Tetrahydrothalifendine
AlkaPlorer ID: AK291521
Synonym: None
IUPAC Name: 16-methoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaen-17-ol
Structure
SMILES: COC1=C(O)C=CC2=C1CN1CCC3=CC4=C(C=C3C1C2)OCO4
InChI: InChI=1S/C19H19NO4/c1-22-19-14-9-20-5-4-12-7-17-18(24-10-23-17)8-13(12)15(20)6-11(14)2-3-16(19)21/h2-3,7-8,15,21H,4-6,9-10H2,1H3
InChIKey: TUTLRKKYUXPDGN-UHFFFAOYSA-N
Reference
Isoquinoline Alkaloids from Corydalis taliensis
PubChem CID: 276137
CAS: 4668-22-8
LOTUS: LTS0048389
COCONUT: CNP0217912.2
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Thalictrum fendleri | Thalictrum | Ranunculaceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 325.36400000000003
TPSA？: 51.16000000000001
MolLogP？: 2.785000000000001
Number of H-Donors: 1
Number of H-Acceptors: 5
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Acinetobacter baumannii | Acinetobacter baumannii | Inhibition | 10.47 | % | 10.6019/CHEMBL4296182 |
| Bacillus subtilis | 4'-phosphopantetheinyl transferase ffp | Potency | 35481.3 | nM | None |
| Bacillus subtilis (strain 168) | ATP-dependent Clp protease proteolytic subunit | Potency | 17782.8 | nM | None |
| Candida albicans | Candida albicans | Inhibition | -2.64 | % | 10.6019/CHEMBL4296182 |
| Cryptococcus neoformans | Cryptococcus neoformans | Inhibition | -12.68 | % | 10.6019/CHEMBL4296182 |
| Escherichia coli | Escherichia coli | Inhibition | 3.09 | % | 10.6019/CHEMBL4296182 |
| Giardia intestinalis | Putative fructose-1,6-bisphosphate aldolase | Potency | 5000.0 | nM | None |
| Homo sapiens | 786-0 | GI50 | 23933.16 | nM | None |
| Homo sapiens | A498 | GI50 | 20796.97 | nM | None |
| Homo sapiens | A549 | GI50 | 32508.73 | nM | None |
| Homo sapiens | ACHN | GI50 | 16255.49 | nM | None |
| Homo sapiens | ATP-dependent DNA helicase Q1 | Potency | 35481.3 | nM | None |
| Homo sapiens | Bromodomain adjacent to zinc finger domain protein 2B | Potency | 50118.7 | nM | None |
| Homo sapiens | BT-549 | GI50 | 28183.83 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 38282.47 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 30831.88 | nM | None |
| Homo sapiens | Chromobox protein homolog 1 | Potency | 50118.7 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 36140.99 | nM | None |
| Homo sapiens | DNA polymerase iota | Potency | 22387.2 | nM | None |
| Homo sapiens | DU-145 | GI50 | 21777.1 | nM | None |
| Homo sapiens | EKVX | GI50 | 47752.93 | nM | None |
| Homo sapiens | Flap endonuclease 1 | Potency | 19952.6 | nM | None |
| Homo sapiens | Geminin | Potency | 16360.1 | nM | None |
| Homo sapiens | Glucose-6-phosphate 1-dehydrogenase | IC50 | 80000.0 | nM | None |
| Homo sapiens | Glutaminase kidney isoform, mitochondrial | Potency | 12589.3 | nM | None |
| Homo sapiens | GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1 | Potency | 12995.3 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 31550.05 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 24043.63 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 21627.19 | nM | None |
| Homo sapiens | HepG2 | Potency | 10000.0 | nM | None |
| Homo sapiens | Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 | Potency | 10000.0 | nM | None |
| Homo sapiens | HL-60 | GI50 | 20044.72 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 36391.5 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 51760.68 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 27352.69 | nM | None |
| Homo sapiens | HT-29 | GI50 | 32658.78 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 28641.78 | nM | None |
| Homo sapiens | Importin subunit beta-1/Snurportin-1 | Potency | 100000.0 | nM | None |
| Homo sapiens | Indoleamine 2,3-dioxygenase | IC50 | 35600.0 | nM | 10.1016/j.ejmech.2016.12.029 |
| Homo sapiens | Indoleamine 2,3-dioxygenase | IC50 | 1000000.0 | nM | 10.1016/j.ejmech.2016.12.029 |
| Homo sapiens | Indoleamine 2,3-dioxygenase | Inhibition | -16.0 | % | 10.1016/j.ejmech.2016.12.029 |
| Homo sapiens | Indoleamine 2,3-dioxygenase | Inhibition | 36.0 | % | 10.1016/j.ejmech.2016.12.029 |
| Homo sapiens | K562 | GI50 | 20044.72 | nM | None |
| Homo sapiens | KM12 | GI50 | 22130.95 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 22750.97 | nM | None |
| Homo sapiens | Lysine-specific demethylase 4A | Potency | 44668.4 | nM | None |
| Homo sapiens | Lysine-specific demethylase 4D-like | Potency | 3981.1 | nM | None |
| Homo sapiens | Lysosomal alpha-glucosidase | Potency | 39506.8 | nM | None |
| Homo sapiens | M14 | GI50 | 34833.73 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 33884.42 | nM | None |
| Homo sapiens | MCF7 | GI50 | 21627.19 | nM | None |
| Homo sapiens | MDA-MB-231 | GI50 | 29308.93 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 21777.1 | nM | None |
| Homo sapiens | MDA-N | GI50 | 26363.31 | nM | None |
| Homo sapiens | Microtubule-associated protein tau | Potency | 22387.2 | nM | None |
| Homo sapiens | Microtubule-associated protein tau | Potency | 25118.9 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 2432.2 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 14125.4 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 20892.96 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 44463.13 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 36224.3 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 22803.42 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 18365.38 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 7430.19 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 26424.09 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 23067.47 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 65463.62 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 33884.42 | nM | None |
| Homo sapiens | PC-3 | GI50 | 23388.37 | nM | None |
| Homo sapiens | Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | Potency | 89125.1 | nM | None |
| Homo sapiens | Pyruvate kinase isozymes M1/M2 | Potency | 7079.5 | nM | None |
| Homo sapiens | Rap guanine nucleotide exchange factor 3 | Potency | 35481.3 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 32359.37 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 12589.25 | nM | None |
| Homo sapiens | Serine/threonine-protein kinase PLK1 | Potency | 23778.1 | nM | None |
| Homo sapiens | SF-268 | GI50 | 36982.82 | nM | None |
| Homo sapiens | SF-295 | GI50 | 29716.66 | nM | None |
| Homo sapiens | SF-539 | GI50 | 39994.47 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 30619.63 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 45081.67 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 34994.52 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 23120.65 | nM | None |
| Homo sapiens | SN12C | GI50 | 27669.42 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 31260.79 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 14454.4 | nM | None |
| Homo sapiens | Sphingomyelin phosphodiesterase | Potency | 31622.8 | nM | None |
| Homo sapiens | SR | GI50 | 440.55 | nM | None |
| Homo sapiens | SW-620 | GI50 | 29922.65 | nM | None |
| Homo sapiens | T47D | GI50 | 20941.12 | nM | None |
| Homo sapiens | TK-10 | GI50 | 28906.8 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 14581.0 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 16360.1 | nM | None |
| Homo sapiens | U-251 | GI50 | 29648.31 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 30974.19 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 27542.29 | nM | None |
| Homo sapiens | UO-31 | GI50 | 29648.31 | nM | None |
| Klebsiella pneumoniae | Klebsiella pneumoniae | Inhibition | 10.21 | % | 10.6019/CHEMBL4296182 |
| Mycobacterium tuberculosis | Protein RecA | EC50 | 14000.0 | nM | None |
| Mycobacterium tuberculosis | Replicative DNA helicase | AC50 | 380000.0 | nM | None |
| Photinus pyralis | Luciferin 4-monooxygenase | Potency | 16944.1 | nM | None |
| Plasmodium berghei | Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase | IC50 | 15500.0 | nM | None |
| Plasmodium berghei | Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase | IC50 | 80000.0 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 1852.6 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 3294.4 | nM | None |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | Inhibition | 19.08 | % | 10.6019/CHEMBL4296182 |
| Rattus norvegicus | Thioredoxin reductase 1, cytoplasmic | Potency | 50118.7 | nM | None |
| Schistosoma mansoni | Thioredoxin glutathione reductase | Potency | 3162.3 | nM | None |
| Staphylococcus aureus | Staphylococcus aureus | Inhibition | 12.64 | % | 10.6019/CHEMBL4296182 |
| None | Unchecked | Potency | 501.2 | nM | None |
| None | Unchecked | Potency | 11220.2 | nM | None |
| None | Unchecked | Potency | 22387.2 | nM | None |
| None | Unchecked | Potency | 39810.7 | nM | None |
| None | Unchecked | Ratio IC50 | 28.1 | None | 10.1016/j.ejmech.2016.12.029 |