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Molecule
Canadine
CAS: 522-97-4 · C20H21NO4
2D Structure
3D Structure
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Basic Information
- CAS Registry Number
- 522-97-4
- Molecular Formula
- C20H21NO4
- Molecular Mass
- 339.39 g/mol
Identifiers
CAS Registry Number
522-97-4
SMILES
COc1ccc2c(c1OC)CN1CCc3cc4c(cc3C1C2)OCO4
InChI Key
VZTUIEROBZXUFA-UHFFFAOYSA-N
InChI
InChI=1S/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3
Names and Synonyms
- Canadine Common Name
- 6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy- Synonym
- Berbine, 9,10-dimethoxy-2,3-(methylenedioxy)- Synonym
- Berberine, 9-deoxy-16,17-dihydro- Synonym
- 5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine Synonym
- Berberine, tetrahydro- Synonym
- Tetrahydroberberine Synonym
- Xanthopuccine Synonym
- Canadine Synonym
- Tetrahydroumbellatine Synonym
- (±)-Canadine Synonym
- (±)-Tetrahydroberberine Synonym
- dl-Tetrahydroberberine Synonym
- dl-Canadine Synonym
- NSC 36351 Synonym
- NSC 94918 Synonym
- Tetrahydroberineper Synonym
All Properties
Comprehensive physical and chemical properties
| Property | Value | Source |
|---|---|---|
| Molecular Mass | 339.39 g/mol | CAS Common Chemistry |
| 339.3910000000001 g/mol | RDKit | |
| 339.391 g/mol | RDKit | |
| Wikipedia Url | https://en.wikipedia.org/wiki/Canadine | CAS Common Chemistry |
| Canonical SMILES | O(C1=CC=C2C(=C1OC)CN3CCC4=CC=5OCOC5C=C4C3C2)C | CAS Common Chemistry |
| InChI | InChI=1S/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3 | CAS Common Chemistry |
| InChI Key | InChIKey=VZTUIEROBZXUFA-UHFFFAOYSA-N | CAS Common Chemistry |
| Melting Point | 166.5 °C | CAS Common Chemistry |
| Name | (±)-Tetrahydroberberine | CAS Common Chemistry |
| Heavy Atom Count | 25 | RDKit |
| Hydrogen Bond Acceptors | 5 | RDKit |
| Hydrogen Bond Donors | 0 | RDKit |
| Rotatable Bonds | 2 | RDKit |
| Aromatic Ring Count | 2 | RDKit |
| Topological Polar Surface Area | 40.160000000000004 Ų | RDKit |
| 40.16 Ų | RDKit | |
| 39.93 Ų | chempirical lib | |
| LogP | 3.088000000000002 | RDKit |
| 3.088 | RDKit | |
| 3.16 | chempirical lib | |
| Molar Refractivity | 92.67000000000006 cm³/mol | RDKit |
| Formal Charge | 0 | RDKit |
| Ring Count | 5 | RDKit |
| Fraction Csp3 | 0.4 | RDKit |
| Exact Mass | 339.147058152 g/mol | RDKit |
Spectral Data
NMR, IR, and Mass spectral data
Predicting NMR spectra...
10 ppm
9
8
7
6
5
4
3
2
1
0 ppm
| Shift (ppm) | Multiplicity | Integration | Assignment |
|---|
200 ppm
180
160
140
120
100
80
60
40
20
0 ppm
| Shift (ppm) | DEPT | Assignment |
|---|
Note: These NMR spectra are predicted computationally and may differ from experimental data. Predictions are based on chemical environment analysis.
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MW = 339.39 g/mol. Edit any field — others recompute live.
Related
Related molecules
Other compounds with formula C20H21NO4.
