of berbamine on multidrug resistance leukemia K562/Adr cells].
2004 Sep
[Effects of berbamine on K562 cells and its mechanisms in vitro and in vivo].
2005 Jun
Free radical scavenging activity and lipoxygenase inhibition of Mahonia aquifolium extract and isoquinoline alkaloids.
2007 Jul 16
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
Harnessing gene expression to identify the genetic basis of drug resistance.
2009
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 exhibits potent antitumor effects on imatinib-resistant CML cells in vitro and in vivo.
2009 Apr
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 growth, migration and invasion of highly-metastatic human breast cancer cells by berbamine and its molecular mechanisms of action.
2009 Oct 1
A novel calmodulin antagonist O-(4-ethoxyl-butyl)-berbamine overcomes multidrug resistance in drug-resistant MCF-7/ADR breast carcinoma cells.
2010 Jul
Degradation of HER2/neu by ANT2 shRNA suppresses migration and invasiveness of breast cancer cells.
2010 Jul 23
Circumvention of multi-drug resistance of cancer cells by Chinese herbal medicines.
2010 Jul 25
Substance Class Chemical
Created
by admin
on Sat Dec 16 19:33:36 GMT 2023
Edited
by admin
on Sat Dec 16 19:33:36 GMT 2023
Record UNII
2FAW2F3Q2Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BERBAMINE MONOHYDROCHLORIDE
Common Name English
Berbaman-12-ol, 6,6′,7-trimethoxy-2,2′-dimethyl-, monohydrochloride
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-, monohydrochloride, (4aS,16aR)-
Systematic 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-, hydrochloride (1:1), (4aS,16aR)-
Systematic Name English
Code System Code Type Description
CAS
69475-26-9
Created by admin on Sat Dec 16 19:33:37 GMT 2023 , Edited by admin on Sat Dec 16 19:33:37 GMT 2023
PRIMARY
FDA UNII
2FAW2F3Q2Z
Created by admin on Sat Dec 16 19:33:37 GMT 2023 , Edited by admin on Sat Dec 16 19:33:37 GMT 2023
PRIMARY
PUBCHEM
56845155
Created by admin on Sat Dec 16 19:33:37 GMT 2023 , Edited by admin on Sat Dec 16 19:33:37 GMT 2023
PRIMARY
Related Record Type Details
SOLVATE->ANHYDROUS
PARENT -> SALT/SOLVATE
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ACTIVE MOIETY