neo-Kauluamine
AlkaPlorer ID: AK041580
Synonym: ''
IUPAC Name: (1R,3R,4S,8R,9S,12Z,21R,22R,24R,26S,30R,31S,34Z,43R,44R,48R)-50,55-bis(9H-pyrido[3,4-b]indol-1-yl)-2,25-dioxa-7,18,29,40-tetrazaundecacyclo[24.19.3.23,24.29,21.231,43.118,22.140,44.01,29.07,24.08,22.030,44]hexapentaconta-12,34,50,55-tetraene-4,9,31,48-tetrol
Structure
SMILES: O[C@@H]1CC[C@@]23C[C@]45CN6CCCC/C=C\CC[C@](O)(C=C(C7=NC=CC8=C7NC7=CC=CC=C78)[C@@H]4CC6)[C@@H]5N2CC[C@@H]1O[C@@]12CC[C@@H](O3)[C@@H](O)CCN1[C@@H]1[C@]3(CN4CCCC/C=C\CC[C@]1(O)C=C(C1=NC=CC5=C1NC1=CC=CC=C15)[C@@H]3CC4)C2
InChI: InChI=1S/C72H88N8O6/c81-57-21-31-71-43-67-45-77-35-15-7-4-2-6-14-30-70(84,42-52(53(67)25-37-77)62-64-50(24-34-74-62)48-18-10-12-20-56(48)76-64)66(67)80(71)40-28-60(57)86-72-32-22-59(85-71)58(82)27-39-79(72)65-68(44-72)46-78-36-16-8-3-1-5-13-29-69(65,83)41-51(54(68)26-38-78)61-63-49(23-33-73-61)47-17-9-11-19-55(47)75-63/h1-2,5-6,9-12,17-20,23-24,33-34,41-42,53-54,57-60,65-66,75-76,81-84H,3-4,7-8,13-16,21-22,25-32,35-40,43-46H2/b5-1-,6-2-/t53-,54-,57+,58-,59+,60-,65+,66+,67-,68-,69-,70-,71+,72+/m0/s1
InChIKey: QNWBBGISMLEXSK-FHTKVFLTSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Acanthostrongylophora ingens | Acanthostrongylophora | Petrosiidae | Haplosclerida | Demospongiae | Porifera | Metazoa | Eukaryota |
| None | Acanthostrongylophora | Petrosiidae | Haplosclerida | Demospongiae | Porifera | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 1161.5459999999991
TPSA？: 169.69999999999996
MolLogP？: 10.773999999999996
Number of H-Donors: 6
Number of H-Acceptors: 12
RingCount: 18
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus spizizenii | Bacillus spizizenii | MIC | 0.0016 | ug.mL-1 | 10.1021/acs.jnatprod.7b00121 |
| Escherichia coli | Escherichia coli | MIC | 0.1 | ug.mL-1 | 10.1021/acs.jnatprod.7b00121 |
| Homo sapiens | A549 | LC50 | 13000.0 | nM | 10.1021/acs.jnatprod.7b00121 |
| Homo sapiens | HeLa | IC50 | 5400.0 | nM | 10.1021/np500290a |
| Homo sapiens | K562 | LC50 | 12000.0 | nM | 10.1021/acs.jnatprod.7b00121 |
| Homo sapiens | Sodium/potassium-transporting ATPase | IC50 | 150000.0 | nM | 10.1021/acs.jnatprod.7b00121 |
| Kocuria rhizophila | Kocuria rhizophila | MIC | 0.0016 | ug.mL-1 | 10.1021/acs.jnatprod.7b00121 |
| Proteus hauseri | Proteus hauseri | MIC | 0.1 | ug.mL-1 | 10.1021/acs.jnatprod.7b00121 |
| Salmonella enterica subsp. enterica serovar Typhimurium | Salmonella typhimurium | MIC | 0.00078 | ug.mL-1 | 10.1021/acs.jnatprod.7b00121 |
| Staphylococcus aureus | Sortase A | IC50 | 150000.0 | nM | 10.1021/acs.jnatprod.7b00121 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 0.1 | ug.mL-1 | 10.1021/acs.jnatprod.7b00121 |
| None | Macrophage | Inhibition | 92.0 | % | 10.1021/np500290a |
| None | Unchecked | IC50 | 130.0 | nM | 10.1021/np500290a |
| None | Unchecked | IC50 | 27000.0 | nM | 10.1021/acs.jnatprod.7b00121 |