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Berbamine

CAT: 0804-HY-N0714Size: 1 EachDry Ice: NoHazardous: No
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CAS Number
478-61-5
Type
Natural Products
Related Pathways
Autophagy;NF-κB
Applications
Cancer-programmed cell death
Field of Research
Cancer; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/Berbamine.html
Purity
99.58
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
COC1=C(OC2=CC([C@]3([H])CC(C=C4)=CC=C4O5)=C(CCN3C)C=C2OC)C([C@@]6([H])CC7=CC=C(O)C5=C7)=C(CCN6C)C=C1OC
Molecular Weight
608.72
References & Citations
[1]Liang Y, et al. Berbamine, a novel nuclear factor kappaB inhibitor, inhibits growth and induces apoptosis in human myeloma cells. Acta Pharmacol Sin. 2009 Dec;30(12):1659-65.|[2]Meng Z, et al. Berbamine inhibits the growth of liver cancer cells and cancer-initiating cells by targeting Ca2+/calmodulin-dependent protein kinase II. Mol Cancer Ther. 2013 Oct;12(10):2067-77.Biomed Pharmacother. 2024 Aug 15:179:117309.|Chemrxiv. Oct 12, 2021.|Drug Des Devel Ther. 2022 Jan 11;16:129-141.|Mol Pharm. 2022 Oct 21.|Pharmaceuticals. 2024 Nov 25.|PLoS Pathog. 2023 Jan 26;19(1):e1011131.|Cell Stress Chaperones. 2021 Jan 6.|J Ethnopharmacol. 2022 Dec 7;303:116025.|J Periodontol. 2024 Jul 5.|Patent. US20220017867A1.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Clinical Information
Launched

Chemical Information

(+)-Berbamine

Berbamine is a bisbenzylisoquinoline alkaloid and a member of isoquinolines.

CAS Number478-61-5
PubChem CID275182
IUPAC Name(1S,14R)-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
Molecular FormulaC37H40N2O6
Molecular Weight608.7
XLogP6.1
Topological Polar Surface Area72.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count8
Rotatable Bond Count3
Heavy Atom Count45
Formal Charge0
Complexity963
SMILES
CN1CCC2=CC(=C3C=C2[C@@H]1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C[C@@H]6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)O)OC
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/t28-,29+/m0/s1
InChIKey
DFOCUWZXJBAUSQ-URLMMPGGSA-N
Chemical Structure
2D Structure
2D structure of (+)-Berbamine
CAS: 478-61-5
CID: 275182
Formula: C37H40N2O6
MW: 608.7
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight608.7
XLogP36.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count8
Rotatable Bond Count3
Exact Mass608.28863700
Monoisotopic Mass608.28863700
Topological Polar Surface Area72.9 Ų
Heavy Atom Count45
Formal Charge0
Complexity963
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes