CAS 522-97-4|Tetrahydroberberine

Introduction：Basic information about CAS 522-97-4|Tetrahydroberberine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Tetrahydroberberine BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Synonyms

Common Name	Tetrahydroberberine
CAS Number	522-97-4	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	/
MSDS	/	Flash Point	141.1±25.9 °C

Names

Name	canadine
Synonym	More Synonyms

Tetrahydroberberine BiologicalActivity

Description	Tetrahydroberberine is an isoquinoline alkaloid isolated from corydalis tuber; has micromolar affinity for dopamine D(2) (pK(i) = 6.08) and 5-HT(1A) (pK(i) = 5.38) receptors but moderate to no affinity for other relevant serotonin receptors (5-HT(1B), 5-HT(1D), 5-HT(3), and 5-HT(4); pK(i) < 5.00).
Related Catalog	Signaling Pathways >>GPCR/G Protein >>Dopamine ReceptorSignaling Pathways >>Neuronal Signaling >>Dopamine ReceptorNatural Products >>AlkaloidResearch Areas >>Neurological Disease
References	[1]. Lee TH, et al. Tetrahydroberberine, an isoquinoline alkaloid isolated from corydalis tuber, enhances gastrointestinal motor function. J Pharmacol Exp Ther. 2011 Sep;338(3):917-24. [2]. Niwa M, et al. Dopaminergic unique affinity of tetrahydroberberine and l-tetrahydroberberine-d-camphor sulfonate. Pharmacology. 1991;43(6):329-36.

Description

Tetrahydroberberine is an isoquinoline alkaloid isolated from corydalis tuber; has micromolar affinity for dopamine D(2) (pK(i) = 6.08) and 5-HT(1A) (pK(i) = 5.38) receptors but moderate to no affinity for other relevant serotonin receptors (5-HT(1B), 5-HT(1D), 5-HT(3), and 5-HT(4); pK(i) < 5.00).

Related Catalog

Signaling Pathways >>GPCR/G Protein >>Dopamine ReceptorSignaling Pathways >>Neuronal Signaling >>Dopamine ReceptorNatural Products >>AlkaloidResearch Areas >>Neurological Disease

References

[1]. Lee TH, et al. Tetrahydroberberine, an isoquinoline alkaloid isolated from corydalis tuber, enhances gastrointestinal motor function. J Pharmacol Exp Ther. 2011 Sep;338(3):917-24.

[2]. Niwa M, et al. Dopaminergic unique affinity of tetrahydroberberine and l-tetrahydroberberine-d-camphor sulfonate. Pharmacology. 1991;43(6):329-36.

Chemical & Physical Properties

Density	1.3±0.1 g/cm3
Boiling Point	476.1±45.0 °C at 760 mmHg
Molecular Formula	C₂₀H₂₁NO₄
Molecular Weight	339.385
Flash Point	141.1±25.9 °C
Exact Mass	339.147064
PSA	40.16000
LogP	3.83
Appearance of Characters	solid \| yellow
Vapour Pressure	0.0±1.2 mmHg at 25°C
Index of Refraction	1.656
InChIKey	VZTUIEROBZXUFA-UHFFFAOYSA-N
SMILES	COc1ccc2c(c1OC)CN1CCc3cc4c(cc3C1C2)OCO4
Storage condition	2-8°C
Water Solubility	DMSO: >10 mg/mL, soluble

Safety Information

Hazard Codes	Xn: Harmful;
Risk Phrases	R22
Safety Phrases	36
WGK Germany	3

Synonyms

l-Xanthopuccine

Hydroberberine

6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-

9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline

9,10-Dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline

canadine

Tetrahydroberberine,THB

l-Canadine

(±)-Canadine

EINECS 208-338-2

5,6,13,13a-Tetrahydro-9,10-dimethoxy-2,3-(methylenedioxy)-8H-dibenzo[a,g]quinolizine

MFCD00067284

6H-1,3-Benzodioxolo[5,6-a]benzo[g]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-

dl-Canadine

UNII:V2SSH085X8

l-Tetrahydroberberine

5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine

THB

Tetrahydroberberine

5,6,13,13a-Tetrahydro-9,10-dimethoxy-2,3-(methylenedioxy)-8H-dibenzo(a,g)quinolizine

dl-Tetrahydroberberine

9,10-bis(methyloxy)-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline

xanthopuccine

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