Tylophorine
AlkaPlorer ID: AK001556
Synonym: None
IUPAC Name: (13aR)-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-/m1/s1
InChIKey: SSEUDFYBEOIWGF-CQSZACIVSA-N
Reference
Alkaloids of <i>Cynanchum vincetoxicum</i>: Efficacy against MDA‐MB‐231 Mammary Carcinoma Cells
PubChem CID: 10883727
CAS: 111408-21-0
LOTUS: LTS0017323
SuperNatural Ⅲ: SN0353896-02
NPASS: NPC130941
Source
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 | A549 | Activity | nan | None | 10.1021/jm300705j |
| Homo sapiens | A549 | GI50 | 500.0 | nM | 10.1016/j.ejmech.2012.02.048 |
| Homo sapiens | CCRF-CEM | GI50 | 67.0 | nM | 10.1016/j.bmcl.2007.11.054 |
| Homo sapiens | HeLa | IC50 | 3100.0 | nM | 10.1021/np900580f |
| Homo sapiens | HL-60 | GI50 | 100.0 | nM | 10.1016/j.ejmech.2012.02.048 |
| Homo sapiens | Huh-7 | CC50 | 7910.0 | nM | 10.1073/pnas.0802982105 |
| Homo sapiens | MCF7 | Activity | nan | None | 10.1021/jm300705j |
| Homo sapiens | MCF7 | GI50 | 32.0 | nM | 10.1016/j.bmc.2012.07.044 |
| Homo sapiens | MCF7 | GI50 | 240.0 | nM | 10.1021/jm300705j |
| Homo sapiens | NCI-H460 | Activity | nan | None | 10.1021/jm300705j |
| Homo sapiens | NCI-H460 | GI50 | 230.0 | nM | 10.1021/jm300705j |
| Homo sapiens | NUGC | Inhibition | 85.0 | % | 10.1021/np050095o |
| Homo sapiens | NUGC-3 | GI50 | 190.0 | nM | 10.1021/jm300705j |
| Homo sapiens | PANC-1 | GI50 | 29.0 | nM | 10.1016/j.bmcl.2007.11.054 |
| Homo sapiens | SF-268 | GI50 | 270.0 | nM | 10.1021/jm300705j |
| Murine hepatitis virus | Murine hepatitis virus | Activity | nan | None | 10.1021/jm300705j |
| Mus musculus | RAW264.7 | Activity | nan | None | 10.1021/jm300705j |
| Mus musculus | RAW264.7 | CC50 | 1240.0 | nM | 10.1021/jm300705j |
| Mus musculus | RAW264.7 | EC50 | 270.0 | nM | 10.1021/jm300705j |
| Mus musculus | RAW264.7 | IC50 | 430.0 | nM | 10.1021/ml500255j |
| Mus musculus | RAW264.7 | IC50 | 823.0 | nM | 10.1021/ml500255j |
| Plasmodium falciparum | Plasmodium falciparum | EC50 | 509.0 | nM | 10.1073/pnas.0802982105 |
| Plasmodium falciparum | Plasmodium falciparum | EC50 | 963.0 | nM | 10.1073/pnas.0802982105 |
| Rattus norvegicus | Rattus norvegicus | F | 66.0 | % | 10.1021/jm300705j |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 15.1 | % | 10.1021/jf303550a |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 22.5 | % | 10.1021/jf303550a |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 26.4 | % | 10.1021/jf303550a |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 37.9 | % | 10.1021/jf103440s |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 39.0 | % | 10.1021/jf303550a |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 44.2 | % | 10.1021/jf303550a |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 47.6 | % | 10.1021/jf303550a |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 47.7 | % | 10.1021/jf902543r |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 53.3 | % | 10.1021/jf103440s |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 55.2 | % | 10.1021/jf902543r |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 56.4 | % | 10.1021/jf103440s |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 57.7 | % | 10.1021/jf103440s |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 62.2 | % | 10.1021/jf902543r |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 62.6 | % | 10.1021/jf103440s |
| Tobacco mosaic virus | Tobacco mosaic virus | Activity | 65.9 | % | 10.1021/jf103440s |
| Tobacco mosaic virus | Tobacco mosaic virus | EC50 | 66.36 | ug.mL-1 | 10.1021/jf902543r |
| Tobacco mosaic virus | Tobacco mosaic virus | Inhibition | 0.0 | % | 10.1021/jf902543r |
| Tobacco mosaic virus | Tobacco mosaic virus | Inhibition | 5.3 | % | 10.1021/jf902543r |
| Tobacco mosaic virus | Tobacco mosaic virus | Inhibition | 21.1 | % | 10.1021/jf303550a |
| Tobacco mosaic virus | Tobacco mosaic virus | Inhibition | 49.7 | % | 10.1021/jf303550a |
| Tobacco mosaic virus | Tobacco mosaic virus | Inhibition | 55.2 | % | 10.1021/jf902543r |
| Tobacco mosaic virus | Tobacco mosaic virus | Inhibition | 62.1 | % | 10.1021/jf902543r |
| Transmissible gastroenteritis virus | Transmissible gastroenteritis virus | Activity | nan | None | 10.1021/jm300705j |
| Transmissible gastroenteritis virus | Transmissible gastroenteritis virus | EC50 | 80.0 | nM | 10.1021/jm300705j |
| None | NON-PROTEIN TARGET | GI50 | 33.0 | nM | 10.1016/j.bmcl.2007.11.054 |
| None | NON-PROTEIN TARGET | GI50 | 270.0 | nM | 10.1021/jm300705j |
| None | NON-PROTEIN TARGET | IC50 | 173.0 | nM | 10.1021/np0106384 |
| None | NON-PROTEIN TARGET | IC50 | 208.0 | nM | 10.1021/ml500255j |
| None | NON-PROTEIN TARGET | IC50 | 214.0 | nM | 10.1021/np0106384 |
| None | NON-PROTEIN TARGET | IC50 | 1215.0 | nM | 10.1021/ml500255j |
| None | NON-PROTEIN TARGET | IC50 | 12000.0 | nM | 10.1021/np900580f |
| None | NON-PROTEIN TARGET | Inhibition | 80.0 | % | 10.1021/np050095o |
| None | No relevant target | solubility | nan | None | 10.1021/jm300705j |
| None | No relevant target | Solubility | 10000000.0 | nM | 10.1021/jm300705j |
| None | T-cell | Activity | 4.0 | % | 10.1021/ml500255j |
| None | Unchecked | IC50 | 317.0 | nM | 10.1016/j.bmcl.2007.11.054 |
| None | Unchecked | IC50 | 534.0 | nM | 10.1016/j.bmcl.2007.11.054 |
| None | Unchecked | IC50 | 2257.0 | nM | 10.1016/j.bmcl.2007.11.054 |
| None | Unchecked | IC50 | 7910.0 | nM | 10.1016/j.bmcl.2007.11.054 |
| None | Unchecked | IFI | 5.263 | % | 10.1073/pnas.0802982105 |