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Berberine

CAT: 0013-GTR19169345-05Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19169345-05Size:50 mg
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Description
Berberine (Umbellatine) is a bioactive alkaloid known to activate AMPK, inhibit topoisomerase, and induce ROS. Its broad research applications include studying anti-tumor, antimicrobial, and metabolic effects in both in vitro and in vivo experimental models.
CAS Number
2086-83-1
Product Name Alternative
Natural Yellow 18, Natural Yellow18, Natural Yellow-18, inhibit, Inhibitor, Endogenous Metabolite, EndogenousMetabolite, Berberin, Berberine, Bacterial, Autophagy, Antibacterial, Antibiotic, Reactive Oxygen Species, ReactiveOxygenSpecies, Topoisomerase, Umbellatine
Field of Research
Cell Biology, Immunology & Inflammation, Infectious Disease & Virology, Metabolism Research, Molecular Biology, Protein Biochemistry, Signal Transduction
Purity
95.71% (May vary between batches)
Solubility
10% DMSO+40% PEG300+5% Tween 80+45% Saline:2.05 mg/mL (6.09 mM) ; Chloroform, Dichloromethane, Ethyl Acetate, Acetone, etc.:Soluble; DMSO:9.8 mg/mL (29.14 mM) ; H2O:< 1 mg/mL (insoluble or slightly soluble)
Smiles
O (C) C1=C2C=[N+]3C (C=4C (=CC5=C (C4) OCO5) CC3) =CC2=CC=C1OC
Molecular Formula
C20H18NO4
Molecular Weight
336.36
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Berberine

Berberine is a berberine alkaloid, an organic heteropentacyclic compound, an alkaloid antibiotic and a botanical anti-fungal agent. It has a role as a geroprotector, an antioxidant, a metabolite, a hypoglycemic agent, an EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor, an antineoplastic agent, an antilipemic drug, an EC 3.1.1.8 (cholinesterase) inhibitor, an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an EC 1.1.1.21 (aldehyde reductase) inhibitor, an EC 3.1.1.4 (phospholipase A2) inhibitor, a potassium channel blocker, an EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor, an EC 1.13.11.52 (indoleamine 2,3-dioxygenase) inhibitor, an EC 3.4.21.26 (prolyl oligopeptidase) inhibitor, an EC 1.1.1.141 [15-hydroxyprostaglandin dehydrogenase (NAD(+))] inhibitor, an EC 1.21.3.3 (reticuline oxidase) inhibitor, an EC 2.1.1.116 [3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase] inhibitor, an EC 2.7.11.10 (IkappaB kinase) inhibitor and an EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor.

CAS Number2086-83-1
PubChem CID2353
IUPAC Name16,17-dimethoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaene
Molecular FormulaC20H18NO4+
Molecular Weight336.4
XLogP3.6
Topological Polar Surface Area40.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Heavy Atom Count25
Formal Charge1
Complexity488
SMILES
COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC
InChI
InChI=1S/C20H18NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,7-10H,5-6,11H2,1-2H3/q+1
InChIKey
YBHILYKTIRIUTE-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Berberine
CAS: 2086-83-1
CID: 2353
Formula: C20H18NO4+
MW: 336.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight336.4
XLogP33.6
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass336.12358306
Monoisotopic Mass336.12358306
Topological Polar Surface Area40.8 Ų
Heavy Atom Count25
Formal Charge1
Complexity488
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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