Home Other Building Blocks BERBAMINE

BERBAMINE

CAS No.:
478-61-5
Catalog Number:
AG00DE9K
Molecular Formula:
C37H40N2O6
Molecular Weight:
608.7233
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
100mg
95%
In Stock USA
United States
$110
- +
250mg
95%
In Stock USA
United States
$179
- +
500mg
95%
In Stock USA
United States
$290
- +
1g
95%
In Stock USA
United States
$505
- +
2g
95%
In Stock USA
United States
$714
- +
Product Description
Catalog Number:
AG00DE9K
Chemical Name:
BERBAMINE
CAS Number:
478-61-5
Molecular Formula:
C37H40N2O6
Molecular Weight:
608.7233
MDL Number:
MFCD11501559
IUPAC Name:
20,21,25-trimethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaen-9-ol
InChI:
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
InChI Key:
DFOCUWZXJBAUSQ-UHFFFAOYSA-N
SMILES:
COc1c(OC)cc2c3c1Oc1cc4c(cc1OC)CCN([C@H]4Cc1ccc(Oc4cc(C[C@H]3N(CC2)C)ccc4O)cc1)C
EC Number:
207-523-5
NSC Number:
105131
Properties
Complexity:
963  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
608.289g/mol
Formal Charge:
0
Heavy Atom Count:
45  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
608.735g/mol
Monoisotopic Mass:
608.289g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
72.9A^2
Undefined Atom Stereocenter Count:
2  
Undefined Bond Stereocenter Count:
0
XLogP3:
6.1  
Literature
Title Journal
In vitro and in vivo metabolic activation of berbamine to quinone methide intermediate. Journal of biochemical and molecular toxicology 20170401
Novel synthetic derivatives of the natural product berbamine inhibit Jak2/Stat3 signaling and induce apoptosis of human melanoma cells. Molecular oncology 20121001
Emerging role of berbamine as an anti-cancer agent in systemic malignancies besides chronic myeloid leukemia. Journal of Zhejiang University. Science. B 20120901
Synthesis of berbamine acetyl glycosides and evaluation of antitumor activity. European journal of medicinal chemistry 20120801
Cancer stem cells and the impact of Chinese herbs, isolates and other complementary medical botanicals: a review. Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine 20120501
Berbamine protects the heart from ischemia/reperfusion injury by maintaining cytosolic Ca(2+) homeostasis and preventing calpain activation. Circulation journal : official journal of the Japanese Circulation Society 20120101
The interaction of telomere DNA G-quadruplex with three bis-benzyltetrahydroisoquinoline alkaloids. Nucleic acid therapeutics 20111201
[Inhibitory effect of 4-chlorobenzoyl berbamine on imatinib-resistant K562 cells in vitro and in vivo]. Nan fang yi ke da xue xue bao = Journal of Southern Medical University 20111201
Berbamine overcomes imatinib-induced neutropenia and permits cytogenetic responses in Chinese patients with chronic-phase chronic myeloid leukemia. International journal of hematology 20110801
Berbamine inhibits proliferation and induces apoptosis of KU812 cells by increasing Smad3 activity. Journal of Zhejiang University. Science. B 20110701
Berbamine increases myocardial contractility via a Ca2+-independent mechanism. Journal of cardiovascular pharmacology 20110701
Systematic review of herbals as potential anti-inflammatory agents: Recent advances, current clinical status and future perspectives. Pharmacognosy reviews 20110101
Chronic inflammation in cancer development. Frontiers in immunology 20110101
Suppression of human lung cancer cell growth and migration by berbamine. Cytotechnology 20100801
A novel calmodulin antagonist O-(4-ethoxyl-butyl)-berbamine overcomes multidrug resistance in drug-resistant MCF-7/ADR breast carcinoma cells. Journal of pharmaceutical sciences 20100701
4-Chlorobenzoyl berbamine induces apoptosis and G2/M cell cycle arrest through the PI3K/Akt and NF-kappaB signal pathway in lymphoma cells. Oncology reports 20100301
Degradation of HER2/neu by ANT2 shRNA suppresses migration and invasiveness of breast cancer cells. BMC cancer 20100101
Circumvention of multi-drug resistance of cancer cells by Chinese herbal medicines. Chinese medicine 20100101
Tissue culture and generation of autotetraploid plants of Sophora flavescens Aiton. Pharmacognosy magazine 20100101
Traditional herbal medicine in far-west Nepal: a pharmacological appraisal. Journal of ethnobiology and ethnomedicine 20100101
Berbamine, a novel nuclear factor kappaB inhibitor, inhibits growth and induces apoptosis in human myeloma cells. Acta pharmacologica Sinica 20091201
[Berbamine induces apoptosis of multiple myeloma RPMI 8226 cells by activating GADD45/JNK pathway]. Zhejiang da xue xue bao. Yi xue ban = Journal of Zhejiang University. Medical sciences 20090901
Berbamine derivatives: a novel class of compounds for anti-leukemia activity. European journal of medicinal chemistry 20090801
The antiproliferation effect of berbamine on k562 resistant cells by inhibiting NF-kappaB pathway. Anatomical record (Hoboken, N.J. : 2007) 20090701
[Mechanism related to inhibition of leukemia K562 cells by berbamine]. Zhejiang da xue xue bao. Yi xue ban = Journal of Zhejiang University. Medical sciences 20090701
Probing the binding sites and the effect of berbamine on the structure of bovine serum albumin. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20090601
Antihyperglycemic and antioxidant effect of Berberis aristata root extract and its role in regulating carbohydrate metabolism in diabetic rats. Journal of ethnopharmacology 20090504
Berbamine exhibits potent antitumor effects on imatinib-resistant CML cells in vitro and in vivo. Acta pharmacologica Sinica 20090401
Effects of theanine on growth of human lung cancer and leukemia cells as well as migration and invasion of human lung cancer cells. Cytotechnology 20090401
A new dawn for the use of traditional Chinese medicine in cancer therapy. Molecular cancer 20090101
Berbamine induces Fas-mediated apoptosis in human hepatocellular carcinoma HepG2 cells and inhibits its tumor growth in nude mice. Journal of Asian natural products research 20090101
Suppression of growth, migration and invasion of highly-metastatic human breast cancer cells by berbamine and its molecular mechanisms of action. Molecular cancer 20090101
Harnessing gene expression to identify the genetic basis of drug resistance. Molecular systems biology 20090101
Pharmacological and therapeutic effects of Berberis vulgaris and its active constituent, berberine. Phytotherapy research : PTR 20080801
Novel immunomodulatory properties of berbamine through selective down-regulation of STAT4 and action of IFN-gamma in experimental autoimmune encephalomyelitis. Journal of immunology (Baltimore, Md. : 1950) 20080715
Studies on alkaloids binding to GC-rich human survivin promoter DNA using positive and negative ion electrospray ionization mass spectrometry. Journal of mass spectrometry : JMS 20080301
Berbamine selectively induces apoptosis of human acute promyelocytic leukemia cells via survivin-mediated pathway. Chinese medical journal 20070505
Berbamine induces apoptosis in human hepatoma cell line SMMC7721 by loss in mitochondrial transmembrane potential and caspase activation. Journal of Zhejiang University. Science. B 20070401
Free radical scavenging activity and lipoxygenase inhibition of Mahonia aquifolium extract and isoquinoline alkaloids. Journal of inflammation (London, England) 20070101
Regulatory T cells, a potent immunoregulatory target for CAM researchers: modulating tumor immunity, autoimmunity and alloreactive immunity (III). Evidence-based complementary and alternative medicine : eCAM 20060901
[The mechanism of apoptosis of chronic myeloid leukemia cells induced by the novel p210 bcr/abl inhibitor berbamine]. Zhonghua yi xue za zhi 20060829
[Effects of berbamine on growth of leukemia cell line NB4 and its mechanism]. Zhejiang da xue xue bao. Yi xue ban = Journal of Zhejiang University. Medical sciences 20060301
Berbamine: a novel inhibitor of bcr/abl fusion gene with potent anti-leukemia activity. Leukemia research 20060101
[Progress of cardiovascular pharmacologic study on berbamine]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine 20050801
[Effects of berbamine on K562 cells and its mechanisms in vitro and in vivo]. Zhongguo shi yan xue ye xue za zhi 20050601
[Study on effect of berbamine on multidrug resistance leukemia K562/Adr cells]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine 20040901
[Comparison of the anti-arrhythmic effects of matrine and berbamine with amiodarone and RP58866]. Yao xue xue bao = Acta pharmaceutica Sinica 20040901
[Distribution of four alkaloids in plants of Berberis]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20040201
[Reversal effect of berbamine on multidrug resistance of K562/A02 cells and its mechanism]. Zhongguo shi yan xue ye xue za zhi 20031201
[Determination of four alkaloids in Berberis plants by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20031201
Effect of E6, a novel calmodulin inhibitor, on activity of P-glycoprotein in purified primary cultured rat brain microvessel endothelial cells. Acta pharmacologica Sinica 20031101
Inhibition of Na(+),K(+)-ATPase by the extract of Stephania cephararantha HAYATA and bisbenzylisoquinoline alkaloid cycleanine, a major constituent. Biochemical pharmacology 20030801
[Detection of P-170 and treatment with berbamine in primary acute leukemia]. Zhejiang da xue xue bao. Yi xue ban = Journal of Zhejiang University. Medical sciences 20030201
Integrity of actin-network is involved in uridine 5'-triphosphate evoked store-operated Ca2+ entry in bovine adrenocortical fasciculata cells. Journal of pharmacological sciences 20030101
A comparative study on the anti-inflammatory, antinociceptive and antipyretic effects of isoquinoline alkaloids from the roots of Turkish Berberis species. Life sciences 20021227
Effects of various principles from Chinese herbal medicine on rhodamine123 accumulation in brain capillary endothelial cells. Acta pharmacologica Sinica 20020701
Inhibition of telomerase activity and bcl-2 expression in berbamine-induced apoptosis in HL-60 cells. Planta medica 20020701
Interaction of multidrug resistance reversal agents with P-glycoprotein ATPase activity on blood-brain barrier. Acta pharmacologica Sinica 20020501
The effect of calmodulin antagonist berbaminederivative-EBB on hepatoma in vitro and in vivo. Chinese medical journal 20020501
Effect of Mahonia aquifolium active compounds on interleukin-8 production in the human monocytic cell line THP-1. Planta medica 20020301
Potential antimutagenic activity of berberine, a constituent of Mahonia aquifolium. BMC complementary and alternative medicine 20020101
Analytical approaches for traditional chinese medicines exhibiting antineoplastic activity. Journal of chromatography. B, Biomedical sciences and applications 20011125
Protection of T cells from radiation-induced apoptosis by Cepharanthin. International immunopharmacology 20011101
In vitro effect of alkaloids on bloodstream forms of Trypanosoma brucei and T. congolense. Planta medica 20011001
Properties