Makaluvamine A; N1-De-Me, N9-(4-hydroxyphenethyl)
AlkaPlorer ID: AK045238
Synonym: Makaluvamine D
IUPAC Name: 10-[2-(4-hydroxyphenyl)ethylamino]-7-aza-2-azoniatricyclo[6.3.1.04,12]dodeca-1(11),2,4(12),7,9-pentaen-11-ol
Structure
SMILES: O=C1C(NCCC2=CC=C(O)C=C2)=CC2=[NH+]CCC3=CNC1=C23
InChI: InChI=1S/C18H17N3O2/c22-13-3-1-11(2-4-13)5-7-20-15-9-14-16-12(6-8-19-14)10-21-17(16)18(15)23/h1-4,9-10,20-22H,5-8H2/p+1
InChIKey: BBIQXQHDNKDTQK-UHFFFAOYSA-O
Reference
Batzelline D and Isobatzelline E from the Indopacific Sponge <i>Zyzzya </i><i>f</i><i>uliginosa</i>
CAS: 146555-81-9
LOTUS: LTS0032336
NPASS: NPC74153
COCONUT: CNP0297395
data_source: manually
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | Sceptrella | Latrunculiidae | Poecilosclerida | Demospongiae | Porifera | Metazoa | Eukaryota |
| Zyzzya fuliginosa | Zyzzya | None | Poecilosclerida | Demospongiae | Porifera | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 308.36100000000005
TPSA？: 79.09
MolLogP？: 0.0586000000000002
Number of H-Donors: 4
Number of H-Acceptors: 3
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis | Bacillus subtilis | MIC | 25.0 | ug.mL-1 | 10.1021/np9005629 |
| Cricetulus griseus | XRS6 | IC50 | 80.0 | nM | 10.1021/jm3002795 |
| Escherichia coli | Escherichia coli | MIC | 100.0 | ug.mL-1 | 10.1021/np9005629 |
| Homo sapiens | DNA topoisomerase II alpha | Activity | nan | None | 10.1021/np50126a008 |
| Homo sapiens | HCT-116 | Activity | nan | None | 10.1021/np50126a008 |
| Homo sapiens | HCT-116 | IC50 | 170.0 | nM | 10.1021/jm3002795 |
| Homo sapiens | K562 | IC50 | 24600.0 | nM | 10.1021/np9005629 |
| Micrococcus luteus | Micrococcus luteus | MIC | 50.0 | ug.mL-1 | 10.1021/np9005629 |
| Proteus vulgaris | Proteus vulgaris | MIC | 100.0 | ug.mL-1 | 10.1021/np9005629 |
| Salmonella enterica | Salmonella enterica | MIC | 100.0 | ug.mL-1 | 10.1021/np9005629 |
| Staphylococcus aureus | Sortase A | IC50 | 148500.0 | nM | 10.1021/np9005629 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 100.0 | ug.mL-1 | 10.1021/np9005629 |