522-97-4
522-97-4 structure
- Name: Tetrahydroberberine
- Chemical Name: canadine
- CAS Number: 522-97-4
- Molecular Formula: C20H21NO4
- Molecular Weight: 339.385
- Catalog: API Synthetic anti-infective drugs Natural source anti-infectives
- Create Date: 2018-06-08 14:57:53
- Modify Date: 2026-07-23 19:14:56
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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).
| Name | canadine |
|---|---|
| Synonyms |
Certified Reference Material of Canadine
5,8,13,13a-tetrahydro-9,10-dimethoxy-6H-benzo[g]benzo-1,3-di l-Xanthopuccine Hydroberberine 9,10-DiMethoxy-2,3-(Methylenedioxy)berbine 9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline Tetrahydroberberine,THB l-Canadine (±)-Canadine DL-TETRAHYDROBERBERINE l-Tetrahydroberberine THB Berberine, tetrahydro 5,6,13,13a-Tetrahydro-9,10-dimethoxy-2,3-(methylenedioxy)-8H-dibenzo(a,g)quinolizine TETRAHYDROBERBERINE dl-Tetrahydroberberine Canadine, THB, 5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-alpha]quinolizine Berbine, 9,10-dimethoxy-2,3-(methylenedioxy) 5,8,13,13a-tetrahydro-9,10-dimethoxy-6H-benzo[g]benzo-1,3-dioxolo[5,6-a]quinolizine Canadine-RM Xanthopuccine 9,10-bis(methyloxy)-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline xanthopuccine Cadine (13-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine 5,8,13,13A-TETRAHYDRO-9,10-DIMETHOXY-6H-BENZO[G]-1,3-BENZODIOXOLO[5,6-ALPHA]QUINOLIZINE 9,10-DIMETHOXY-5,8,13,13A-TETRAHYDRO-6H-[1,3]DIOXOLO[4,5-G]ISOQUINO[3,2-A]ISOQUINOLINE Tetrahydroberberine //BP Tetrahydroberine 9,10-Dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline Tetrahydroberberine, BR tetrahedron EINECS 208-338-2 5,6,13,13a-Tetrahydro-9,10-dimethoxy-2,3-(methylenedioxy)-8H-dibenzo[a,g]quinolizine MFCD00067284 dl-Canadine UNII:V2SSH085X8 5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine Tetrahydroberberine from Coptis chinensis Franch 6H-Benzo[G]-1,3-benzodioxolo[5,6-A]quinolizine, 5,8,13,13A-tetrahydro-9,10-dimethoxy Tetrahydroberberine, Canadine 9-Deoxy-16,17-dihydroberberine Nsc94918 DL-CANADINE dl-Tetrahydroberberine 〔dl-Canadine〕 CANADINE |
| 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 | |
| References |
| 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 | solid | yellow |
| Vapour Pressure | 0.0±1.2 mmHg at 25°C |
| Index of Refraction | 1.656 |
| Storage condition | 2-8°C |
| Water Solubility | DMSO: >10 mg/mL, soluble |
| Hazard Codes | Xn: Harmful; |
|---|---|
| Risk Phrases | R22 |
| Safety Phrases | 36 |
| WGK Germany | 3 |
| Precursor 4 | |
|---|---|
| DownStream 6 | |
![6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine,5,8,13,13a-tetrahydro-9,10-dimethoxy structure](https://image.chemsrc.com/caspic/313/29074-38-2.png)
![(1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-methylenedioxy-2-(S)-p-tolylsulfinyl-1,2,3,4-tetrahydroisoquinoline structure](https://image.chemsrc.com/caspic/307/1356336-75-8.png)
