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Canadine

Canadine structure

CAS No:
5096-57-1
Formula:
C20H21NO4
Chemical Name:
Canadine
Synonyms:
6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine,5,8,13,13a-tetrahydro-9,10-dimethoxy-,(13aS)-;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;(13aS)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine;α-Canadine;(-)-Tetrahydroberberine;(-)-Canadine;(-)-α-Canadine;(S)-(-)-7,8,13,13a-Tetrahydroberberine;(S)-Canadine;(S)-(-)-Tetrahydroberberine;l-Canadine;(S)-(-)-Canadine;9,10-Dimethoxy-2,3-(methylenedioxy)-13aα-berbine;(S)-Tetrahydroberberine;O-Methyl Nandinine;(S)-9,10-Dimethoxy-6,8,13,13a-tetrahydro-5H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline;24314-65-6
Categories:
Natural Products > Alkaloids

Description

Yellow Solid

(S)-canadine is the (S)-enantiomer of canadine. It has a role as a plant metabolite. It derives from a (S)-nandinine. It is an enantiomer of a (R)-canadine.

Canadine Basic Attributes

Molecular Weight：

339.38504

Exact Mass：

339.39

EC Number：

225-815-0

UNII：

Q97V5BUT9D

DSSTox ID：

DTXSID10110003

Characteristics

PSA：

40.2

XLogP3：

3.83

Density：

1.3±0.1 g/cm3

Melting Point：

139 °C

Boiling Point：

476.1±45.0 °C at 760 mmHg

Flash Point：

141.1±25.9 °C

Refractive Index：

1.656

Specific rotation：

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

Safety Information

Packing level：

III

Hazard category：

6.1(b)

Transport codes：

1544

Canadine Use and Manufacturing

(S)-(-)-Canadine is a protoberberine alkaloidwhich 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.

Computed Properties

Molecular Weight:339.4
XLogP3:3.1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:339.14705815
Monoisotopic Mass:339.14705815
Topological Polar Surface Area:40.2
Heavy Atom Count:25
Complexity:488
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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(-)-Canadine

CAS No.: 5096-57-1

Content: 99.00%

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Guide of Canadine

Description
Basic Attributes
Characteristics
Safety Information
Use and Manufacturing
Computed Properties
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Canadine

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