Erysodine
Basic information
- CAS
7290-03-1- Standard SMILES
COc1cc2c(cc1O)CCN1CC=C3C=C[C@H](OC)C[C@]321- InChIKey
BDIVMECULLJBMU-KSSFIOAISA-N- Molecular formula
- C18H21NO3
- Average molar mass
- 299.4 g/mol
- Monoisotopic mass
- 299.15214353
Overview
Erysodine is an erythrina alkaloid with formula C18H21NO3 isolated from several erythrina plant species. It is a competitive antagonist of nicotinic acetylcholine receptors and exhibits antiparasitic and insecticidal activities. It has a role as a phytogenic insecticide, an antiparasitic agent and a nicotinic antagonist. It is an Erythrina alkaloid, a member of phenols, an aromatic ether, an organic heterotetracyclic compound and a diether.
Names & identifiers
- Preferred name
- Erysodine
- IUPAC
- (2R,13bS)-2,12-dimethoxy-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinolin-11-ol
- English name
- erysodine
- Molecular formula
- C18H21NO3
- Molecular weight
- 299.368
Names & synonyms
Erysodine7290-03-16WZ3T41Y111,2,6,7-Tetradehydro-3,15-dimethoxyerythrinan-16-ol(2R,13bS)-2,12-dimethoxy-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinolin-11-ol(12R,13aS)-2,12-dimethoxy-5H,6H,8H,12H,13H-indolo(7a,1-a)isoquinolin-3-ol(12R,13aS)-2,12-dimethoxy-5H,6H,8H,12H,13H-indolo[7a,1-a]isoquinolin-3-ol(2R,13bS)-2,12-dimethoxy-2,6,8,9-tetrahydro-1H-indolo(7a,1-a)isoquinolin-11-olRefChem:137714Erysodin(+)-erysodineDTXSID20993682
Show more names
1,2,6,7-Tetradehydro-3β,15-dimethoxyerythrinan-16-olErythrinan-16-ol, 1,2,6,7-tetradehydro-3,15-dimethoxy-, (3β)-
3,15-Dimethoxy-1,2,6,7-tetradehydroerythrinan-16-olUNII-6WZ3T41Y11CHEMBL446533Erythrinan-16-ol, 1,2,6,7-tetradehydro-3,15-dimethoxy-, (3.beta.)-1,2,6,7-tetradehydro-3beta,15-dimethoxyerythrinan-16-olCHEBI:192381BDBM50006647NS00094135
Database identifiers
- CAS
7290-03-1- PubChem CID
- 169017
- DTXSID
DTXSID20993682- ChEMBL
CHEMBL446533- ChEBI
CHEBI:192381- UNII
- 6WZ3T41Y11
- Nikkaji
- J15.487C
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 41.9 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 503
Experimental & physicochemical properties
Melting Point204 - 205 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 204 · 204-205 °C
- Boiling point
- 497 · 497.0±45.0 °C(Predicted)
- Density
- 1.28 · 1.28±0.1 g/cm3(Predicted)
- pka
- 10.59 · 10.59±0.40(Predicted)
- FDA UNII
- 6 WZ3T41Y11 · 6WZ3T41Y11
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Additional notes
DefinitionChEBI: Erysodine is an erythrina alkaloid with formula C18H21NO3 isolated from several erythrina plant species. It is a competitive antagonist of nicotinic acetylcholine receptors and exhibits antiparasitic and insecticidal activities. It has a role as a nicotinic antagonist, a phytogenic insecticide and an antiparasitic agent. It is an aromatic ether, an Erythrina alkaloid, an organic heterotetracyclic compound, a diether and a member of phenols.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…