(-)-Tabersonine

Details

• Internal ID: 3f6c9766-e1f1-4284-8ae1-935f5a87c9eb
• Taxonomy: Alkaloids and derivatives > Plumeran-type alkaloids
• IUPAC Name: methyl 12-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9,13-pentaene-10-carboxylate
• SMILES (Canonical): CCC12CC(=C3C4(C1N(CC4)CC=C2)C5=CC=CC=C5N3)C(=O)OC
• SMILES (Isomeric): CCC12CC(=C3C4(C1N(CC4)CC=C2)C5=CC=CC=C5N3)C(=O)OC
• InChI: InChI=1S/C21H24N2O2/c1-3-20-9-6-11-23-12-10-21(19(20)23)15-7-4-5-8-16(15)22-17(21)14(13-20)18(24)25-2/h4-9,19,22H,3,10-13H2,1-2H3
• InChI Key: FNGGIPWAZSFKCN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₂
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.183778013 g/mol
• Topological Polar Surface Area (TPSA): 41.60 Ų
• XlogP: 3.40

Synonyms

• NSC646973
• Methyl 2,3,6,7-tetradehydroaspidospermidine-3-carboxylate
• (5??,12??,19??)-2,3,6,7-Tetrahydro-aspidospermidine-3-carboxylic acid methyl ester

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.39%	96.09%
CHEMBL4208	P20618	Proteasome component C5	95.71%	90.00%
CHEMBL2581	P07339	Cathepsin D	94.55%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.28%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.89%	91.11%
CHEMBL240	Q12809	HERG	91.82%	89.76%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.14%	85.14%
CHEMBL230	P35354	Cyclooxygenase-2	90.62%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.43%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.36%	93.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.45%	91.07%
CHEMBL5028	O14672	ADAM10	83.32%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.24%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.76%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.50%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.12%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.05%	95.89%

Plants that contains it

• Alstonia mairei
• Catharanthus roseus
• Rauvolfia serpentina
• Tabernaemontana citrifolia

Cross-Links

• PubChem: 495253
• LOTUS: LTS0084437
• wikiData: Q104998290