Dihydrochelerythrine
Basic information
- CAS
6880-91-7- Standard SMILES
COc1ccc2c(c1OC)CN(C)c1c-2ccc2cc3c(cc12)OCO3- InChIKey
ALZAZMCIBRHMFF-UHFFFAOYSA-N- Molecular formula
- C21H19NO4
- Average molar mass
- 349.4 g/mol
- Monoisotopic mass
- 349.13140809
Overview
Dihydrochelerythrine is a benzophenanthridine alkaloid.
Names & identifiers
- Preferred name
- Dihydrochelerythrine
- IUPAC
- 1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine
- English name
- Dihydrochelerythrine
- Molecular formula
- C21H19NO4
- Molecular weight
- 349.38
Names & synonyms
Dihydrochelerythrine6880-91-712,13-Dihydrochelerythrine1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridineDTXSID702189131,2-dimethoxy-12-methyl-13H-(1,3)benzodioxolo(5,6-c)phenanthridineRefChem:133757DTXCID20141404807-650-11,2-Dimethoxy-12-methyl-12,13-dihydro-[1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridineMFCD0218336012,13-Dihydro-1,2-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridine
Show more names
Sibutramine Impurity 8Dihydrochelerythrine, 10 mM in DMSODihydrochelerythrine (12,13-Dihydrochelerythrine)12,13-Dihydro-1,2-dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridine
(1,3)Benzodioxolo(5,6-c)phenanthridine, 12,13-dihydro-1,2-dimethoxy-12-methyl-3arw[1,3]Benzodioxolo[5,6-c]phenanthridine, 12,13-dihydro-1,2-dimethoxy-12-methyl-1,2-dimethoxy-12-methyl-12,13-dihydro[1,3]benzodioxolo[5,6-c]phenanthridine3as1CHEMBL400359orb1221878orb1303442
Database identifiers
- CAS
6880-91-7- PubChem CID
- 485077
- DTXSID
DTXSID70218913- ChEMBL
CHEMBL400359- ChEBI
CHEBI:140672- EC Number
- 807-650-1
- Nikkaji
- J391.781I
Properties
Computed structural properties
- XLogP
- 4.2
- Topological polar surface area
- 40.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 516
Physicochemical properties
- Melting point
- 164 · 164-165 °C
- Boiling point
- 565.9 · 565.9±50.0 °C(Predicted)
- Density
- 1.291 · 1.291±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- 50 mg/mL · DMSO : 50 mg/mL (143.11 mM; Need ultrasonic and warming)
- form
- Powder
- pka
- 2.36 · 2.36±0.20(Predicted)
- color
- White to off-white
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H227
- Precautionary statements
- 501 · P501-P210-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313-P403+P235
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 ClassificationNot Classified
Hazard information
Hazard Classes and CategoriesNot Classified
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319-H227
- Precautionary statements
- P501-P210-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313-P403+P235
Chemistry & industry
Applications
DescriptionDihydrochelerythrine is a benzophenanthridine alkaloid that has been found in Bocconia arborea and has diverse biological activities. It is active against S. aureus, S. faecalis, and C. albicans (MIC = 1.87 μg/ml for all). Dihydrochelerythrine inhibits secretion of the hepatitis B virus (HBV) antigens HBsAg and HBeAg from HepG2 2.2.15 cells (IC50s = 50s = 1.4, 0.4, and 3.5 μM, respectively).
UsesDihydrochelerythrine is synthesized as a potential G-quadrulpex DNA stabilizing agent. It is used in phamacokinetic study of chelerythrine metabolites in agro-products.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: Dihydrochelerythrine is a benzophenanthridine alkaloid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…