Erysodine

Details

• Internal ID: b9a8fae3-6496-4ed9-bf48-64e18be63a78
• Taxonomy: Alkaloids and derivatives > Erythrina alkaloids > Erythrinanes
• IUPAC Name: (2R,13bS)-2,12-dimethoxy-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinolin-11-ol
• SMILES (Canonical): COC1CC23C(=CCN2CCC4=CC(=C(C=C34)OC)O)C=C1
• SMILES (Isomeric): CO[C@@H]1C[C@@]23C(=CCN2CCC4=CC(=C(C=C34)OC)O)C=C1
• InChI: InChI=1S/C18H21NO3/c1-21-14-4-3-13-6-8-19-7-5-12-9-16(20)17(22-2)10-15(12)18(13,19)11-14/h3-4,6,9-10,14,20H,5,7-8,11H2,1-2H3/t14-,18-/m0/s1
• InChI Key: BDIVMECULLJBMU-KSSFIOAISA-N
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₁NO₃
• Molecular Weight: 299.40 g/mol
• Exact Mass: 299.15214353 g/mol
• Topological Polar Surface Area (TPSA): 41.90 Ų
• XlogP: 1.80

Synonyms

• Erysodin
• 7290-03-1
• (+)-erysodine
• 6WZ3T41Y11
• (2R,13bS)-2,12-dimethoxy-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinolin-11-ol
• 1,2,6,7-Tetradehydro-3,15-dimethoxyerythrinan-16-ol
• UNII-6WZ3T41Y11
• CHEMBL446533
• Erythrinan-16-ol, 1,2,6,7-tetradehydro-3,15-dimethoxy-, (3.beta.)-
• DTXSID20993682
• CHEBI:192381
• BDBM50006647
• Q27265641
• 3,15-Dimethoxy-1,2,6,7-tetradehydroerythrinan-16-ol
• 1,2,6,7-tetradehydro-3beta,15-dimethoxyerythrinan-16-ol
• 3beta,15-dimethoxy-1,2,6,7-tetradehydroerythrinan-16-ol
• (3beta)-1,2,6,7-tetradehydro-3,15-dimethoxyerythrinan-16-ol
• 1,2,6,7-Tetradehydro-3,15-dimethoxy-(3beta)-Erythrinan-16-ol
• Erythrinan-16-ol, 1,2,6,7-tetradehydro-3,15-dimethoxy-, (3beta)-
• (12R,13aS)-2,12-dimethoxy-5H,6H,8H,12H,13H-indolo[7a,1-a]isoquinolin-3-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	50 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.99%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	96.38%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.22%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.20%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.02%	85.14%
CHEMBL4208	P20618	Proteasome component C5	89.58%	90.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.37%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.35%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.47%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.65%	94.00%
CHEMBL217	P14416	Dopamine D2 receptor	85.80%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.29%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.25%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.74%	89.62%
CHEMBL2535	P11166	Glucose transporter	83.13%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.08%	93.40%
CHEMBL2056	P21728	Dopamine D1 receptor	81.87%	91.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.40%	91.07%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.16%	96.25%

Plants that contains it

• Erythrina abyssinica
• Erythrina americana
• Erythrina berteroana
• Erythrina bidwillii
• Erythrina brucei
• Erythrina cochleata
• Erythrina crista-galli
• Erythrina latissima
• Erythrina leptorhiza
• Erythrina lysistemon
• Erythrina poeppigiana
• Erythrina senegalensis
• Erythrina smithiana
• Erythrina speciosa
• Erythrina stricta
• Erythrina suberosa
• Erythrina variegata
• Erythrina velutina

Cross-Links

• PubChem: 169017
• LOTUS: LTS0200261
• wikiData: Q27265641