Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | 2C20H18NO4.O4S.3H2O |
| Molecular Weight | 822.831 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O.O.O.[O-]S([O-])(=O)=O.COC1=C(OC)C2=C(C=C1)C=C3C4=CC5=C(OCO5)C=C4CC[N+]3=C2.COC6=C(OC)C7=C(C=C6)C=C8C9=CC%10=C(OCO%10)C=C9CC[N+]8=C7
InChI
InChIKey=FYBWCLKVKGHJKS-UHFFFAOYSA-L
InChI=1S/2C20H18NO4.H2O4S.3H2O/c2*1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2;1-5(2,3)4;;;/h2*3-4,7-10H,5-6,11H2,1-2H3;(H2,1,2,3,4);3*1H2/q2*+1;;;;/p-2
DescriptionCurator's Comment: description was created based on several sources, including:
https://examine.com/supplements/berberine/ | https://www.ncbi.nlm.nih.gov/pubmed/19686830 | https://www.ncbi.nlm.nih.gov/pubmed/25610485
Curator's Comment: description was created based on several sources, including:
https://examine.com/supplements/berberine/ | https://www.ncbi.nlm.nih.gov/pubmed/19686830 | https://www.ncbi.nlm.nih.gov/pubmed/25610485
Berberine, an alkaloid isolated from Rhizoma Coptidis, is known to have a wide array of therapeutic effects including antimicrobial, antineoplastic, and hepatoprotective effects. It is found in several plants including European barberry, goldenseal, goldthread, Oregon grape, phellodendron, and tree tumeric. Berberine seems to slightly reduce blood sugar levels in people with diabetes. Berberine might lower blood pressure. Berberine is possibly safe for most adults for short-term use when taken by mouth or applied to the skin.
CNS Activity
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Screening for new compounds with antiherpes activity. | 1984 Oct |
|
| Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase. | 1991 Jan-Feb |
|
| HIV-1 and HIV-2 reverse transcriptases: a comparative study of sensitivity to inhibition by selected natural products. | 1992 May 29 |
|
| The effect of Kampo formulae on bone resorption in vitro and in vivo. I. Active constituents of Tsu-kan-gan. | 1998 Dec |
|
| Differential inhibitory effects of protoberberines on sterol and chitin biosyntheses in Candida albicans. | 1999 May |
|
| Analysis of coptisine, berberine and palmatine in adulterated Chinese medicine by capillary electrophoresis-electrospray ion trap mass spectrometry. | 2000 Jan 14 |
|
| Protective effect of berberine on cyclophosphamide-induced haemorrhagic cystitis in rats. | 2001 May |
|
| Identification of three sulfate-conjugated metabolites of berberine chloride in healthy volunteers' urine after oral administration. | 2002 Jan |
|
| [The interaction of berberine and human serum albumin]. | 2004 Jan |
|
| Search of chemical scaffolds for novel antituberculosis agents. | 2005 Apr |
|
| Effect of artemisinin/artesunate as inhibitors of hepatitis B virus production in an "in vitro" replicative system. | 2005 Nov |
|
| Effect of berberine on interleukin 8 and monocyte chemotactic protein 1 expression in a human retinal pigment epithelial cell line. | 2006 |
|
| Antiosteoporotic chemical constituents from Er-Xian Decoction, a traditional Chinese herbal formula. | 2008 Jul 23 |
|
| Studies on alkaloids binding to GC-rich human survivin promoter DNA using positive and negative ion electrospray ionization mass spectrometry. | 2008 Mar |
|
| Anti-herpes simplex virus effects of berberine from Coptidis rhizoma, a major component of a Chinese herbal medicine, Ching-Wei-San. | 2010 Dec |
|
| Berberine inhibits SREBP-1-related clozapine and risperidone induced adipogenesis in 3T3-L1 cells. | 2010 Dec |
|
| Effect of traditional Chinese medicinal herbs on Candida spp. from patients with HIV/AIDS. | 2011 Apr |
|
| Berberine attenuates lipopolysaccharide-induced impairments of intestinal glutamine transport and glutaminase activity in rat. | 2011 Apr |
|
| Berberine down-regulates the Th1/Th2 cytokine gene expression ratio in mouse primary splenocytes in the absence or presence of lipopolysaccharide in a preventive manner. | 2011 Dec |
|
| Protective effect of berberine on antioxidant enzymes and positive transcription elongation factor b expression in diabetic rat liver. | 2011 Mar |
|
| The formation and stabilization of a novel G-quadruplex in the 5'-flanking region of the relaxin gene. | 2012 |
|
| Modulations of cytochrome P450 expression in diabetic mice by berberine. | 2012 Mar 5 |
|
| Multiple mechanisms of cell death induced by chelidonine in MCF-7 breast cancer cell line. | 2014 Nov 5 |
|
| The neuroprotective effect of berberine in mercury-induced neurotoxicity in rats. | 2015 Aug |
|
| Kinetics and molecular docking studies of cholinesterase inhibitors derived from water layer of Lycopodiella cernua (L.) Pic. Serm. (II). | 2015 Oct 5 |
|
| Berberine promotes bone marrow-derived mesenchymal stem cells osteogenic differentiation via canonical Wnt/β-catenin signaling pathway. | 2016 Jan 5 |
Sample Use Guides
500 mg of berberine 2-3 times daily for up to 3 months
Route of Administration:
Oral
Berberine acted cytotoxically on both tumour cell lines. The melanoma B16 cells were much more sensitive to berberine treatment than the U937 cells. The value of IC(100) was below 100 ug/ml for the U937 cells and below 1 ug/ml for the B16 cells. As for both cell lines under the long-term influence the values of IC(50) were found to be less than 4 ug/ml.
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T3MQ0UO932
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71587234
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m2426
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69352-97-2
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admin on Sat Dec 16 01:07:38 GMT 2023 , Edited by admin on Sat Dec 16 01:07:38 GMT 2023
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ACTIVE MOIETY
SUBSTANCE RECORD
