Erysotrine

Details

• Internal ID: 01086463-6afa-47ad-af59-8acf8582638d
• Taxonomy: Alkaloids and derivatives > Erythrina alkaloids > Erythrinanes
• IUPAC Name: (2R,13bS)-2,11,12-trimethoxy-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinoline
• SMILES (Canonical): COC1CC23C(=CCN2CCC4=CC(=C(C=C34)OC)OC)C=C1
• SMILES (Isomeric): CO[C@@H]1C[C@@]23C(=CCN2CCC4=CC(=C(C=C34)OC)OC)C=C1
• InChI: InChI=1S/C19H23NO3/c1-21-15-5-4-14-7-9-20-8-6-13-10-17(22-2)18(23-3)11-16(13)19(14,20)12-15/h4-5,7,10-11,15H,6,8-9,12H2,1-3H3/t15-,19-/m0/s1
• InChI Key: WXVSPYOOFCCEII-KXBFYZLASA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃NO₃
• Molecular Weight: 313.40 g/mol
• Exact Mass: 313.16779360 g/mol
• Topological Polar Surface Area (TPSA): 30.90 Ų
• XlogP: 2.10

Synonyms

• 27740-43-8
• (+)-Erysotrine
• CHEBI:4838
• Erythrinan, 1,2,6,7-tetradehydro-3,15,16-trimethoxy-, (3beta)-
• (2R,13bS)-2,11,12-trimethoxy-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinoline
• Erysotrin
• C09423
• 57JE7XNE7L
• CHEMBL442947
• DTXSID80182090
• HY-N3852
• BDBM50006648
• AKOS032948694
• FS-9705
• CS-0024334
• Q27106501
• (3beta)-1,2,6,7-Tetradehydro-3,15,16-trimethoxyerythrinan
• (9bS,11R)-7,8,11-trimethoxy-2H,4H,5H,10H,11H-indolo[7a,1-a]isoquinoline
• (1S,16R)-4,5,16-trimethoxy-10-azatetracyclo[8.7.0.0^{1,13}.0^{2,7}]heptadeca-2(7),3,5,12,14-pentaene

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	600 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	98.57%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	96.55%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.11%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.07%	94.45%
CHEMBL4208	P20618	Proteasome component C5	86.36%	90.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.08%	91.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.00%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.29%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.03%	95.56%
CHEMBL2581	P07339	Cathepsin D	83.79%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.75%	94.00%
CHEMBL6031	Q9H9B1	Histone-lysine N-methyltransferase, H3 lysine-9 specific 5	82.77%	94.33%
CHEMBL2535	P11166	Glucose transporter	82.76%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.36%	89.62%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.64%	92.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.15%	85.14%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.11%	90.24%
CHEMBL5747	Q92793	CREB-binding protein	80.73%	95.12%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.19%	91.07%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.03%	93.99%

Plants that contains it

• Erythrina abyssinica
• Erythrina bidwillii
• Erythrina cochleata
• Erythrina crista-galli
• Erythrina flabelliformis
• Erythrina latissima
• Erythrina leptorhiza
• Erythrina lysistemon
• Erythrina poeppigiana
• Erythrina suberosa
• Erythrina variegata
• Erythrina velutina

Cross-Links

• PubChem: 442219
• LOTUS: LTS0212610
• wikiData: Q27106501