Berbamine

Berbamine

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Catalog Number ACM478615-1
CAS Number 478-61-5
Description Berbamine is a natural compound that has been used in traditional medicine to treat various skin and eye infections. Berbamine inhibits bacterial growth by binding to DNA and RNA, which prevents transcription and replication. Berbamine also inhibits the production of reactive oxygen species (ROS) through the inhibition of mitochondrial electron transport. This property may be useful in cancer therapy as it can kill cancer cells by inducing apoptosis, or programmed cell death. In addition, berbamine has shown significant cytotoxicity against hl-60 cells when tested using a fluorescence probe, suggesting that it may be useful for treating cancer.
Synonyms 6,6',7-Trimethoxy-2,2'-dimethylberbaman-12-ol
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 Weight 608.72
Molecular Formula C37H40N2O6
Canonical 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
InChI Key DFOCUWZXJBAUSQ-URLMMPGGSA-N
Boiling Point 655.15 °C
Melting Point 198.5 °C
Purity 98%
Density 1.16 g/ml
Appearance White powder
Storage store at 10℃-25℃
Complexity 963
Covalently-Bonded Unit Count 1
Defined Atom Stereocenter Count 2
Exact Mass 608.288637
Heavy Atom Count 45
Hydrogen Bond Acceptor Count 8
Hydrogen Bond Donor Count 1
Isomeric 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
MDL Number MFCD11501559
Monoisotopic Mass 608.288637
PhysicalState Powder
Rotatable Bond Count 3
Topological Polar Surface Area 72.9 Ų
Custom Q&A

What is the molecular formula of Berbamine?

The molecular formula of Berbamine is C37H40N2O6.

What is the CAS number of Berbamine?

The CAS number of Berbamine is 478-61-5.

What are some synonyms for Berbamine?

Some synonyms for Berbamine include BERBAMAN-12-OL,6,6',7-TRIMETHOXY-2,2'-DIMETHYL and BERBAINE.

What is the melting point of Berbamine?

The melting point of Berbamine is 198.5°C.

In what solvents is Berbamine soluble?

Berbamine is easily soluble in dilute hydrochloric acid, sulfuric acid, ethanol, chloroform, and acetone; soluble in ether; slightly soluble in boiling water and petroleum ether; but insoluble in cold water, ammonia, sodium carbonate, and calcium hydroxide solution.

What is the historical background of Berbamine?

Berbamine is an alkaloid mainly found in Berberis and Mahonia plants, and has been used in Chinese medicine for various therapeutic effects since ancient times.

What are the pharmacological effects of Berbamine?

Berbamine can promote hematopoietic function, inhibit the proliferation of tumor cells, and is used for the treatment of leukopenia induced by chemotherapy.

What are the clinical uses of Berbamine?

Berbamine is used for the prevention and treatment of cancer patients with neutropenia due to radiotherapy, chemotherapy, benzene poisoning, radioactive substances, and drugs.

How is Berbamine purified?

Berbamine can be crystallized from pet ether or benzene.

How does Berbamine inhibit liver cancer cell proliferation?

Berbamine inhibits liver cancer cell proliferation by targeting Ca2+/calmodulin-dependent protein kinase II (CAMKII) and inducing cancer cell death.

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