(-)-O-Methylmahanine
AlkaPlorer ID: AK003218
Synonym: None
IUPAC Name: (3R)-9-methoxy-3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazole
Structure
SMILES: COC1=CC=C2C(=C1)NC1=C3C=C[C@@](C)(CCC=C(C)C)OC3=C(C)C=C12
InChI: InChI=1S/C24H27NO2/c1-15(2)7-6-11-24(4)12-10-19-22-20(13-16(3)23(19)27-24)18-9-8-17(26-5)14-21(18)25-22/h7-10,12-14,25H,6,11H2,1-5H3/t24-/m1/s1
InChIKey: JYCMSEXIUYQQTJ-XMMPIXPASA-N
Reference
Comparison of Antioxidative Properties of Carbazole Alkaloids from <i>Murraya koenigii</i> Leaves
PubChem CID: 71716235
LOTUS: LTS0258211
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Murraya koenigii | Murraya | Rutaceae | Sapindales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 361.4850000000001
TPSA？: 34.25
MolLogP？: 6.548820000000005
Number of H-Donors: 1
Number of H-Acceptors: 2
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Agaricus bisporus | Tyrosinase | Inhibition | 0.1 | % | 10.1016/j.bmc.2013.01.012 |
| Agaricus bisporus | Tyrosinase | Inhibition | 0.9 | % | 10.1016/j.bmc.2013.01.012 |
| Agaricus bisporus | Tyrosinase | Inhibition | 4.2 | % | 10.1016/j.bmc.2013.01.012 |
| Homo sapiens | A549 | GI | nan | None | 10.1021/jm400290q |
| Homo sapiens | HCT-116 | GI | nan | None | 10.1021/jm400290q |
| Homo sapiens | K562 | GI | nan | None | 10.1021/jm400290q |
| Homo sapiens | PANC-1 | Activity | nan | None | 10.1021/jm400290q |
| Homo sapiens | PANC-1 | GI | nan | None | 10.1021/jm400290q |
| Homo sapiens | T98G | Activity | nan | None | 10.1021/jm400290q |
| Homo sapiens | T98G | GI | nan | None | 10.1021/jm400290q |
| None | ADMET | Activity | 66.3 | % | 10.1016/j.bmc.2013.01.012 |
| None | ADMET | Activity | 94.9 | % | 10.1016/j.bmc.2013.01.012 |
| None | ADMET | Activity | 98.7 | % | 10.1016/j.bmc.2013.01.012 |
| None | ADMET | Activity | 104.7 | % | 10.1016/j.bmc.2013.01.012 |
| None | NON-PROTEIN TARGET | Activity | nan | None | 10.1021/jm400290q |
| None | Unchecked | Activity | nan | None | 10.1021/jm400290q |
| None | Unchecked | IC50 | 15700.0 | nM | 10.1016/j.bmc.2013.01.012 |
| None | Unchecked | Inhibition | 8.7 | % | 10.1016/j.bmc.2013.01.012 |
| None | Unchecked | Inhibition | 10.9 | % | 10.1016/j.bmc.2013.01.012 |
| None | Unchecked | Inhibition | 40.8 | % | 10.1016/j.bmc.2013.01.012 |
| None | Unchecked | Inhibition | 58.3 | % | 10.1016/j.bmc.2013.01.012 |