Fagarine I
AlkaPlorer ID: AK005612
Synonym: 5,7,8,15-Tetrahydro-3,4-dimethoxy-6-methylbenzo[e][1,3]dioxolo[4,5-k][3]benzazecin-14(6H)-one, Thalictrimine, α-Fagarine, Allocryptopine, γ-Homochelidonine, β-Homochelidonine
IUPAC Name: 7,8-dimethoxy-11-methyl-17,19-dioxa-11-azatetracyclo[12.7.0.04,9.016,20]henicosa-1(21),4(9),5,7,14,16(20)-hexaen-2-one
Structure
SMILES: COC1=CC=C2CC(=O)C3=CC4=C(C=C3CCN(C)CC2=C1OC)OCO4
InChI: InChI=1S/C21H23NO5/c1-22-7-6-14-9-19-20(27-12-26-19)10-15(14)17(23)8-13-4-5-18(24-2)21(25-3)16(13)11-22/h4-5,9-10H,6-8,11-12H2,1-3H3
InChIKey: HYBRYAPKQCZIAE-UHFFFAOYSA-N
Reference
Coumarin, alkaloid and flavonoid constituents from the root and stem barks of Zanthoxylum avicennae
PubChem CID: 98570
CAS: 485-91-6
LOTUS: LTS0174113
SuperNatural Ⅲ: SN0138591
NPASS: NPC67978
COCONUT: CNP0125219
data_source: manually
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 369.4170000000002
TPSA？: 57.23
MolLogP？: 2.845800000000001
Number of H-Donors: 0
Number of H-Acceptors: 6
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Entamoeba histolytica | Entamoeba histolytica | IC50 | 49.81 | ug.mL-1 | 10.1007/s00044-011-9767-1 |
| Entamoeba histolytica | Entamoeba histolytica | IC50 | 135000.0 | nM | 10.1021/np000144r |
| Homo sapiens | Cytochrome P450 2D6 | Ki | 122.0 | nM | 10.1021/acs.jmedchem.5b00417 |
| Homo sapiens | DNA-(apurinic or apyrimidinic site) lyase | Potency | 3162.3 | nM | None |
| Homo sapiens | DNA polymerase iota | Potency | 100000.0 | nM | None |
| Homo sapiens | GES1 | IC50 | 150000.0 | nM | 10.1016/j.bmc.2022.116705 |
| Homo sapiens | HGC-27 | IC50 | 97800.0 | nM | 10.1016/j.bmc.2022.116705 |
| Homo sapiens | Histone-lysine N-methyltransferase MLL | Potency | 14125.4 | nM | None |
| Homo sapiens | KB | IC50 | 338000.0 | nM | 10.1021/np000144r |
| Homo sapiens | MGC-803 | IC50 | 109200.0 | nM | 10.1016/j.bmc.2022.116705 |
| Homo sapiens | TAR DNA-binding protein 43 | Potency | 35481.3 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 5080.0 | nM | 10.1021/np000144r |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 11689.1 | nM | None |
| Staphylococcus aureus | Staphylococcus aureus | Activity | nan | None | 10.1021/np990639k |
| None | Unchecked | Inhibition | nan | % | 10.1021/acs.jnatprod.0c00564 |
| None | Unchecked | Potency | 6309.6 | nM | None |