Basic information
- CAS
29074-38-2- Standard SMILES
COc1ccc2c(c1OC)CN1CCc3cc4c(cc3C1C2)OCO4- InChIKey
VZTUIEROBZXUFA-UHFFFAOYSA-N- Molecular formula
- C20H21NO4
- Average molar mass
- 339.4 g/mol
- Monoisotopic mass
- 339.14705815
Overview
Canadine is a berberine alkaloid that is 5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline substituted by methoxy groups at positions 9 and 10. It is a berberine alkaloid, an aromatic ether, an oxacycle and an organic heteropentacyclic compound.
Names & identifiers
- Preferred name
- (+-)-Tetrahydroberberine
- IUPAC
- 16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene
- English name
- TETRAHYDROBERBERINE
- Molecular formula
- C20H21NO4
- Molecular weight
- 339.39
Names & synonyms
Canadine522-97-4XanthopuccineCanadindl-TetrahydroberberineDTXSID5022724V2SSH085X89,10-Dimethoxy-2,3-(methylenedioxy)berbineNSC-36351NSC-94918DTXCID80272416,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene
Show more names
THBNsc36351(+-)-hoxyAKOS 213-56(+-)-canadinCanadine (DL-)10-dimethoxy-2,3-(methylenedioxy)-(+-)-berbinbenzo(g)-1,3-benzodioxolo(5,6-a)quinolizine,5,8,13,13a-tetrahydro-9,10-dimet
CHEBI:229985,8,13,13a-tetrahydro-9,10-dimethoxy-6H-benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine(+-)-Tetrahydroberberine16,17-dimethoxy-5,7-dioxa-13-azapentacyclo(11.8.0.02,10.04,8.015,20)henicosa-2,4(8),9,15(20),16,18-hexaeneRefChem:573702208-338-2Tetrahydroberberinedl-Canadine
Database identifiers
- CAS
29074-38-2、5096-57-1、522-97-4
Properties
Computed structural properties
- XLogP
- 3.1
- Topological polar surface area
- 40.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 488
Experimental & physicochemical properties
Solubility2.1 [ug/mL] (The mean of the results at pH 7.4)
Physicochemical properties
- Melting point
- 172 ° · 172° (Spth, Julian), also reported as 163-165° (Cushman, Dekon)
- storage temp.
- 2 · 2-8°C
- solubility
- 10 mg/mL, · DMSO: >10 mg/mL, soluble
- form
- solid
- color
- yellow
- FDA UNII
- 2 SSH085X8 · V2SSH085X8
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22
- Safety Statements
- 36 · 36
- WGK Germany
- 3 · 3
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 2.4% (1 of 41) of reports.
Warning
H302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 2 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (97.6%)
Safety data
- wgk
- 3
- risk_code
- 22
- hazard_code
- Xn
- safety_code
- 36
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.
A class of drugs that act by selective inhibition of calcium influx through cellular membranes.
Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
Suppliers100 total
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
成都曼思特生物科技有限公司18010516991 · [email protected]
南京普怡生物科技有限公司13814510036 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
成都市久鼎化学技术有限公司18584079237 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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