BERBERINE DERIV JCI 2218

From DrugPedia: A Wikipedia for Drug discovery

Revision as of 06:35, 23 April 2009 by Bharat (Talk | contribs)
(diff) ←Older revision | Current revision (diff) | Newer revision→ (diff)
Jump to: navigation, search

Show 3-D Structure

Show 2-D Structure

BERBERINE DERIV JCI 2218
Systematic (IUPAC) name
N/A
Identifiers
CAS number  ?
ATC code  ?
PubChem 10020829
Chemical data
Formula C20H17NO5
Mol. mass 351.35268
SMILES eMolecules & PubChem
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

?

Legal status
Routes  ?

[edit] Description

Berberine is a quaternary ammonium salt from the group of isoquinoline alkaloids. It is found in such plants as Berberis, goldenseal (Hydrastis canadensis), and Coptis chinensis, usually in the roots, rhizomes, stems, and bark. Berberine is strongly yellow colored, which is why in earlier times berberis species were used to dye wool, leather and wood. Wool is still today dyed with berberine in Northern India. Under ultraviolet light, berberine shows a strong yellow fluorescence. Because of this it is used in histology for staining heparin in mast cells. As a natural dye berberin has a Colour Index (CI) of 75160.

As a drug, berberine has showed some activity against fungal infections, candida, yeast, parasites, and bacterial/viral infections. Some research has been undertaken into possible use against MRSA infection. Although berberine has been tested and used in diabetes, prostate cancer cell lines, liver and leukaemia cancers, cardiac arrhythmia, and leukemia, it has not been researched thoroughly with humans. Berberine is considered an ineffective antibiotic, but a minority claim that when not tested in isolation but in conjunction with the other biochemical substances from the barberry plant, berberine might then be effective.

Berberine is a component of some eye drops formulations. There is some evidence that it is useful in the treatment of trachoma, and it has been a standard treatment for leishmaniasis.

[edit] General Properties

*Molecular Weight

351.35268

*Molecular Formula

C20H17NO5

*IUPAC NAME

N/A

*Canonical Smiles

COC1=C(C2=C[N+]3=C(C4=CC5=C(C=C4CC3)OCO5)C(=C2C=C1)[O-])OC

*Isomeric Smiles

N/A

*XLogP

N/A

*Topological Polar Surface Area

63.9

[edit] External Links

Link to BIAdb Database