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Epiberberine chloride - 99%, high purity , CAS No.889665-86-5

    Grade & Purity:
  • ≥99%
In stock
Item Number
E650898
Grouped product items
SKU Size
Availability
Price Qty
E650898-5mg
5mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$90.90
E650898-10mg
10mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$120.90
E650898-50mg
50mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$440.90

Alkaloids Isoquinoline Alkaloids

Basic Description

Synonyms UNII-ND559X5J59 | Epiberberine chloride | ND559X5J59 | AKOS032944990 | E80794 | HY-N0226A | 16,17-dimethoxy-5,7-dioxa-1-azoniapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),2,4(8),9,11,14,16,18-octaene;chloride | MS-25997 | Benzo(a)-1,3-benzodioxolo(4
Specifications & Purity ≥99%
Biochemical and Physiological Mechanisms Epiberberine chloride is an alkaloid isolated from Coptis chinensis , acts as a potent AChE and BChE inhibitor, and a non-competitive BACE1 inhibitor, with IC 50 s of 1.07, 6.03 and 8.55 μM, respectively. Epiberberine chloride has antioxidant activity, wi
Storage Temp Store at 2-8°C,Desiccated
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

Epiberberine chloride is an alkaloid isolated from Coptis chinensis , acts as a potent AChE and BChE inhibitor, and a non-competitive BACE1 inhibitor, with IC 50 s of 1.07, 6.03 and 8.55 μM, respectively. Epiberberine chloride has antioxidant activity, with peroxynitrite ONOO - scavenging effect (IC 50 , 16.83 μM), and may protect against Alzheimer disease Epiberberine chloride inhibits the early stage of differentiation of 3T3-L1 preadipocytes, downregulates the Raf/MEK1/2/ERK1/2 and AMPKα/Akt pathways Epiberberine has the potential effect in the research of diabetic disease

In Vitro

Epiberberine (0, 12.5, 25, or 50 μM) dose-dependently inhibits cellular triglyceride accumulation in 3T3-L1 adipocytes, with an IC 50 of 52.8 μM. Epiberberine (12.5-50 μM) suppresses the Raf/MEK1/ERK1/2 and AMPKα/Akt pathways in the early stage of 3T3-L1 adipocyte differentiation. Epiberberine (0.2, 1, 5 μg/mL) inhibits glucose uptake in HepG2 cells in a concentration-dependent manner. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Epiberberine (225 mg/kg, p.o. daily for 40 days) reduces body weight, food consumption, water intake, and urinary output of KK-Ay mice. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:AChE BACE1 BChE

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Alkaloids and derivatives
Class Protoberberine alkaloids and derivatives
Subclass Not available
Intermediate Tree Nodes Not available
Direct Parent Protoberberine alkaloids and derivatives
Alternative Parents Isoquinolines and derivatives  Benzodioxoles  Anisoles  Alkyl aryl ethers  Pyridinium derivatives  Heteroaromatic compounds  Oxacyclic compounds  Azacyclic compounds  Acetals  Organopnictogen compounds  Organonitrogen compounds  Organic chloride salts  Hydrocarbon derivatives  Organic cations  
Molecular Framework Aromatic heteropolycyclic compounds
Substituents Protoberberine skeleton - Isoquinoline - Benzodioxole - Anisole - Alkyl aryl ether - Pyridine - Pyridinium - Benzenoid - Heteroaromatic compound - Acetal - Ether - Oxacycle - Azacycle - Organoheterocyclic compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic nitrogen compound - Organic chloride salt - Organopnictogen compound - Organic salt - Organic cation - Aromatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton.
External Descriptors Not available

Names and Identifiers

IUPAC Name 16,17-dimethoxy-5,7-dioxa-1-azoniapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),2,4(8),9,11,14,16,18-octaene;chloride
INCHI InChI=1S/C20H18NO4.ClH/c1-22-18-8-13-5-6-21-10-15-12(3-4-17-20(15)25-11-24-17)7-16(21)14(13)9-19(18)23-2;/h3-4,7-10H,5-6,11H2,1-2H3;1H/q+1;/p-1
InChIKey DGRBIBRPLDAHJH-UHFFFAOYSA-M
Smiles COC1=C(C=C2C(=C1)CC[N+]3=C2C=C4C=CC5=C(C4=C3)OCO5)OC.[Cl-]
Isomeric SMILES COC1=C(C=C2C(=C1)CC[N+]3=C2C=C4C=CC5=C(C4=C3)OCO5)OC.[Cl-]
PubChem CID 71467079
Molecular Weight 336.363545

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Solubility DMSO : 25 mg/mL (67.24 mM; Need ultrasonic)
Molecular Weight 371.800 g/mol
XLogP3
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 2
Exact Mass 371.092 Da
Monoisotopic Mass 371.092 Da
Topological Polar Surface Area 40.800 Ų
Heavy Atom Count 26
Formal Charge 0
Complexity 488.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 2

Solution Calculators

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