canadine

Modify Date: 2024-01-02 11:41:54

canadine Structure
canadine structure
Common Name canadine
CAS Number 5096-57-1 Molecular Weight 339.385
Density 1.3±0.1 g/cm3 Boiling Point 476.1±45.0 °C at 760 mmHg
Molecular Formula C20H21NO4 Melting Point 135°
MSDS N/A Flash Point 141.1±25.9 °C

 Use of canadine


(S)-(-)-Tetrahydroberberine is an alkaloid and intermediate in the biosynthesis of berberine with insecticidal activity[1].

 Names

Name (S)-canadine
Synonym More Synonyms

 canadine Biological Activity

Description (S)-(-)-Tetrahydroberberine is an alkaloid and intermediate in the biosynthesis of berberine with insecticidal activity[1].
Related Catalog
References

[1]. Galanie S, Smolke CD. Optimization of yeast-based production of medicinal protoberberine alkaloids. Microb Cell Fact. 2015 Sep 16;14:144.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 476.1±45.0 °C at 760 mmHg
Melting Point 135°
Molecular Formula C20H21NO4
Molecular Weight 339.385
Flash Point 141.1±25.9 °C
Exact Mass 339.147064
PSA 40.16000
LogP 3.83
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.656

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DR9823000
CHEMICAL NAME :
13a-alpha-Berbine, 9,10-dimethoxy-2,3-(methylenedioxy)-
CAS REGISTRY NUMBER :
5096-57-1
LAST UPDATED :
199503
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C20-H21-N-O4
MOLECULAR WEIGHT :
339.42

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
940 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,262,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
790 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,262,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,262,1989

 Safety Information

Hazard Codes Xi
RIDADR 1544
Packaging Group III

 Synonyms

(13aS)-9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline
Hydroberberine
6H-1,3-Benzodioxolo[5,6-a]benzo[g]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13aS)-
9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline
canadine
(±)-Canadine
5,6,13,13a-Tetrahydro-9,10-dimethoxy-2,3-(methylenedioxy)-8H-dibenzo(a,g)quinolizine
HDHHC
dl-Tetrahydroberberine
a-Canadine
6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13aS)-
HU243
9,10-bis(methyloxy)-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline
xanthopuccine
(S)-Canadine
6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-
(13aS)-9,10-Dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline
9,10-Dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline
5,6,13,13a-Tetrahydro-9,10-dimethoxy-2,3-(methylenedioxy)-8H-dibenzo[a,g]quinolizine
(S)-Tetrahydroberberine
6H-1,3-Benzodioxolo[5,6-a]benzo[g]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-
dl-Canadine
UNII:V2SSH085X8
5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine
(-)-Canadine
Tetrahydroberberine
CANADINE, (-)-
(13aS)-9,10-dimethoxy-5,8,13,13a-tetrahydro-2H,6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline
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