Lochnerinine

Details

• Internal ID: 53b229c7-ca23-4892-a2f2-d1bc23396d4f
• Taxonomy: Alkaloids and derivatives > Aspidospermatan-type alkaloids
• IUPAC Name: methyl (1R,12S,20R)-12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2(7),3,5,9-tetraene-10-carboxylate
• SMILES (Canonical): CCC12CC(=C3C4(C1N(CC4)CC5C2O5)C6=C(N3)C=C(C=C6)OC)C(=O)OC
• SMILES (Isomeric): CC[C@]12CC(=C3[C@@]4([C@H]1N(CC4)CC5C2O5)C6=C(N3)C=C(C=C6)OC)C(=O)OC
• InChI: InChI=1S/C22H26N2O4/c1-4-21-10-13(19(25)27-3)17-22(14-6-5-12(26-2)9-15(14)23-17)7-8-24(20(21)22)11-16-18(21)28-16/h5-6,9,16,18,20,23H,4,7-8,10-11H2,1-3H3/t16?,18?,20-,21+,22-/m0/s1
• InChI Key: YKTXUUJZENEUGL-MKHRZCKRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆N₂O₄
• Molecular Weight: 382.50 g/mol
• Exact Mass: 382.18925731 g/mol
• Topological Polar Surface Area (TPSA): 63.30 Ų
• XlogP: 2.50

Synonyms

• C11812
• AC1L9EMB
• (-)-Lochnerinine
• CHEBI:6511
• SCHEMBL4143036
• Q27107224
• methyl (1R,12S,20R)-12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2(7),3,5,9-tetraene-10-carboxylate

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	99.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.05%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.92%	94.45%
CHEMBL4208	P20618	Proteasome component C5	94.95%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.58%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.11%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.82%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.30%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.41%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.78%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.42%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.65%	95.89%
CHEMBL2581	P07339	Cathepsin D	85.13%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.84%	92.94%
CHEMBL230	P35354	Cyclooxygenase-2	80.93%	89.63%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.66%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.62%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	80.37%	90.17%

Plants that contains it

• Alstonia yunnanensis
• Catharanthus lanceus
• Catharanthus pusillus
• Catharanthus roseus

Cross-Links

• PubChem: 443417
• LOTUS: LTS0217036
• wikiData: Q27107224