Arundine
AlkaPlorer ID: AK015728
Synonym: None
IUPAC Name: 3-(1H-indol-3-ylmethyl)-1H-indole
Structure
SMILES: C1=CC=C2C(CC3=CNC4=CC=CC=C34)=CNC2=C1
InChI: InChI=1S/C17H14N2/c1-3-7-16-14(5-1)12(10-18-16)9-13-11-19-17-8-4-2-6-15(13)17/h1-8,10-11,18-19H,9H2
InChIKey: VFTRKSBEFQDZKX-UHFFFAOYSA-N
Reference
Dynamics of the accumulation of the alkaloids ofArundo donax
PubChem CID: 3071
CAS: 1001350-96-4
LOTUS: LTS0186520
COCONUT: CNP0166896
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Arundo donax | Arundo | Poaceae | Poales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 246.313
TPSA？: 31.58
MolLogP？: 4.240000000000002
Number of H-Donors: 2
Number of H-Acceptors: 0
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis | Bacillus subtilis | Activity | nan | None | 10.1021/np030288g |
| Bacillus subtilis | Bacillus subtilis | MIC | 250.0 | ug.mL-1 | 10.1007/s00044-013-0737-7 |
| Candida albicans | Candida albicans | Activity | nan | None | 10.1021/np030288g |
| Cricetulus griseus | CHO | Activity | nan | None | 10.1021/acs.jmedchem.6b01593 |
| Electrophorus electricus | Acetylcholinesterase | Inhibition | 4.61 | % | 10.1016/j.bmc.2012.09.040 |
| Equus caballus | Cholinesterase | Inhibition | 21.71 | % | 10.1016/j.bmc.2012.09.040 |
| Equus caballus | Ferritin light chain | Potency | 11220.2 | nM | None |
| Escherichia coli | Escherichia coli | Activity | nan | None | 10.1021/np030288g |
| Escherichia coli | Escherichia coli | MIC | 250.0 | ug.mL-1 | 10.1007/s00044-013-0737-7 |
| Homo sapiens | 786-0 | GI50 | 18492.69 | nM | None |
| Homo sapiens | A498 | GI50 | 38815.04 | nM | None |
| Homo sapiens | A549 | GI50 | 20796.97 | nM | None |
| Homo sapiens | ACHN | GI50 | 100000.0 | nM | None |
| Homo sapiens | Aryl hydrocarbon receptor | Activity | nan | None | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | Aryl hydrocarbon receptor | EC50 | 78000.0 | nM | 10.1016/j.ejmech.2022.114845 |
| Homo sapiens | Aryl hydrocarbon receptor | Kd | 90.0 | nM | 10.1016/j.ejmech.2022.114845 |
| Homo sapiens | BT-549 | GI50 | 18238.96 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 15922.09 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 12823.31 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 13551.89 | nM | None |
| Homo sapiens | Cytochrome P450 3A4 | Potency | 39810.7 | nM | None |
| Homo sapiens | DU-145 | GI50 | 18197.01 | nM | None |
| Homo sapiens | EKVX | GI50 | 14387.99 | nM | None |
| Homo sapiens | Free fatty acid receptor 1 | Activity | nan | None | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | G-protein coupled receptor 120 | Activity | nan | None | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | G-protein coupled receptor 120 | Inhibition | nan | % | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | G-protein coupled receptor 35 | Activity | nan | None | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | G-protein coupled receptor 84 | Activity | nan | None | 10.1021/acs.jmedchem.9b01339 |
| Homo sapiens | G-protein coupled receptor 84 | EC50 | 252.0 | nM | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | G-protein coupled receptor 84 | EC50 | 368.0 | nM | 10.1021/acs.jmedchem.9b01339 |
| Homo sapiens | G-protein coupled receptor 84 | EC50 | 500.0 | nM | 10.1021/acs.jmedchem.9b01339 |
| Homo sapiens | G-protein coupled receptor 84 | EC50 | 700.0 | nM | 10.1021/acs.jmedchem.9b01339 |
| Homo sapiens | G-protein coupled receptor 84 | EC50 | 1000.0 | nM | 10.1021/acs.jmedchem.9b01339 |
| Homo sapiens | G-protein coupled receptor 84 | EC50 | 1110.0 | nM | 10.1021/acs.jmedchem.9b01339 |
| Homo sapiens | G-protein coupled receptor 84 | EC50 | 1260.0 | nM | 10.1021/acs.jmedchem.9b01339 |
| Homo sapiens | G-protein coupled receptor 84 | EC50 | 1640.0 | nM | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | G-protein coupled receptor 84 | EC50 | 2880.0 | nM | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | G-protein coupled receptor 84 | EC50 | 5120.0 | nM | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | G-protein coupled receptor 84 | EC50 | 5900.0 | nM | 10.1021/acs.jmedchem.9b01339 |
| Homo sapiens | G-protein coupled receptor 84 | EC50 | 6280.0 | nM | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | G-protein coupled receptor 84 | EC50 | 8370.0 | nM | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | G-protein coupled receptor 84 | EC50 | 11000.0 | nM | 10.1021/acs.jmedchem.9b01339 |
| Homo sapiens | G-protein coupled receptor 84 | Emax | 60.0 | % | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | G-protein coupled receptor 84 | Emax | 125.0 | % | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | G-protein coupled receptor 84 | FC | 29.0 | None | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | G-protein coupled receptor 84 | Inhibition | nan | % | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | G-protein coupled receptor 84 | Inhibition | nan | % | 10.1021/acs.jmedchem.9b01339 |
| Homo sapiens | G-protein coupled receptor 84 | Kb | 880.0 | nM | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | G-protein coupled receptor 84 | %max | 100.0 | % | 10.1021/acs.jmedchem.9b01339 |
| Homo sapiens | G-protein coupled receptor 84 | Ratio EC50 | 7.0 | None | 10.1021/acs.jmedchem.6b01593 |
| Homo sapiens | HCT-116 | GI50 | 17100.15 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 23442.29 | nM | None |
| Homo sapiens | Histone deacetylase 6 | Inhibition | 8.06 | % | 10.6019/CHEMBL4808148 |
| Homo sapiens | Histone deacetylase 6 | Inhibition | 71.84 | % | 10.6019/CHEMBL4808148 |
| Homo sapiens | Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 | Potency | 8912.5 | nM | None |
| Homo sapiens | Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 | Potency | 25118.9 | nM | None |
| Homo sapiens | HL-60 | GI50 | 12531.41 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 17660.38 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 16032.45 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 41304.75 | nM | None |
| Homo sapiens | HT-29 | GI50 | 15205.48 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 14723.13 | nM | None |
| Homo sapiens | K562 | GI50 | 19588.45 | nM | None |
| Homo sapiens | KM12 | GI50 | 19142.56 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 20276.83 | nM | None |
| Homo sapiens | M14 | GI50 | 16557.7 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 31260.79 | nM | None |
| Homo sapiens | MCF7 | GI50 | 100000.0 | nM | None |
| Homo sapiens | MCF7 | IC50 | 5500.0 | nM | 10.1021/jm070040e |
| Homo sapiens | MCF7 | IC50 | 50000.0 | nM | 10.1021/jm2013425 |
| Homo sapiens | MDA-MB-231 | GI50 | 14321.88 | nM | None |
| Homo sapiens | MDA-MB-231 | IC50 | 10000.0 | nM | 10.1021/jm2013425 |
| Homo sapiens | MDA-MB-435 | GI50 | 15595.53 | nM | None |
| Homo sapiens | MDA-N | GI50 | 19186.69 | nM | None |
| Homo sapiens | Menin/Histone-lysine N-methyltransferase MLL | Potency | 25118.9 | nM | None |
| Homo sapiens | Microtubule-associated protein tau | Potency | 15848.9 | nM | None |
| Homo sapiens | Microtubule-associated protein tau | Potency | 17782.8 | nM | None |
| Homo sapiens | Microtubule-associated protein tau | Potency | 19952.6 | nM | None |
| Homo sapiens | Microtubule-associated protein tau | Potency | 22387.2 | nM | None |
| Homo sapiens | Microtubule-associated protein tau | Potency | 44668.4 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 13489.63 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 19098.53 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 2142.89 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 13273.94 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 15240.53 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 18967.06 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 30478.95 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 15703.63 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 17823.79 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 14157.94 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 20464.45 | nM | None |
| Homo sapiens | PC-3 | GI50 | 18155.16 | nM | None |
| Homo sapiens | Regulator of G-protein signaling 4 | Potency | 133.7 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 20183.66 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 15595.53 | nM | None |
| Homo sapiens | SF-268 | GI50 | 28119.01 | nM | None |
| Homo sapiens | SF-295 | GI50 | 19860.95 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 22750.97 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 35974.93 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 13740.42 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 23659.2 | nM | None |
| Homo sapiens | SN12C | GI50 | 16634.13 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 21727.01 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 17378.01 | nM | None |
| Homo sapiens | Solute carrier organic anion transporter family member 1B1 | Inhibition | 101.62 | % | 10.1124/mol.112.084152 |
| Homo sapiens | Solute carrier organic anion transporter family member 1B3 | Inhibition | 110.09 | % | 10.1124/mol.112.084152 |
| Homo sapiens | SR | GI50 | 12416.52 | nM | None |
| Homo sapiens | SW-620 | GI50 | 20090.93 | nM | None |
| Homo sapiens | T47D | GI50 | 15848.93 | nM | None |
| Homo sapiens | TK-10 | GI50 | 19364.22 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 35481.3 | nM | None |
| Homo sapiens | U-251 | EC50 | 280000.0 | nM | 10.1016/j.bmcl.2017.02.033 |
| Homo sapiens | U-251 | GI50 | 17660.38 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 18492.69 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 100000.0 | nM | None |
| Homo sapiens | Ubiquitin carboxyl-terminal hydrolase 1 | Potency | 56234.1 | nM | None |
| Homo sapiens | UO-31 | GI50 | 14060.48 | nM | None |
| Homo sapiens | Vitamin D receptor | Potency | 50118.7 | nM | None |
| Lactococcus lactis | Lactococcus lactis | MIC | 500.0 | ug.mL-1 | 10.1007/s00044-013-0737-7 |
| Leishmania donovani | Leishmania donovani | Activity | nan | None | 10.1128/aac.01648-08 |
| Leishmania donovani | Leishmania donovani | Drug uptake | nan | None | 10.1128/aac.01648-08 |
| Leishmania donovani | Leishmania donovani | IC50 | 1250.0 | nM | 10.1128/aac.01648-08 |
| Leishmania donovani | Leishmania donovani | Inhibition | 31.0 | % | 10.1128/aac.01648-08 |
| Leishmania donovani | Leishmania donovani | Inhibition | 34.0 | % | 10.1128/aac.01648-08 |
| Leishmania donovani | Leishmania donovani | Inhibition | 86.0 | % | 10.1128/aac.01648-08 |
| Leishmania donovani | Leishmania donovani | Inhibition | 91.0 | % | 10.1128/aac.01648-08 |
| Leishmania donovani | Leishmania donovani | Inhibition | 94.0 | % | 10.1128/aac.01648-08 |
| Leishmania donovani | Leishmania donovani | Inhibition | nan | % | 10.1128/aac.01648-08 |
| Leishmania donovani | Leishmania donovani | Ratio | 42.0 | None | 10.1128/aac.01648-08 |
| Leishmania donovani (strain BPK282A1) | DNA topoisomerase I | Activity | nan | None | 10.1128/aac.01648-08 |
| Leishmania donovani (strain BPK282A1) | DNA topoisomerase I | Inhibition | nan | % | 10.1128/aac.01648-08 |
| Leishmania donovani (strain BPK282A1) | DNA topoisomerase I | Kd | 530000.0 | nM | 10.1128/aac.01648-08 |
| Leishmania donovani (strain BPK282A1) | DNA topoisomerase I | Kd | 760000.0 | nM | 10.1128/aac.01648-08 |
| Leishmania donovani (strain BPK282A1) | DNA topoisomerase type IB small subunit | Activity | nan | None | 10.1128/aac.01648-08 |
| Leishmania donovani (strain BPK282A1) | DNA topoisomerase type IB small subunit | Inhibition | nan | % | 10.1128/aac.01648-08 |
| Leishmania donovani (strain BPK282A1) | DNA topoisomerase type IB small subunit | Kd | 380000.0 | nM | 10.1128/aac.01648-08 |
| Mus musculus | Aryl hydrocarbon receptor | EC50 | 78000.0 | nM | 10.1016/j.ejmech.2019.111842 |
| Mus musculus | Aryl hydrocarbon receptor | Kd | 90.0 | nM | 10.1016/j.ejmech.2019.111842 |
| Mus musculus | G-protein coupled receptor 84 | EC50 | 4270.0 | nM | 10.1021/acs.jmedchem.0c01378 |
| Mycolicibacterium smegmatis | Mycolicibacterium smegmatis | MIC | 125.0 | ug.mL-1 | 10.1007/s00044-013-0737-7 |
| Oryza sativa | Oryza sativa | Activity | 8.45 | mM | 10.1016/j.bmcl.2007.06.025 |
| Oryza sativa | Oryza sativa | Activity | 10.95 | mM | 10.1016/j.bmcl.2007.06.025 |
| Oryza sativa | Oryza sativa | Activity | 11.24 | mM | 10.1016/j.bmcl.2007.06.025 |
| Oryza sativa | Oryza sativa | Activity | 13.01 | mM | 10.1016/j.bmcl.2007.06.025 |
| Oryza sativa | Oryza sativa | Activity | 13.41 | mM | 10.1016/j.bmcl.2007.06.025 |
| Oryza sativa | Oryza sativa | Activity | 15.67 | mM | 10.1016/j.bmcl.2007.06.025 |
| Oryza sativa | Oryza sativa | Activity | 19.85 | mM | 10.1016/j.bmcl.2007.06.025 |
| Oryza sativa | Oryza sativa | Activity | 22.37 | mM | 10.1016/j.bmcl.2007.06.025 |
| Oryza sativa | Oryza sativa | Activity | 24.56 | mM | 10.1016/j.bmcl.2007.06.025 |
| Oryza sativa | Oryza sativa | Activity | 25.87 | mM | 10.1016/j.bmcl.2007.06.025 |
| Oryza sativa | Oryza sativa | Activity | 26.33 | mM | 10.1016/j.bmcl.2007.06.025 |
| Oryza sativa | Oryza sativa | Activity | 29.5 | mM | 10.1016/j.bmcl.2007.06.025 |
| Proteus mirabilis | Proteus mirabilis | MIC | 250.0 | ug.mL-1 | 10.1007/s00044-013-0737-7 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 250.0 | ug.mL-1 | 10.1007/s00044-013-0737-7 |
| Rhizomucor miehei | Rhizomucor miehei | Activity | nan | None | 10.1021/np030288g |
| Severe acute respiratory syndrome coronavirus 2 | Replicase polyprotein 1ab | Inhibition | -38.57 | % | 10.6019/CHEMBL4495564 |
| Severe acute respiratory syndrome coronavirus 2 | Replicase polyprotein 1ab | Inhibition | 1.18 | % | 10.6019/CHEMBL4495564 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | IC50 | 19952.62 | nM | 10.6019/CHEMBL4651402 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | IC50 | 20000.0 | nM | 10.6019/CHEMBL4651402 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | Inhibition | 0.38 | % | 10.6019/CHEMBL4495565 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | Inhibition | 2.86 | % | 10.6019/CHEMBL4495565 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | Inhibition | 6.61 | % | 10.21203/rs.3.rs-23951/v1 |
| Shigella flexneri | Shigella flexneri | MIC | 125.0 | ug.mL-1 | 10.1007/s00044-013-0737-7 |
| Staphylococcus aureus | Staphylococcus aureus | Activity | nan | None | 10.1021/np030288g |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 250.0 | ug.mL-1 | 10.1007/s00044-013-0737-7 |
| Streptomyces viridochromogenes | Streptomyces viridochromogenes | Activity | nan | None | 10.1021/np030288g |
| None | ADMET | Activity | 20.0 | % | 10.1007/s00044-013-0737-7 |
| None | ADMET | IC50 | 36600000.0 | nM | 10.1016/j.ejmech.2009.05.011 |
| None | NON-PROTEIN TARGET | IC50 | 37000000.0 | nM | 10.1016/j.ejmech.2009.05.011 |
| None | NON-PROTEIN TARGET | IC50 | 40700000.0 | nM | 10.1016/j.ejmech.2009.05.011 |
| None | NON-PROTEIN TARGET | MIC | 125.0 | ug.mL-1 | 10.1007/s00044-013-0737-7 |
| None | NON-PROTEIN TARGET | Potency | 14950.2 | nM | None |
| None | No relevant target | Stability | 35.0 | % | 10.1021/acs.jmedchem.6b01593 |
| None | No relevant target | Stability | 49.0 | % | 10.1021/acs.jmedchem.6b01593 |
| None | No relevant target | Stability | 63.0 | % | 10.1021/acs.jmedchem.6b01593 |
| None | No relevant target | Stability | nan | % | 10.1021/acs.jmedchem.6b01593 |
| None | Unchecked | Activity | nan | None | 10.1128/aac.01648-08 |
| None | Unchecked | EC50 | 230000.0 | nM | 10.1016/j.bmcl.2017.02.033 |
| None | Unchecked | EC50 | 440000.0 | nM | 10.1016/j.bmcl.2017.02.033 |
| None | Unchecked | EC50 | nan | None | 10.1016/j.bmcl.2017.02.033 |
| None | Unchecked | Inhibition | nan | % | 10.1128/aac.01648-08 |
| None | Unchecked | Kd | 9.7 | nM | 10.1128/aac.01648-08 |
| None | Unchecked | Kd | 50.0 | nM | 10.1128/aac.01648-08 |
| None | Unchecked | Kd | 428.0 | nM | 10.1128/aac.01648-08 |
| None | Unchecked | Kd | 24000.0 | nM | 10.1128/aac.01648-08 |
| None | Unchecked | Kd | 240000.0 | nM | 10.1128/aac.01648-08 |
| None | Unchecked | Ratio | 25000.0 | None | 10.1128/aac.01648-08 |