Oxychelerythrine
Basic information
- CAS
28342-33-8- Standard SMILES
COc1ccc2c(c1OC)c(=O)n(C)c1c3cc4c(cc3ccc21)OCO4- InChIKey
IHTXRYTWDARUKX-UHFFFAOYSA-N- Molecular formula
- C21H17NO5
- Average molar mass
- 363.4 g/mol
- Monoisotopic mass
- 363.11067264
Overview
6-Oxochelerythrine is a benzophenanthridine alkaloid.
Names & identifiers
- Preferred name
- Oxychelerythrine
- IUPAC
- 1,2-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-13-one
- English name
- 6-Oxochelerythrine
- Molecular formula
- C21H17NO5
- Molecular weight
- 363.36
Names & synonyms
Oxychelerythrine6-OxochelerythrineDihydrooxochelerythrineCCRIS 3805BRN 03451981,2-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-13-oneChelerythrine, 12,13-dihydro-13-oxo-DTXSID701825844-27-00-06655 (Beilstein Handbook Reference)(1,3)Benzodioxolo(5,6-c)phenanthridin-13(12H)-one, 1,2-dimethoxy-12-methyl-1,2-dimethoxy-12-methyl-(1,3)benzodioxolo(5,6-c)phenanthridin-13-oneRefChem:169029
Show more names
1,2-Dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridin-13(12H)-one[1,3]Benzodioxolo[5,6-c]phenanthridin-13(12H)-one, 1,2-dimethoxy-12-methyl-
DTXCID10105075(1,3)Benzodioxolo(5,6-c)phenanthridin-13(12H)-one, 1,2-dimethoxy-12-methyl-(9CI)28342-33-81,2-Dimethoxy-12-methyl-[1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridin-13(12H)-oneorb1681952SCHEMBL10633372CHEBI:31141DBA34233
Database identifiers
- CAS
28342-33-8- PubChem CID
- 147279
- DTXSID
DTXSID70182584- ChEBI
CHEBI:31141- Nikkaji
- J663.276I
Properties
Computed structural properties
- XLogP
- 3.6
- Topological polar surface area
- 57.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 585
Physicochemical properties
- Melting point
- 194 · 194-197 °C
- Boiling point
- 615.5 · 615.5±55.0 °C(Predicted)
- Density
- 1.361 · 1.361±0.06 g/cm3(Predicted)
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- pka
- -1.58 · -1.58±0.20(Predicted)
Chemistry & industry
Applications
DescriptionOxychelerythrine shows antifeeding activities against Tribolium castaneum adults, with the EC50 of 1932 ppm. Oxychelerythrine shows high modulatory activity enhancing the susceptibility of the S. aureus ATCC 6538 to all the tested antibiotics from two to four-fold.
UsesOxychelerythrine is an alkaloid that can be isolated from Zanthoxylum integrifoliolum. Oxychelerythrine exhibits cytotoxicity against P-388 and HT-29 cell lines with ED50s of 3.25 and 5.48 μg/mL, respectively[1].
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: 6-Oxochelerythrine is a benzophenanthridine alkaloid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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