Coptisine hydrochloride
AlkaPlorer ID: AK004409
Synonym: None
IUPAC Name: 5,7,17,19-tetraoxa-13-azoniahexacyclo[11.11.0.02,10.04,8.015,23.016,20]tetracosa-1(13),2,4(8),9,14,16(20),21,23-octaene;chloride
Structure
SMILES: C1C[N+]2=C(C=C3C=CC4=C(C3=C2)OCO4)C5=CC6=C(C=C51)OCO6.[Cl-]
InChI: InChI=1S/C19H14NO4.ClH/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14;/h1-2,5-8H,3-4,9-10H2;1H/q+1;/p-1
InChIKey: LUXPUVKJHVUJAV-UHFFFAOYSA-M
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 355.77700000000004
TPSA？: 40.8
MolLogP？: -0.1882000000000006
Number of H-Donors: 0
Number of H-Acceptors: 4
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 786-0 | GI50 | 4197.59 | nM | None |
| Homo sapiens | A498 | GI50 | 4731.51 | nM | None |
| Homo sapiens | A549 | GI | 49.91 | % | 10.1016/j.ejmech.2014.09.006 |
| Homo sapiens | A549 | GI50 | 4436.09 | nM | None |
| Homo sapiens | A549 | IC50 | 14050.0 | nM | 10.1016/j.ejmech.2014.09.006 |
| Homo sapiens | A549 | IC50 | 23960.0 | nM | 10.1016/j.bmcl.2010.06.035 |
| Homo sapiens | ACHN | GI50 | 2500.35 | nM | None |
| Homo sapiens | BT-549 | GI50 | 5847.9 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 12502.59 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 763.84 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 3556.31 | nM | None |
| Homo sapiens | DU-145 | GI50 | 1300.17 | nM | None |
| Homo sapiens | EKVX | GI50 | 7709.03 | nM | None |
| Homo sapiens | G-402 | GI50 | 19100.0 | nM | 10.1021/np100645d |
| Homo sapiens | HCC 2998 | GI50 | 3845.92 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 446.68 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 638.26 | nM | None |
| Homo sapiens | HCT-15 | IC50 | 29070.0 | nM | 10.1016/j.bmcl.2010.06.035 |
| Homo sapiens | HL-60 | GI50 | 406.44 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 1396.37 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 5571.86 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 1380.38 | nM | None |
| Homo sapiens | HT-29 | GI50 | 5649.37 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 2041.74 | nM | None |
| Homo sapiens | K562 | GI50 | 486.41 | nM | None |
| Homo sapiens | KM12 | GI50 | 924.7 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 1011.58 | nM | None |
| Homo sapiens | M14 | GI50 | 1004.62 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 259.42 | nM | None |
| Homo sapiens | MCF7 | GI50 | 1238.8 | nM | None |
| Homo sapiens | MDA-MB-231 | GI50 | 1129.8 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 308.32 | nM | None |
| Homo sapiens | MDA-N | GI50 | 299.23 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 1288.25 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 347.54 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 1923.09 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 814.7 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 1503.14 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 529.66 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 311.17 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 797.99 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 5093.31 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 12502.59 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 1158.78 | nM | None |
| Homo sapiens | PC-3 | GI50 | 944.06 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 711.21 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 1986.09 | nM | None |
| Homo sapiens | SF-268 | GI50 | 2360.48 | nM | None |
| Homo sapiens | SF-295 | GI50 | 926.83 | nM | None |
| Homo sapiens | SF-539 | GI50 | 887.16 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 554.63 | nM | None |
| Homo sapiens | SK-MEL-2 | IC50 | 30000.0 | nM | 10.1016/j.bmcl.2010.06.035 |
| Homo sapiens | SK-MEL-28 | GI50 | 1199.5 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 587.49 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 3296.1 | nM | None |
| Homo sapiens | SK-OV-3 | IC50 | 30000.0 | nM | 10.1016/j.bmcl.2010.06.035 |
| Homo sapiens | SN12C | GI50 | 2089.3 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 1224.62 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 1276.44 | nM | None |
| Homo sapiens | SR | GI50 | 486.41 | nM | None |
| Homo sapiens | SW-620 | GI50 | 462.38 | nM | None |
| Homo sapiens | T47D | GI50 | 3126.08 | nM | None |
| Homo sapiens | TK-10 | GI50 | 12502.59 | nM | None |
| Homo sapiens | U-251 | GI50 | 935.41 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 1954.34 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 891.25 | nM | None |
| Homo sapiens | UO-31 | GI50 | 857.04 | nM | None |
| Human immunodeficiency virus 1 | Human immunodeficiency virus type 1 reverse transcriptase | IC50 | 150.0 | ug.mL-1 | 10.1021/np50073a012 |
| Rattus norvegicus | A10 | Activity | nan | None | 10.1021/np100645d |
| Rattus norvegicus | A10 | FC | 3.5 | None | 10.1021/np100645d |
| Rattus norvegicus | A10 | FC | 8.0 | None | 10.1021/np100645d |
| Rattus norvegicus | A10 | GI50 | 4490.0 | nM | 10.1021/np100645d |
| Rattus norvegicus | IEC-6 | Survival | 79.0 | % | 10.1021/acs.jnatprod.5b00807 |
| Rattus norvegicus | X-box-binding protein 1 | EC50 | nan | None | 10.1021/acs.jnatprod.5b00807 |
| Rattus norvegicus | X-box-binding protein 1 | Ratio | 0.78 | None | 10.1021/acs.jnatprod.5b00807 |
| None | Molecular identity unknown | Activity | nan | None | 10.1021/np100645d |
| None | Molecular identity unknown | FC | 1.5 | None | 10.1021/np100645d |
| None | NON-PROTEIN TARGET | Activity | nan | None | 10.1016/j.ejmech.2014.09.006 |
| None | NON-PROTEIN TARGET | GI | -10.71 | % | 10.1016/j.ejmech.2014.09.006 |
| None | NON-PROTEIN TARGET | GI | 12.24 | % | 10.1016/j.ejmech.2014.09.006 |
| None | NON-PROTEIN TARGET | GI | 62.06 | % | 10.1016/j.ejmech.2014.09.006 |
| None | NON-PROTEIN TARGET | GI50 | 3300.0 | nM | 10.1021/np100645d |
| None | NON-PROTEIN TARGET | GI50 | 11760.0 | nM | 10.1021/np100645d |
| None | NON-PROTEIN TARGET | GI50 | 33020.0 | nM | 10.1021/np100645d |
| None | NON-PROTEIN TARGET | GI50 | 104940.0 | nM | 10.1021/np100645d |
| None | NON-PROTEIN TARGET | IC50 | 5590.0 | nM | 10.1016/j.ejmech.2014.09.006 |
| None | NON-PROTEIN TARGET | IC50 | 14050.0 | nM | 10.1016/j.ejmech.2014.09.006 |
| None | Unchecked | GI50 | 3350.0 | nM | 10.1021/np100645d |