Kikemanin

Details

• Internal ID: 5fc05863-ba8b-40d6-a4e3-702635033d80
• Taxonomy: Alkaloids and derivatives > Protoberberine alkaloids and derivatives
• IUPAC Name: 2,3,9-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-10-ol
• SMILES (Canonical): COC1=C(C=C2C3CC4=C(CN3CCC2=C1)C(=C(C=C4)O)OC)OC
• SMILES (Isomeric): COC1=C(C=C2C3CC4=C(CN3CCC2=C1)C(=C(C=C4)O)OC)OC
• InChI: InChI=1S/C20H23NO4/c1-23-18-9-13-6-7-21-11-15-12(4-5-17(22)20(15)25-3)8-16(21)14(13)10-19(18)24-2/h4-5,9-10,16,22H,6-8,11H2,1-3H3
• InChI Key: DIHXHTWYVOYYDC-UHFFFAOYSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₄
• Molecular Weight: 341.40 g/mol
• Exact Mass: 341.16270821 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 2.90

Synonyms

• Kikemanine; L-Corydalmine; Schefferine
• Compound NP-025374
• CHEMBL1209608
• SCHEMBL12667453
• AKOS040736749
• B0005-178827
• 2,3,9-Trimethoxy-5,6,13,13a-tetrahydro-8H-dibenzo[a,g]quinolizin-10-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
CHEMBL4081	P13726	Coagulation factor III	152.43 nM	IC50	via Super-PRED
CHEMBL2056	P21728	Dopamine D1 receptor	50 nM	Ki	via Super-PRED
CHEMBL217	P14416	Dopamine D2 receptor	305 nM	Ki	via Super-PRED
CHEMBL1850	P21918	Dopamine D5 receptor	242 nM	Ki	via Super-PRED
CHEMBL214	P08908	Serotonin 1a (5-HT1a) receptor	149 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	98.27%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	97.05%	93.40%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	96.26%	91.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.14%	91.11%
CHEMBL2535	P11166	Glucose transporter	92.58%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.35%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.24%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.13%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.04%	94.45%
CHEMBL3438	Q05513	Protein kinase C zeta	88.95%	88.48%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.53%	89.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.35%	93.99%
CHEMBL5747	Q92793	CREB-binding protein	88.09%	95.12%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.52%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.51%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.62%	90.00%
CHEMBL2581	P07339	Cathepsin D	84.40%	98.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.22%	82.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.80%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.64%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.14%	95.89%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.10%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.17%	90.71%

Plants that contains it

• Annona cherimola
• Corydalis balansae
• Corydalis chaerophylla
• Corydalis pallida
• Corydalis ternata
• Corydalis yanhusuo
• Fibraurea recisa
• Fissistigma balansae
• Stephania bancroftii

Cross-Links

• PubChem: 5316093
• NPASS: NPC39701
• ChEMBL: CHEMBL1209608
• LOTUS: LTS0220031
• wikiData: Q104981381