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DL-Tetrahydroberberine - CAS 522-97-4 Catalog number: BADC-00077
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Tetrahydroberberine is a protoberberine alkaloid which potently block functional KATP channels natively expressed on midbrain dopamine neurons. Tetrahydroberberine is used for treatment of degenerative diseases or conditions associated with KATP channel signaling.
Category
ADCs Cytotoxin
Product Name
DL-Tetrahydroberberine
CAS
522-97-4
Catalog Number
BADC-00077
Molecular Formula
C20H21NO4
Molecular Weight
339.38
Ordering Information
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| BADC-00077 | 10 mg | $248 |
Description
Tetrahydroberberine is a protoberberine alkaloid which potently block functional KATP channels natively expressed on midbrain dopamine neurons. Tetrahydroberberine is used for treatment of degenerative diseases or conditions associated with KATP channel signaling.
Synonyms
Canadine; Tetrahydroberberine; Xanthopuccine; Canadin
IUPAC Name
16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene
Canonical SMILES
COC1=C(C2=C(CC3C4=CC5=C(C=C4CCN3C2)OCO5)C=C1)OC
InChI
InChI=1S/C20H21NO4/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/h3-4,8-9,16H,5-7,10-11H2,1-2H3
InChIKey
VZTUIEROBZXUFA-UHFFFAOYSA-N
Solubility
Chloroform, not well in ethanol and methanol
Melting Point
>167°C (dec.)
Application
ADCs Cytotoxin
Appearance
Greenish Yellow Solid
Purity
95 % (TLC).
Quantity
Milligrams-Grams
Quality Standard
Enterprise Standard
Shelf Life
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Shipping
Room temperature
Storage
Store at +4 °C, in dark place.
1.Tetrahydroberberine, a pharmacologically active naturally occurring alkaloid.
Pingali S1, Donahue JP2, Payton-Stewart F1. Acta Crystallogr C Struct Chem. 2015 Apr;71(Pt 4):262-5. doi: 10.1107/S2053229615004076. Epub 2015 Mar 10.
Tetrahydroberberine (systematic name: 9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-benzo[g][1,3]benzodioxolo[5,6-a]quinolizine), C20H21NO4, a widely distributed naturally occurring alkaloid, has been crystallized as a racemic mixture about an inversion center. A bent conformation of the molecule is observed, with an angle of 24.72 (5)° between the arene rings at the two ends of the reduced quinolizinium core. The intermolecular hydrogen bonds that play an apparent role in crystal packing are 1,3-benzodioxole -CH2···OCH3 and -OCH3···OCH3 interactions between neighboring molecules.
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