Makaluvamine G
AlkaPlorer ID: AK001695
Synonym: None
IUPAC Name: 10-[[(E)-2-(4-hydroxyphenyl)ethenyl]amino]-2,7-dimethyl-2-aza-7-azoniatricyclo[6.3.1.04,12]dodeca-1(12),3,7,9-tetraen-11-one;2,2,2-trifluoroacetate
Structure
SMILES: CN1C=C2CC[N+](=C3C2=C1C(=O)C(=C3)N/C=C/C4=CC=C(C=C4)O)C.C(=O)(C(F)(F)F)[O-]
InChI: InChI=1S/C20H19N3O2.C2HF3O2/c1-22-10-8-14-12-23(2)19-18(14)17(22)11-16(20(19)25)21-9-7-13-3-5-15(24)6-4-13;3-2(4,5)1(6)7/h3-7,9,11-12H,8,10H2,1-2H3,(H,24,25);(H,6,7)
InChIKey: OZFIOCHCUGXKME-UHFFFAOYSA-N
Reference
Makaluvamines H-M and Damirone C from the Pohnpeian Sponge Zyzzya fuliginosa
PubChem CID: 135965862
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Zyzzya fuliginosa | Zyzzya | Acarnidae | Poecilosclerida | Demospongiae | Porifera | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 447.4130000000001
TPSA？: 97.4
MolLogP？: 1.3575
Number of H-Donors: 2
Number of H-Acceptors: 6
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | DNA topoisomerase II alpha | Activity | nan | None | 10.1021/np50126a008 |
| Homo sapiens | HCT-116 | Activity | nan | None | 10.1021/np50126a008 |
| Homo sapiens | HEK293 | IC50 | 2000.0 | nM | 10.1021/jm3002795 |
| Homo sapiens | Liver microsomes | CLH | 197.0 | uL/min | 10.1021/jm3002795 |
| Homo sapiens | Liver microsomes | T1/2 | 0.1467 | hr | 10.1021/jm3002795 |
| Mus musculus | Liver | CLH | 235.0 | uL/min | 10.1021/jm3002795 |
| Mus musculus | Liver | T1/2 | 0.1233 | hr | 10.1021/jm3002795 |
| Mus musculus | Mus musculus | Cp | 0.04 | uM | 10.1021/jm3002795 |
| Mus musculus | Mus musculus | MTD | 8.0 | mg/kg/day | 10.1021/jm3002795 |
| Plasmodium berghei | Plasmodium berghei | Activity | 10.0 | % | 10.1021/jm3002795 |
| Plasmodium berghei | Plasmodium berghei | Activity | 35.0 | % | 10.1021/jm3002795 |
| Plasmodium berghei | Plasmodium berghei | Activity | 47.0 | % | 10.1021/jm3002795 |
| Plasmodium berghei | Plasmodium berghei | Activity | 48.0 | % | 10.1021/jm3002795 |
| Plasmodium falciparum | Plasmodium falciparum | GI | nan | None | 10.1021/jm3002795 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 36.0 | nM | 10.1021/jm3002795 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 39.0 | nM | 10.1021/jm3002795 |
| None | Unchecked | Ratio IC50 | 51.0 | None | 10.1021/jm3002795 |
| None | Unchecked | Ratio IC50 | 55.0 | None | 10.1021/jm3002795 |