6-methoxy-3,13,21-triazapentacyclo[11.8.0.0²,¹?.0?,?.0¹?,²?]henicosa-1(21),2(10),4,6,8,15,17,19-octaen-14-one
AlkaPlorer ID: AK058898
Synonym: None
IUPAC Name: 6-methoxy-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4(9),5,7,15,17,19-octaen-14-one
Structure
SMILES: COC1=CC=C2C3=C(NC2=C1)C1=NC2=CC=CC=C2C(=O)N1CC3
InChI: InChI=1S/C19H15N3O2/c1-24-11-6-7-12-13-8-9-22-18(17(13)20-16(12)10-11)21-15-5-3-2-4-14(15)19(22)23/h2-7,10,20H,8-9H2,1H3
InChIKey: POMASUJAYQAJQZ-UHFFFAOYSA-N
Reference
β-Carboline alkaloids from the leaves of Trigonostemon lii Y.T. Chang
PubChem CID: 378228
LOTUS: LTS0025210
COCONUT: CNP0129838
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Trigonostemon lii | Trigonostemon | Euphorbiaceae | Malpighiales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 317.3480000000001
TPSA？: 59.91
MolLogP？: 3.109500000000001
Number of H-Donors: 1
Number of H-Acceptors: 4
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 786-0 | GI50 | 310.0 | nM | 10.1016/0960-894X(95)00046-V |
| Homo sapiens | 786-0 | GI50 | 316.96 | nM | None |
| Homo sapiens | A549 | GI50 | 750.0 | nM | 10.1016/0960-894X(95)00046-V |
| Homo sapiens | A549 | GI50 | 753.36 | nM | None |
| Homo sapiens | A549 | IC50 | 40000.0 | nM | 10.1016/j.bmcl.2012.01.106 |
| Homo sapiens | ACHN | GI50 | 25003.45 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 25000.0 | nM | 10.1016/0960-894X(95)00046-V |
| Homo sapiens | CCRF-CEM | GI50 | 25003.45 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 25003.45 | nM | None |
| Homo sapiens | Cytochrome P450 1A1 | IC50 | 2000.0 | nM | 10.1016/s0960-894x(03)00469-4 |
| Homo sapiens | Cytochrome P450 1A2 | IC50 | 1980.0 | nM | 10.1016/s0960-894x(03)00469-4 |
| Homo sapiens | Cytochrome P450 1B1 | IC50 | 110.0 | nM | 10.1016/j.ejmech.2017.04.042 |
| Homo sapiens | Cytochrome P450 1B1 | IC50 | 110.0 | nM | 10.1016/s0960-894x(03)00469-4 |
| Homo sapiens | EKVX | GI50 | 25003.45 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 25003.45 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 25003.45 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 25003.45 | nM | None |
| Homo sapiens | HL-60 | GI50 | 25003.45 | nM | None |
| Homo sapiens | HL-60 | IC50 | 10000.0 | nM | 10.1021/acs.jnatprod.6b01146 |
| Homo sapiens | HL-60 | IC50 | 40000.0 | nM | 10.1016/j.bmcl.2012.01.106 |
| Homo sapiens | HOP-62 | GI50 | 25003.45 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 1590.0 | nM | 10.1016/0960-894X(95)00046-V |
| Homo sapiens | Hs-578T | GI50 | 1595.88 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 25003.45 | nM | None |
| Homo sapiens | K562 | GI50 | 25003.45 | nM | None |
| Homo sapiens | KM12 | GI50 | 25003.45 | nM | None |
| Homo sapiens | M14 | GI50 | 25003.45 | nM | None |
| Homo sapiens | MCF7 | GI50 | 25003.45 | nM | None |
| Homo sapiens | MCF7 | IC50 | 40000.0 | nM | 10.1016/j.bmcl.2012.01.106 |
| Homo sapiens | MDA-MB-231 | GI50 | 25003.45 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 25003.45 | nM | None |
| Homo sapiens | MDA-N | GI50 | 25003.45 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 25003.45 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 25003.45 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 1380.0 | nM | 10.1016/0960-894X(95)00046-V |
| Homo sapiens | NCI-H460 | GI50 | 1383.57 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 25003.45 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 25000.0 | nM | 10.1016/0960-894X(95)00046-V |
| Homo sapiens | OVCAR-4 | GI50 | 25003.45 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 25003.45 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 25003.45 | nM | None |
| Homo sapiens | PC-3 | GI50 | 25003.45 | nM | None |
| Homo sapiens | PC-3 | IC50 | 10000.0 | nM | 10.1021/acs.jnatprod.6b01146 |
| Homo sapiens | Phosphodiesterase 5A | IC50 | 22050.0 | nM | 10.1016/j.bmcl.2020.127097 |
| Homo sapiens | RPMI-8226 | GI50 | 25003.45 | nM | None |
| Homo sapiens | SF-268 | GI50 | 21527.82 | nM | None |
| Homo sapiens | SF-295 | GI50 | 25003.45 | nM | None |
| Homo sapiens | SF-539 | GI50 | 14893.61 | nM | None |
| Homo sapiens | SGC-7901 | IC50 | 10000.0 | nM | 10.1021/acs.jnatprod.6b01146 |
| Homo sapiens | SK-MEL-28 | GI50 | 25003.45 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 25003.45 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 25003.45 | nM | None |
| Homo sapiens | SMMC-7721 | IC50 | 40000.0 | nM | 10.1016/j.bmcl.2012.01.106 |
| Homo sapiens | SN12C | GI50 | 25003.45 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 25003.45 | nM | None |
| Homo sapiens | SNB-75 | GI50 | 13091.82 | nM | None |
| Homo sapiens | SR | GI50 | 25003.45 | nM | None |
| Homo sapiens | SW480 | IC50 | 40000.0 | nM | 10.1016/j.bmcl.2012.01.106 |
| Homo sapiens | SW-620 | GI50 | 25003.45 | nM | None |
| Homo sapiens | T47D | GI50 | 25003.45 | nM | None |
| Homo sapiens | TK-10 | GI50 | 25003.45 | nM | None |
| Homo sapiens | U-251 | GI50 | 25003.45 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 25003.45 | nM | None |
| Homo sapiens | UO-31 | GI50 | 25003.45 | nM | None |
| None | ADMET | IC50 | 0.06 | nM | 10.1016/s0960-894x(03)00469-4 |
| None | ADMET | IC50 | 1.0 | nM | 10.1016/s0960-894x(03)00469-4 |
| None | Unchecked | Ratio IC50 | 18.0 | None | 10.1016/j.ejmech.2017.04.042 |
| None | Unchecked | Ratio IC50 | 18.2 | None | 10.1016/j.ejmech.2017.04.042 |