Tylophorine
AlkaPlorer ID: AK001555
Synonym: '', 'Tylophorine'
IUPAC Name: (13aS)-2,3,6,7-tetramethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine
Structure
SMILES: COC1=CC2=C3C[C@@H]4CCCN4CC3=C3C=C(OC)C(OC)=CC3=C2C=C1OC
InChI: InChI=1S/C24H27NO4/c1-26-21-9-16-15-8-14-6-5-7-25(14)13-20(15)19-12-24(29-4)23(28-3)11-18(19)17(16)10-22(21)27-2/h9-12,14H,5-8,13H2,1-4H3/t14-/m0/s1
InChIKey: SSEUDFYBEOIWGF-AWEZNQCLSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Tylophora asthmatica | Tylophora | Apocynaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 393.4830000000001
TPSA?: 40.16
MolLogP?: 4.547900000000005
Number of H-Donors: 0
Number of H-Acceptors: 5
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 786-0 | GI50 | 10.33 | nM | None |
| Homo sapiens | 786-0 | GI50 | 41.69 | nM | None |
| Homo sapiens | A498 | GI50 | 10.0 | nM | None |
| Homo sapiens | A549 | GI50 | 10.0 | nM | None |
| Homo sapiens | A549 | GI50 | 13.24 | nM | None |
| Homo sapiens | A549 | GI50 | 700.0 | nM | 10.1016/j.ejmech.2012.02.048 |
| Homo sapiens | ACHN | GI50 | 10.0 | nM | None |
| Homo sapiens | ACHN | GI50 | 14.52 | nM | None |
| Homo sapiens | BT-549 | GI50 | 22.49 | nM | None |
| Homo sapiens | BT-549 | GI50 | 39.45 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 16.26 | nM | None |
| Homo sapiens | CAKI-1 | GI50 | 25.82 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 10.4 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 15.0 | nM | 10.1016/j.bmcl.2007.11.054 |
| Homo sapiens | CCRF-CEM | GI50 | 52.36 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 10.0 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 59.16 | nM | None |
| Homo sapiens | DU-145 | GI50 | 20.46 | nM | None |
| Homo sapiens | DU-145 | GI50 | 101.16 | nM | None |
| Homo sapiens | EKVX | GI50 | 10.0 | nM | None |
| Homo sapiens | EKVX | GI50 | 21.58 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 10.0 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 35.56 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 10.0 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 17.91 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 10.52 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 46.24 | nM | None |
| Homo sapiens | HL-60 | GI50 | 10.0 | nM | 10.1016/j.ejmech.2012.02.048 |
| Homo sapiens | HL-60 | GI50 | 16.48 | nM | None |
| Homo sapiens | HL-60 | GI50 | 85.31 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 14.72 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 40.93 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 10.47 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 36.64 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 403.65 | nM | None |
| Homo sapiens | HT-29 | GI50 | 10.0 | nM | None |
| Homo sapiens | HT-29 | GI50 | 34.04 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 10.0 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 43.25 | nM | None |
| Homo sapiens | K562 | GI50 | 10.0 | nM | None |
| Homo sapiens | K562 | GI50 | 377.57 | nM | None |
| Homo sapiens | KM12 | GI50 | 10.0 | nM | None |
| Homo sapiens | KM12 | GI50 | 45.19 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 10.0 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 11.91 | nM | None |
| Homo sapiens | M14 | GI50 | 14.19 | nM | None |
| Homo sapiens | M14 | GI50 | 50.23 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 19.82 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 363.92 | nM | None |
| Homo sapiens | MCF7 | GI50 | 10.0 | nM | None |
| Homo sapiens | MCF7 | GI50 | 10.69 | nM | None |
| Homo sapiens | MCF7 | GI50 | 42.0 | nM | 10.1016/j.bmc.2012.07.044 |
| Homo sapiens | MDA-MB-231 | GI50 | 10.94 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 14.66 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 29.79 | nM | None |
| Homo sapiens | MDA-N | GI50 | 12.94 | nM | None |
| Homo sapiens | MDA-N | GI50 | 81.66 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 10.0 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 38.19 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 19.5 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 110.92 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 29.38 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 12.33 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 40.55 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 10.28 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 43.35 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 10.0 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 30.06 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 40.64 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 56.62 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 42.27 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 58.88 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 10.0 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 41.88 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 12.05 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 16.56 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 10.33 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 38.11 | nM | None |
| Homo sapiens | PANC-1 | GI50 | 12.0 | nM | 10.1016/j.bmcl.2007.11.054 |
| Homo sapiens | PANC-1 | GI50 | nan | None | 10.1016/j.bmcl.2007.05.021 |
| Homo sapiens | PC-3 | GI50 | 12.56 | nM | None |
| Homo sapiens | PC-3 | GI50 | 258.82 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 17.5 | nM | None |
| Homo sapiens | RPMI-8226 | GI50 | 90.57 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 4.864 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 385.48 | nM | None |
| Homo sapiens | SF-268 | GI50 | 14.19 | nM | None |
| Homo sapiens | SF-268 | GI50 | 133.35 | nM | None |
| Homo sapiens | SF-295 | GI50 | 10.02 | nM | None |
| Homo sapiens | SF-295 | GI50 | 35.73 | nM | None |
| Homo sapiens | SF-539 | GI50 | 15.74 | nM | None |
| Homo sapiens | SF-539 | GI50 | 56.36 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 10.0 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 29.72 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 9.057 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 13.71 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 10.0 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 60.67 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 12.16 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 12.62 | nM | None |
| Homo sapiens | SN12C | GI50 | 10.54 | nM | None |
| Homo sapiens | SN12C | GI50 | 42.85 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 9.354 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 10.0 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 8.395 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 84.33 | nM | None |
| Homo sapiens | SR | GI50 | 10.21 | nM | None |
| Homo sapiens | SR | GI50 | 66.68 | nM | None |
| Homo sapiens | SW-620 | GI50 | 12.42 | nM | None |
| Homo sapiens | SW-620 | GI50 | 73.45 | nM | None |
| Homo sapiens | T47D | GI50 | 19.23 | nM | None |
| Homo sapiens | T47D | GI50 | 80.17 | nM | None |
| Homo sapiens | TK-10 | GI50 | 16.71 | nM | None |
| Homo sapiens | TK-10 | GI50 | 19.36 | nM | None |
| Homo sapiens | U-251 | GI50 | 10.0 | nM | None |
| Homo sapiens | U-251 | GI50 | 22.13 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 14.32 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 26.61 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 16.03 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 164.06 | nM | None |
| Homo sapiens | UO-31 | GI50 | 20.8 | nM | None |
| Homo sapiens | UO-31 | GI50 | 39.9 | nM | None |
| Mus musculus | RAW264.7 | IC50 | 78.0 | nM | 10.1021/ml500255j |
| Mus musculus | RAW264.7 | IC50 | 274.0 | nM | 10.1021/ml500255j |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 24.4 | % | 10.1021/jf902543r |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 28.6 | % | 10.1021/jf303550a |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 34.2 | % | 10.1021/jf303550a |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 37.0 | % | 10.1021/jf303550a |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 47.7 | % | 10.1021/jf902543r |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 48.3 | % | 10.1021/jf902543r |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 50.5 | % | 10.1021/jf303550a |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 53.8 | % | 10.1021/jf303550a |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 56.8 | % | 10.1021/jf303550a |
| Tobacco mosaic virus | Tobacco mosaic virus | EC50 | 100.0 | ug.mL-1 | 10.1021/jf902543r |
| Tobacco mosaic virus | Tobacco mosaic virus | Inhibition | 35.2 | % | 10.1021/jf902543r |
| Tobacco mosaic virus | Tobacco mosaic virus | Inhibition | 36.9 | % | 10.1021/jf303550a |
| Tobacco mosaic virus | Tobacco mosaic virus | Inhibition | 41.7 | % | 10.1021/jf902543r |
| Tobacco mosaic virus | Tobacco mosaic virus | Inhibition | 43.7 | % | 10.1021/jf902543r |
| Tobacco mosaic virus | Tobacco mosaic virus | Inhibition | 50.6 | % | 10.1021/jf902543r |
| Tobacco mosaic virus | Tobacco mosaic virus | Inhibition | 54.1 | % | 10.1021/jf303550a |
| None | NON-PROTEIN TARGET | GI50 | 11.0 | nM | 10.1016/j.bmcl.2007.11.054 |
| None | NON-PROTEIN TARGET | IC50 | 55.0 | nM | 10.1021/ml500255j |
| None | NON-PROTEIN TARGET | IC50 | 1134.0 | nM | 10.1021/ml500255j |
| None | T-cell | Inhibition | 44.0 | % | 10.1021/ml500255j |
| None | Unchecked | IC50 | 41.0 | nM | 10.1016/j.bmcl.2007.11.054 |
| None | Unchecked | IC50 | 229.0 | nM | 10.1016/j.bmcl.2007.11.054 |
| None | Unchecked | IC50 | 300.0 | nM | 10.1016/j.bmcl.2007.11.054 |
