Canadine

Inquiry

For Research Use Only.

Category

Alkaloids

Cat.No.

NP0142

CAS

5096-57-1

Product Name

Canadine

Structure

Product Details

Description

Canadine isolated from the bulbs of Corydalis yanhusuo.

Synonyms

6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13aS)-; (13aS)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine; 13aα-Berbine, 9,10-dimethoxy-2,3-(methylenedioxy)-; 6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (S)-; (-)-Canadine; (-)-Tetrahydroberberine; (-)-α-Canadine; (S)-(-)-7,8,13,13a-Tetrahydroberberine; (S)-(-)-Canadine; (S)-(-)-Tetrahydroberberine; (S)-9,10-Dimethoxy-6,8,13,13a-tetrahydro-5H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline; (S)-Canadine; (S)-Tetrahydroberberine; 9,10-Dimethoxy-2,3-(methylenedioxy)-13aα-berbine; l-Canadine; O-Methyl Nandinine; α-Canadine

IUPAC Name

(1S)-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

Molecular Weight

339.39

Molecular Formula

C20H21NO4

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/t16-/m0/s1

InChIKey

VZTUIEROBZXUFA-INIZCTEOSA-N

Boiling Point

476.1±45.0°C at 760 mmHg

Melting Point

139°C

Purity

98%

Density

1.33±0.1 g/cm3

Solubility

Soluble in Chloroform, Ethyl Acetate (Slightly), Methanol (Very Slightly, Heated)

Appearance

Yellow to Green Solid

Application

antioxidant activity

Storage

Store at 2-8°C

Alpha

D22 -308°; -317° (c = 0.28; 0.4, both in methanol)

EINECS

225-815-0

Form

Powder

Hazard Class

6.1(b)

MDL

MFCD00236139

Packing Groups

III

pKa

6.53±0.20(Predicted)

Refractive Index

1.6000 (estimate)

RIDADR

1544

Uses

(S)-(-)-Canadine is a protoberberine alkaloid which potently block functional KATP channels natively expressed on midbrain dopamine neurons. Canadine is used for treatment of degenerative diseases or conditions associated with KATP channel signaling. (S)-(-)-Canadine has a strong central nervous system-depressing activity and is used in the preparation of tetrahydroprotoberberine derivatives as new antipsychotic agents.

Our Featured Products