Tetrahydropalmatrubine

Details

• Internal ID: fe5e673f-37e3-4fc1-8310-6889d67cdf5f
• Taxonomy: Alkaloids and derivatives > Protoberberine alkaloids and derivatives
• IUPAC Name: 2,3,10-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-9-ol
• SMILES (Canonical): COC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)OC)OC)C=C1)O
• SMILES (Isomeric): COC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)OC)OC)C=C1)O
• InChI: InChI=1S/C20H23NO4/c1-23-17-5-4-12-8-16-14-10-19(25-3)18(24-2)9-13(14)6-7-21(16)11-15(12)20(17)22/h4-5,9-10,16,22H,6-8,11H2,1-3H3
• InChI Key: DKBYSDUFSXFXMP-UHFFFAOYSA-N
• Popularity: 1 reference 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

• 2,3,10-Trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[3,2-a]isoquinolin-9-ol
• 32154-71-5
• 7762-76-7
• (-)-Tetrahydropalmatrubine
• (1)-Tetrahydropalmatrubine
• SCHEMBL12904352
• DTXSID50954024
• BDBM50424076
• 2,3,10-trimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-9-ol
• 2,3,10-Trimethoxy-5,6,8,13-tetrahydro-13aH-dibenzo[a,g]quinolizine-9-ol
• 2,3,10-Trimethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinolin-9-ol
• 6H-Dibenzo[a,g]quinolizin-9-ol, 5,8,13,13a-tetrahydro-2,3,10-trimethoxy-, (1)-

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	187.26 nM; 187.26 nM	IC50; IC50	via Super-PRED; PMID: 23199480
CHEMBL2056	P21728	Dopamine D1 receptor	443 nM; 410 nM	Ki; IC50	via Super-PRED; 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	98.36%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	96.27%	95.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.51%	92.94%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	94.34%	91.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.55%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.33%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.85%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.52%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.52%	94.45%
CHEMBL2535	P11166	Glucose transporter	89.13%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.97%	93.40%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.95%	89.62%
CHEMBL2581	P07339	Cathepsin D	88.26%	98.95%
CHEMBL3438	Q05513	Protein kinase C zeta	87.82%	88.48%
CHEMBL5747	Q92793	CREB-binding protein	87.45%	95.12%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.67%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.60%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.35%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.92%	93.99%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.37%	82.38%
CHEMBL4208	P20618	Proteasome component C5	82.09%	90.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.93%	89.05%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.09%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.44%	99.17%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.09%	91.03%

Plants that contains it

• Corydalis saxicola
• Phellodendron amurense
• Phellodendron chinense
• Zanthoxylum integrifoliolum

Cross-Links

• PubChem: 453215
• NPASS: NPC276588
• ChEMBL: CHEMBL2314745
• LOTUS: LTS0252503
• wikiData: Q82933028