Skimmianine
AlkaPlorer ID: AK000915
Synonym: None
IUPAC Name: 4,7,8-trimethoxyfuro[2,3-b]quinoline
Structure
SMILES: COC1=CC=C2C(OC)=C3C=COC3=NC2=C1OC
InChI: InChI=1S/C14H13NO4/c1-16-10-5-4-8-11(13(10)18-3)15-14-9(6-7-19-14)12(8)17-2/h4-7H,1-3H3
InChIKey: SLSIBLKBHNKZTB-UHFFFAOYSA-N
Reference
Alcaloides d'Araliopsis soyauxii. Isolement d'un nouvel alcaloide, l'Araliopsine
PubChem CID: 6760
CAS: 83-95-4
LOTUS: LTS0091404
SuperNatural Ⅲ: SN0348991
COCONUT: CNP0139758
data_source: manually
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Geijera salicifolia | Geijera | Rutaceae | Sapindales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 259.261
TPSA？: 53.72
MolLogP？: 3.006800000000001
Number of H-Donors: 0
Number of H-Acceptors: 5
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis | 4'-phosphopantetheinyl transferase ffp | Potency | 100000.0 | nM | None |
| Bacillus subtilis | Bacillus subtilis | MIC | 100.0 | ug.mL-1 | 10.1021/np000012y |
| Candida albicans | Candida albicans | Activity | nan | None | 10.1021/np000012y |
| Cricetulus griseus | CHO | Activity | 0.0 | % | 10.1021/np50028a027 |
| Cricetulus griseus | CHO | Activity | 3.0 | % | 10.1021/np50028a027 |
| Cricetulus griseus | CHO | Activity | 10.9 | % | 10.1021/np50028a027 |
| Cricetulus griseus | CHO | Activity | 45.0 | % | 10.1021/np50028a027 |
| Cricetulus griseus | CHO | Activity | 50.0 | % | 10.1021/np50028a027 |
| Cricetulus griseus | CHO | Activity | 59.9 | % | 10.1021/np50028a027 |
| Cricetulus griseus | CHO | Activity | 61.9 | % | 10.1021/np50028a027 |
| Cricetulus griseus | CHO | Activity | nan | None | 10.1021/np50028a027 |
| Electrophorus electricus | Acetylcholinesterase | Inhibition | 39.26 | % | 10.1016/j.bmc.2012.09.040 |
| Equus caballus | Cholinesterase | Inhibition | 6.79 | % | 10.1016/j.bmc.2012.09.040 |
| Homo sapiens | 15-hydroxyprostaglandin dehydrogenase [NAD+] | Potency | 14125.4 | nM | None |
| Homo sapiens | A2780 | IC50 | 4.2 | ug.mL-1 | 10.1021/np020578h |
| Homo sapiens | A549 | IC50 | 10000.0 | nM | 10.1021/np800276f |
| Homo sapiens | Acetylcholinesterase | IC50 | 8.6 | ug.mL-1 | 10.1007/s00044-011-9581-9 |
| Homo sapiens | Acetylcholinesterase | Inhibition | 91.3 | % | 10.1007/s00044-011-9581-9 |
| Homo sapiens | Acetylcholinesterase | Inhibition | nan | % | 10.1007/s00044-011-9581-9 |
| Homo sapiens | Aldehyde dehydrogenase 1A1 | Potency | 10000.0 | nM | None |
| Homo sapiens | Aldehyde dehydrogenase 1A1 | Potency | 28183.8 | nM | None |
| Homo sapiens | Aldehyde dehydrogenase 1A1 | Potency | 31622.8 | nM | None |
| Homo sapiens | ATPase family AAA domain-containing protein 5 | Potency | 18348.9 | nM | None |
| Homo sapiens | Cellular tumor antigen p53 | Potency | 25118.9 | nM | None |
| Homo sapiens | Cytochrome P450 1A2 | AC50 | 79.43 | nM | None |
| Homo sapiens | Cytochrome P450 2C19 | AC50 | nan | None | None |
| Homo sapiens | Cytochrome P450 2C19 | Potency | 10000.0 | nM | None |
| Homo sapiens | Cytochrome P450 2C9 | AC50 | nan | None | None |
| Homo sapiens | Cytochrome P450 2D6 | AC50 | nan | None | None |
| Homo sapiens | Cytochrome P450 2D6 | Potency | 19952.6 | nM | None |
| Homo sapiens | Cytochrome P450 3A4 | AC50 | 7943.28 | nM | None |
| Homo sapiens | Cytochrome P450 3A4 | Potency | 7943.3 | nM | None |
| Homo sapiens | Cytochrome P450 3A4 | Potency | 12589.3 | nM | None |
| Homo sapiens | Endoplasmic reticulum-associated amyloid beta-peptide-binding protein | Potency | 5011.9 | nM | None |
| Homo sapiens | Endoplasmic reticulum-associated amyloid beta-peptide-binding protein | Potency | 12589.3 | nM | None |
| Homo sapiens | Geminin | Potency | 920.0 | nM | None |
| Homo sapiens | Histone acetyltransferase GCN5 | Potency | 25118.9 | nM | None |
| Homo sapiens | Lysine-specific demethylase 4D-like | Potency | 12589.3 | nM | None |
| Homo sapiens | Lysine-specific demethylase 4D-like | Potency | 14125.4 | nM | None |
| Homo sapiens | Lysine-specific demethylase 4D-like | Potency | 28183.8 | nM | None |
| Homo sapiens | Menin/Histone-lysine N-methyltransferase MLL | Potency | 39810.7 | nM | None |
| Homo sapiens | Muscleblind-like protein 1 | Potency | 10000.0 | nM | None |
| Homo sapiens | Prelamin-A/C | Potency | 3162.3 | nM | None |
| Homo sapiens | Rap guanine nucleotide exchange factor 3 | Potency | 2818.4 | nM | None |
| Homo sapiens | Thyroid stimulating hormone receptor | Potency | 7943.3 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 11885.6 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 29092.9 | nM | None |
| Leishmania braziliensis | Leishmania braziliensis | IC90 | 100.0 | ug.mL-1 | 10.1021/np50099a013 |
| Mus musculus | N1E-115 | BK | 20.0 | % | 10.1021/jm001007u |
| Mus musculus | N1E-115 | BNa | 6.0 | % | 10.1021/jm001007u |
| Mus musculus | Voltage-gated potassium channel subunit Kv1.3 | BK | 13.0 | % | 10.1021/jm001007u |
| Mycolicibacterium smegmatis | Mycolicibacterium smegmatis | MIC | 100.0 | ug.mL-1 | 10.1021/np000012y |
| Photinus pyralis | Luciferin 4-monooxygenase | Potency | 23934.1 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 47500.0 | nM | 10.1021/np0106182 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 59000.0 | nM | 10.1021/np0106182 |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 41.5 | nM | None |
| Rattus norvegicus | Thioredoxin reductase 1, cytoplasmic | Potency | 56234.1 | nM | None |
| 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 |
| Sitophilus zeamais | Sitophilus zeamais | Activity | 0.77 | ug/mg/day | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | Activity | 3.07 | ug/mg/day | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | Activity | 4.99 | ug/mg/day | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | Activity | 9.6 | ug/mg/day | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | Activity | 12.03 | ug/mg/day | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | Activity | 13.27 | ug/mg/day | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | Activity | 18.31 | ug/mg/day | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | Activity | 45.13 | ug/mg/day | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | Activity | 59.65 | ug/mg/day | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | Activity | 92.84 | ug/mg/day | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | Activity | 112.77 | ug/mg/day | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | Activity | 120.9 | ug/mg/day | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | EC50 | 129.72 | ppm | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | ECI | 4.21 | % | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | ECI | 6.81 | % | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | ECI | 8.37 | % | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | ECI | 10.34 | % | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | ECI | 10.67 | % | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | ECI | 10.98 | % | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | FDI | 3.53 | % | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | FDI | 10.21 | % | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | FDI | 26.12 | % | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | FDI | 47.32 | % | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | FDI | 60.24 | % | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | FDI | 82.43 | % | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | mortality | 0.0 | % | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | mortality | 4.0 | % | 10.1021/jf9012983 |
| Sitophilus zeamais | Sitophilus zeamais | mortality | 10.0 | % | 10.1021/jf9012983 |
| Staphylococcus aureus | Staphylococcus aureus | Activity | nan | None | 10.1021/np000012y |
| Tribolium castaneum | Tribolium castaneum | Activity | 1.23 | ug/mg/day | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | Activity | 3.17 | ug/mg/day | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | Activity | 8.49 | ug/mg/day | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | Activity | 15.31 | ug/mg/day | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | Activity | 15.72 | ug/mg/day | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | Activity | 24.21 | ug/mg/day | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | Activity | 27.92 | ug/mg/day | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | Activity | 31.56 | ug/mg/day | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | Activity | 61.88 | ug/mg/day | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | Activity | 101.27 | ug/mg/day | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | Activity | 124.71 | ug/mg/day | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | Activity | 137.89 | ug/mg/day | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | EC50 | 75.71 | ppm | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | ECI | 7.81 | % | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | ECI | 10.03 | % | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | ECI | 13.72 | % | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | ECI | 15.12 | % | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | ECI | 19.41 | % | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | ECI | 20.25 | % | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | FDI | 4.31 | % | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | FDI | 13.21 | % | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | FDI | 30.12 | % | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | FDI | 57.45 | % | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | FDI | 68.62 | % | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | FDI | 89.56 | % | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | mortality | 0.0 | % | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | mortality | 2.0 | % | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | mortality | 6.0 | % | 10.1021/jf9012983 |
| Tribolium castaneum | Tribolium castaneum | mortality | 14.0 | % | 10.1021/jf9012983 |
| Trypanosoma cruzi | Trypanosoma cruzi | IC90 | 100.0 | ug.mL-1 | 10.1021/np50099a013 |
| None | Neutrophil | Activity | nan | None | 10.1021/np800276f |
| None | Neutrophil | IC50 | 35500.0 | nM | 10.1021/np800276f |
| None | NON-PROTEIN TARGET | IC50 | 13240.0 | nM | 10.1021/np070594k |
| None | NON-PROTEIN TARGET | IC50 | 19150.0 | nM | 10.1021/np070594k |
| None | NON-PROTEIN TARGET | IC50 | 51300.0 | nM | 10.1021/np800276f |
| None | Unchecked | Potency | 141.3 | nM | None |
| None | Unchecked | Potency | 2511.9 | nM | None |
| None | Unchecked | Potency | 9200.0 | nM | None |