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5096-57-1

5096-57-1 structure

5096-57-1 structure

Name: canadine
Chemical Name: (S)-canadine
CAS Number: 5096-57-1
Molecular Formula: C₂₀H₂₁NO₄
Molecular Weight: 339.385
Catalog: Natural product Alkaloid
Create Date: 2017-12-02 21:13:08
Modify Date: 2024-01-02 11:41:54
(S)-(-)-Tetrahydroberberine is an alkaloid and intermediate in the biosynthesis of berberine with insecticidal activity[1].

Name	(S)-canadine
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

Description	(S)-(-)-Tetrahydroberberine is an alkaloid and intermediate in the biosynthesis of berberine with insecticidal activity[1].
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology
References	[1]. Galanie S, Smolke CD. Optimization of yeast-based production of medicinal protoberberine alkaloids. Microb Cell Fact. 2015 Sep 16;14:144.

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

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

Hazard Codes	Xi
RIDADR	1544
Packaging Group	III